best wine tours tuscany from florence

8 Best Tuscany Wine Tours from Florence

By: Author Girl with the Passport

Posted on Last updated: November 21, 2023

Categories Europe

If you’re in Florence then you’re forbidden from leaving without taking a mega epic day trip to Tuscany.

I mean, not only is Tuscany SUPER close to Florence, but this region is home to rolling hills, medieval villages, incredible vineyards, and some of the best wine in Italy.

Now, sure, you can visit via train or hire a rental car in Tuscany . But, if you’re short on time – or just plan to drink like whoa – then book one of the best Tuscany wine tours from Florence instead.

Not only do these Tuscan wine tours from Florence make traveling a breeze, but they provide you with a stellar way of enjoying all of the area’s most epic highlights in a short amount of time.

Trust me, I have done tons of the best Chianti wine tours from Florence and 99.9% of them have been lovely. So much so that I’ve gone back and done even more wine tours.

So, if you love wine but want to quickly and easily see all that Tuscany has to offer then this post is for you.

This post may contain affiliate links. Please see my disclosure for more information. As an Amazon Associate, I earn a small commission from qualifying purchases.

My #1 pick 🏆 for the best Tuscany wine tour from Florence is this small group wine-tasting tour . It’s well-priced, well-reviewed, includes delish wine 🍷, and isn’t HELLA long.

Best Tuscany Wine Tours from Florence

1. from florence: tuscany wine & food tour with guide.

⭐️ Rating: 4.9/5.0 (688 Reviews) Price: $161.70 per person Duration: 8 hours 📍 Meeting Point: Piazzale Montelungo Operator: Prestige Rent – Tours in Italy Details: Read more on Get Your Guide Now!

Prepare for an epic day of fun during this Tuscany Wine and Food Tour with a guide .

See, this is one of the best Tuscany wine tours from Florence that will introduce you to three organic wineries where you can sample a wide variety of local wines.

So, start this small group tour with a scenic drive through the Tuscan countryside before learning all about wine-making at the very first vineyard you visit.

Explore the farm and tour the cellar before heading to a hilltop estate where you’ll meet a local wine expert before sitting down to lunch.

You’ll try delicious olive oil and amazing balsamic vinegar during your light meal before taking a walk through the idyllic village of Greve in Chianti.

“What a fantastic day! It was amazing being able to try 3 different wineries. Most were red wine (which I’m not a fan of, but actually very much enjoyed on this trip) but there were also a few white wines. Lunch was awesome. Personally, the trip was little long, so I would recommend doing the shorter trip (everyone started getting car sick to some degree with all of the hills). But, the tour guide did a great job and I would definitely recommend this activity.” Matalin ( read more reviews now )

Enjoy some free time in the main square before ending the tour at a historic family-owned villa.

You’ll take in stellar views of Florence and can explore one of the most gorgeous gardens in Tuscany before ending your Tuscany wine tour from Florence.

2. From Florence: Small Group Wine Tasting Tour to Tuscany

⭐️ Rating: 4.8/5.0 (1387 Reviews) Price: $96.39 per person Duration: 4.5 hours 📍 Meeting Point: Piazzale Montelungo Operator: Prestige Rent – Tours in Italy Details: Read more on Get Your Guide Now!

If you’re looking for one of the best Tuscany wine tours from Florence that won’t take the entire day then book this Small Group Wine Tasting Tour to Tuscany .

Now, after departing from Florence in an AC-filled minibus, you and your group will make their way towards Chianti Classico.

Along the way, your English-speaking driver/guide offers in-depth commentary before visiting two amazing wine estates.

Enjoy three wines and fresh olive oil at the first place as you learn all about unique vinicultural practices.

“It was sensational. Fantastic guide, very good and comfortable transport. Short journey (45min) to the first winery and then the second is very close. Winery 1. Cheeses and breads with wonderful vinegars and oils + 4 wines (just the bottom of the glass). Winery 2. Cheeses, cold cuts and sausages, and bread + 5 wines (just the bottom of the glass). Possibility to buy wines, oils and vinegars on the tour. I thought the amount of wine was good, enough to make me neither sober nor drunk. I recommend going at the beginning of the trip, because if you make friends, they can be company for the next few days.” Rodrigo ( read more reviews now )

Continue to the second winery and sample a variety of wines and olive oils that are perfectly paired with local cheese, bruschetta, salami, and more. Seriously yummy food to say the least.

Yup, I loved this tour and thought that Raffaele and Alessio were both great. They shared a ton of great info and you got to try lots of great wines, olive oils, and balsamic vinegar.

It was a great way to get a taste of Tuscany without becoming totally exhausted by a massively long day trip.

3. Florence: Chianti Wineries Tour with Food and Wine Tasting

⭐️ Rating: 4.5/5.0 (4563 Reviews) Price: $53.18 per person Duration: 4.5 hours 📍 Meeting Point: Piazzale Montelungo bus stop Operator: Ciaoflorence Tours & Travel Details: Read more on Get Your Guide Now!

During this most excellent Chianti Wineries Tour with Food and Wine Tasting , you’ll drive to the Chianti region and visit two different wineries.

At the first stop, you’ll embark on a guided tour of the vineyard and learn about what a “Chianti Classico” distinction requires before sampling four incredible wines during an on-site tasting.

Your expert guide will explain each of the wines you’re sampling, teach you how to properly taste each one, and even give you local bread, cheese, olive oil, and salami to enjoy.

“Excellent tour – learnt something about wine; but that’s not really the point – had an excellent guide in Nathan and loved all the wines which we were served. The best place for us was the smaller winery where the tastings were excellent. Would recommend and def come back.” Neel ( read more reviews now )

Next, stop at a scenic overlook so you can admire the Chanti Hills before learning about wine production at the second winery.

You’ll even go on a quick guided tour of the vineyards and then sit down to enjoy three unique wines before returning to Florence.

4. Florence: Pisa, Siena, San Gimignano, and Chianti Experience

⭐️ Rating: 4.4/5.0 (2895 Reviews) Price: $69.46 per person Duration: 12 hours 📍 Meeting Point: Sightseeing Experience Visitor Center Operator: Sightseeing Experience Details: Read more on Get Your Guide Now!

I love, love, LOVE this Pisa, Siena, San Gimignano, and Chianti Experience since it isn’t all about wine.

Yes, you’ll get to enjoy an amazing wine tasting. But, you’ll also get to see some of the top attractions in the region, making this one of the best Tuscany wine tours from Florence if you’re short on time.

So, your day will start with a lovely tour of Pisa. You’ll see the cathedral, the cemetery, the baptistery, and – DUH – the leaning tower before checking out a classic winery near San Gimignano.

Dig into an incredible Tuscan lunch and wine tasting before visiting the cobblestone streets, quaint squares, and local artisans of medieval San Gimignano.

“Barbara and Armando executed their roles admirably, ensuring seamless coordination throughout the tour. Navigating three major cities and historic sites was a pleasure, thanks to their competence. Barbara, our patient tour guide, adeptly managed the challenges posed by tardy and irresponsible attendees, displaying a commendable level of professionalism. Despite a few hiccups caused by irresponsible passengers, all individuals eventually boarded, and the return journey transpired without incident. The experience, albeit dramatic at times, was salvaged by Barbara’s unwavering professionalism. The driver’s exceptional skills contributed to a smooth and enjoyable ride. On the downside, the light lunch provided fell short of expectations. Regrettably, it resembled more of a simple snack with a sample wine tasting, and did not meet our culinary preferences. Nevertheless, the overall value derived from the expenditure was undeniably worthwhile.” Sam ( read more reviews now )

Afterward, stop to admire some panoramic views of Chianti before heading to Siena. Here, your guide will introduce you to Piazza del Campo and the cathedral.

You’ll then have free time to eat some panforte and shop for souvenirs before returning to Florence as the sun sets in the background.

So, all in all, this is one of the best Tuscan wine tours from Florence if you don’t feel like drinking wine all day but still want to see what this incredible region has to offer.

5. Tuscany by Vespa Full-Day Tour to Chianti Wine Region

⭐️ Rating: 4.7/5.0 (132 Reviews) Price: $161.70 per person Duration: 6 hours 📍 Meeting Point: Florencetown Booking Office Operator: Florencetown / Towns of Italy Details: Read more on Get Your Guide Now!

If you want to explore Tuscany in an entirely unique way – or just feel like channeling your inner Lizzie McGuire – then check out this Vespa Full Day Tour of the Chianti Region .

After all, you’ll start the day off with a quick pickup in a comfy, air-conditioned van that will take you to the beautiful, Chianti countryside.

Upon arrival, you’ll be briefed on how to use your 50cc original Piaggio Vespa safely before starting a magical ride through the scenic hills and charming country roads of Tuscany.

“An incredible day seeing the beautiful hills of the Chianti region outside of Florence. My husband drove the scooter and I got to take photos and experience all the magic of this wine country. Loved this trip!! Highly recommend. Tanya and Gracia were outstanding guides- friendly and knowledgeable.” Kelly ( read more reviews now )

You’ll cruise through enchanting medieval villages and stop at a villa from the 17th century to enjoy a traditional Tuscan meal.

You’ll even do a guided tour of the vineyard/cellars and take part in an iconic olive oil/wine tasting before heading back to Florence.

All in all, this is one of the best Chianti wine tours from Florence if you’re looking for a truly one-of-a-kind experience.

Pro Tip: I loved the fact that we got to drive through the town of Greve. We then got some nice sandwiches and 30 minutes of free time upon arrival.

We also got an excellent 3-course meal (apps, meat, cheese, and pasta) with wine.

6. Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500

⭐️ Rating: 4.8/5.0 (93 Reviews) Price: $161.16 per person Duration: 4 hours 📍 Meeting Point: 500 Touring Club Operator: 500 Touring Club Details: Read more on Get Your Guide Now!

Stop what you’re doing and check out this mega epic wine-tasting and Tuscan lunch in a vintage Fiat 500 .

You’ll start your day with a crash course (pun intended) on using the Fiat 500. You’ll then drive as part of a vibrant group from Florence to the Tuscan hills.

“The Florence wine tasting and Tuscan lunch in a vintage fiat500 tour was brilliant!! Alessandro was our tour guide & he helped make the experience so memorable. Alessandro was very professional but very easy going, knowledgeable & friendly. During the tour, we made mutiple stops to enjoy the most beautiful scenery, Where Alessandro told us stories/facts etc. During the wine tasting, we were welcomed into a Tuscan families home, where they had prepared meats, cheeses and breads for us to taste with the wines. Alessandro was very informative with the wine pairing. We met 2 fantastic couples on the tour, who made the tour even more fantastic & enjoyable for us as we all shared stories and laughed from start to finish. We 10/10 would recommend this tour and we would absolutely come back to do it all over again Alessandeo, thank you so much for an unforgettable experience!” Michelle ( read more reviews now )

Next, step inside a historic, 15th-century, Renaissance villa where the owners will give you a tour of the grounds and vineyards before descending into the wine cellar for a tasting of their award-winning vinos.

Afterward, dig into a light lunch and sample a variety of local olive oils that will expertly complement your meal.

Just be aware of the fact that you will have to pay a fuel surcharge of €15 for using the car.

7. From Florence: Tuscany Day Trip with Lunch at Chianti Winery

⭐️ Rating: 4.8/5.0 (3043 Reviews) Price: $92.25 per person Duration: 12 hours 📍 Meeting Point: Santa Maria Novella train station Operator: Walkabout Tours Details: Read more on Get Your Guide Now!

If you’re looking for one of the more traditional Tuscany wine tours from Florence then have a look at this Tuscany Day Trip with Lunch at Chianti Winery .

Sure, it’s not a super unusual tour. But, you’ll get to see all of the area’s major attractions in just twelve hours.

Therefore, try to get a good night’s sleep so that you can meet your group early at Florence Central train station.

You’ll then head to Siena where you’ll enjoy a guided tour of this medieval city before taking some free time to walk around.

In total, you’ll visit for around 90 minutes to admire the stunning Gothic and Romanesque architecture of the area (specifically the main cathedral) before grabbing lunch in the Tuscan Hills.

“This was the best thing I have done the whole time in Italy! The absolute best thing to do when I’m Florence, our guide Noemi was amazing and so great. The lunch at the winery in Chianti was delicious and going up Pisa was also worth the stairs. Definitely recommend this trip, it was raining all day and we still had a really great time. Would do it again in a heartbeat!!” Marley ( read more reviews now )

This lunch is optional but HIGHLY recommended since you’ll eat a homemade, organic meal paired with four regional wines – all while admiring sweeping views of the area.

Afterward, continue to San Gimignano. It’s a fabulous, UNESCO World Heritage site where you can take in epic panoramas and see tower homes from the Middle Ages.

Explore the town for an hour and a half before ending your day in Pisa. You’ll see the Leaning Tower and will walk through the Piazza dei Miracoli before making your way back to Florence.

Just choose between a small group or a private tour and let the fun begin during one of the best Tuscany wine tours from Florence.

8. Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch

⭐️ Rating: 4.5/5.0 (1178 Reviews) Price: $72.71 per person Duration: 11 hours 📍 Meeting Point: Varies Operator: CAF Tour & Travel Details: Read more on Get Your Guide Now!

Rounding out this list of the best Tuscany wine tours from Florence is this S. Gimignano, Siena, Chianti, and Wine Tasting Lunch .

During this epic experience, you’ll start off with a 70-minute scenic drive through Tuscany to San Gimignano.

You’ll then have around two hours to explore this ancient city on a hill before driving another 40 minutes to the Chianti Hills.

Upon arrival, relax at a local winery and sample three local wines, along with authentic balsamic vinegar.

“Just loved it all from start to finish just for me the walking was a bit much but that is because I hadn’t realised there would be quite so much..love the history of the area and learning more about the wine of the area and it was a nice small number of people on the tour.” Jayne ( read more review now )

Afterward, dig into a delicious three-course lunch and get a taste of authentic Chianti cuisine.

Menu highlights include things like bruschetta, penne with meat ragout, and a homemade tart for dessert.

Finally, end the day with a one-hour guided tour of Siena that is followed by an optional tour of the Cathedral.

You’ll then enjoy some free time where you can check out the Basilica of San Domenico before going back to Florence.

My #1 pick 🏆 for the best Tuscany wine tour from Florence is this small group wine-tasting tour. It’s well-priced, well-reviewed, includes delish wine 🍷, and isn’t HELLA long.

Best Tuscany Wine Tours from Florence FAQ

1. can you take a train from tuscany to florence.

Yes, you can take a train from Tuscany to Florence. That is because Livorno, Pisa, Siena, San Gimignano, and Lucca all have direct connections with Florence by train.

2. How Far is Tuscany from Florence?

Tuscany is very close to Florence and only about 9 kilometers away. Therefore, it could take you just twenty-five minutes to drive to Tuscany from Florence.

3. How to See Tuscany from Florence?

Some of the ways you could see Tuscany from Florence are by rental car, via one of the best Tuscany wine tours from Florence, or by train since two depart for Tuscany hourly.

One will take you to Siena directly while the other will take you to Empoli. Once in Empoli, you’ll have to change trains. However, one-way tickets for both trains usually cost just €6.80.

4. What to See in Tuscany in 3 Days?

With 3 days in Tuscany, you could spend your first day in Florence and see the Piazza Duomo, Giotto’s Bell Tower, and the Baptistery.

On day 2, make your way to Chianti and San Gimignano so that you can do some epic wine tastings and explore medieval architecture.

Finally, spend your third day in Siena where you can explore the Piazza del Campo, the Palazzo Comunale and Torre del Mangia, and the Duomo.

There you have it! That just about wraps up this guide to the best Tuscany wine tours from Florence.

Tell me, did your picks for the best tuscan wine tours from florence make the list if not then let me know., if you found this post helpful, sign up for our email list and join our facebook group for even more travel info..

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11 BEST Wine Tours in Tuscany from Florence in 2024

What are the best wine tours in Tuscany from Florence? How far is Tuscany wine region from Florence?

With my 100% Italian family still residing in the northern province of Cuneo (my maiden name!) and my grandfather’s homemade wine running through my veins, I can attest to Tuscany’s reputation as one of the best wine regions in Italy.

So, if you’re a wine lover visiting this iconic destination in Italy, you definitely don’t want to miss out on the region’s famous wines! From bold Chianti Classico to delicate Brunello di Montalcino, there are dozens of wine tours that will give you a taste of Tuscany’s impressive and diverse wine production that conveniently depart right from Florence.

But, in complete honesty… who wants to spend hours behind a computer researching the top wine tours from Florence trying to figure out which one is the perfect fit for their group? I do. And I did!

Don’t have time to read the whole post? No problem!

The Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence is easily the #1 tour on this list!

⭐ 2,800+ 5-Star Reviews ⭐ 9 Wine Samples & 2 Olive Oil Samples ⭐Traditional Tuscan Lunch

This post was created by vetting dozens of local companies running their business out of Florence, among other popular regions in Tuscany. I scoured reviews, made note of what the tours included, and found the top 11 that are deserving of a spot on your Italian vacation!

I’ve also gone ahead and broken it down into the best overall tours for your money, the top private wine tours, the leading luxury wine tours in Tuscany, and for those of you who are short on time, even the best half-day Tuscan wine tours.

I’ve also included ample information after these tours on the best time to take a wine tour in Tuscany, how much these tours typically cost, if it’s actually worth taking one of these Tuscan wine tours, what to pack, and more!

11 BEST Wine Tours in Tuscany from Florence

🍷1. chianti wineries tour with tuscan lunch and san gimignano.

Possibly the #1 tour on this list for those who want to learn about the winemaking process and indulge in numerous wine samplings across multiple Tuscan vineyards, the Chianti Wineries Tour with Tuscan Lunch and San Gimignano should be high on your radar!

Guests are not only treated to air-conditioned transportation (a dealbreaker in the summer heat of Tuscany), but also a multi-course Tuscan lunch to round off this full-day tour. Departing from the Florence city centre, this tour also makes a stop at the medieval village of San Gimignano, where guests have free time to wander or enjoy a guided visit if they please.

With expert knowledge from your guide on how wine is made and produced in Tuscany, it’s easy to see why this all-inclusive tour is one of the most popular in Florence!

🍷2. Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

Looking for one of the best full-day wine tours in Tuscany from Florence? Well, the Essence of Chianti Small Group Tour with Lunch was put at the top of this list for a reason! With visits to three exquisite wineries, a guided tour of the wine cellars (something not typically included!), and an incredible Tuscan lunch complete with numerous wine and olive oil tastings.

In addition to providing some time to discover the enchanting medieval village of Greve, situated on the outskirts of the iconic Chianti wine region in Tuscany, this full-day wine tour offers a comprehensive experience that is carefully paced and unquestionably worth every penny!

🍷3. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

As crazy as it is to say, this tour has over 12,000 5-star reviews . Honestly, that’s all I would need to hear to book it, but it’s also good to note that this 11-hour tour provides a guided tour of Siena with entry to the Gothic Cathedral, allows ample time for exploring the stunning towns of San Gimignano and Pisa, and even an authentic Tuscan lunch at one of the most scenic wine estates in the region.

Need I say more? Well, you also get four immaculate wine tastings, all-day transportation in an air-conditioned vehicle, and a professional English-speaking guide able to answer your questions for the entire day.

Probably in the top 5 wine tours in Tuscany, the Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery is an easy yes in my book!

Private Wine Tours from Florence

🍷4. chianti wine tour with tuscan lunch open top van max 6 pax.

What better way to experience to sun shining over the vineyards in Tuscany than with an open-top van? This Chianti Wine Tour is the perfect choice for those wanting a more intimate wine tasting experience, or for anyone looking for one of the most scenic ways of seeing Tuscany!

Your knowledgeable guide will take you to two different wineries and provide history, tastings of fine wine, and a delicious Tuscan lunch inside a local cellar. I’ve also heard that these tour guides are wonderful about making quick stops along the way if they see a good photo opportunity!

And with a maximum of six people per tour, this is the ideal option for small groups or couples looking for a very small-group experience. Just know that if you only book 5 or less spots, there is always a chance that somebody else joins your group.

🍷5. Semi Private Deep Wine Chianti and San Gimignano from Florence

Since there are extremely few options for fully private Tuscany wine tours that actually include wine tastings at the wine estates they’re bringing you to , I decided to include this “semi-private” tour instead.

This 8.5-hour tour has a group maximum of 8 people so you’ll still get that small group feel, and even includes a bottle of prosecco for your group in addition to your wine tasting, olive oil samples, and Tuscan lunch!

Plus, with free hotel pick-up and drop-off, this is a fantastic pick when it comes to private wine tours in Tuscany from Florence.

Luxury Wine Tours in Tuscany from Florence

🍷6. chianti safari: tuscan villas with vineyards, cheese, wine & lunch from florence.

Easily the #1 tour on this list (at least in my opinion), the Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence has over 2,800 5-star reviews with a highlight of riding in a 4×4 minibus that allows you to go off-roading in the hills of Tuscany!

During this 9-hour tour, you’ll visit two stunning wine estates and be treated to numerous wine tastings (9 to be exact), extra virgin olive oil samplings, and local cheese tastings, as well as an impeccable 3-course Tuscan lunch.

Guests who opt for the Chianti Safari tour versus other tours on this list will get to see some off-the-beaten-path spots in Chianti that many other visitors miss, making it one of the most unique and authentic experiences you could book in Tuscany.

🍷7. Horseback Ride, Visit to San Gimignano, Tuscan Lunch, Wine Tasting, Chianti Winery

When it comes to small group wine tours in Tuscany from Florence, the Horseback Ride, Visit to San Gimignano, Tuscan Lunch, Wine Tasting and Chianti Winery Tour is easily one of the top-rated and luxurious!

Not only do you get to explore the beautiful Tuscan countryside on horseback, but you’ll also enjoy an indulgent 3-course Tuscan lunch, some sightseeing time in San Gimignano, and a wine tasting at a local winery.

Definitely one of the best options on this list, it’s no wonder why this tour always books up months in advance!

🍷8. Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

Winner of Viator’s Badge of Excellence, the Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing is a perfect option for those looking to visit multiple iconic Tuscan destinations in one day while still experiencing the region’s wine culture.

Departing from Florence, this full-day tour includes visits to the famous leaning tower of Pisa, the stunning medieval towns of Siena and San Gimignano, and a delicious Tuscan lunch complete with a wine pairing at a local wine estate.

Half Day Wine Tours from Florence

🍷9. small-group wine tasting experience in the tuscan countryside.

This small-group Tuscany wine tasting tour from Florence has over 3,400 5-star reviews and for good reason! At just shy of 5 hours in duration, your impressive tour guide will jam-pack as much into this tour as they can.

With visits to two different wineries, both including several wine and olive oil tastings, you’ll get a full picture of the Chianti wine region in Tuscany in just half a day. Plus, you’ll get to sample cheese, salami, cured ham and bruschetta at the second winery!

This tour also includes transportation to and from Florence, so all you have to do is show up and enjoy the wine! If you’re looking for a quick and hassle-free way to taste delicious wines in Tuscany, this is definitely the #1 half-day tour on this list.

🍷10. Chianti Wine Tour from Florence

One of the most affordable options on this trip, the Chianti Wine Tour from Florence is perfect for those on a budget but don’t want to miss out on experiencing Tuscan wine culture.

Lasting about 5 hours, this tour will take you to two different family-run wineries, where you’ll taste some of the region’s best wines including Chianti Classico. You’ll also get to enjoy a few tastings of traditional Tuscan food with stunning views of the countryside. Plus, transportation is included!

🍷11. Tuscan Castle and Cellars Small Group Tour with Pasta Making Class + Wine Tasting

Now, I know this one is a bit different than the other tours on this list, but if you’ve been dying to take a pasta-making class while in Italy… why not combine it with a wine pairing? At just 3.5 hours long, the Tuscan Castle and Cellars Small Group Tour with Pasta Making Class + Wine Tasting is the perfect addition to your Florence itinerary!

You’ll spend the morning or afternoon in a 900-year-old Tuscan castle while learning how to make pasta from a local master . Plus, you get to eat your work! Not to mention, you get to enjoy 3 amazing wine options right from Tuscany with your lunch.

If you’re short on time and want to combine your lunch and Tuscany wine tour, this is the #1 option!

FAQ: Wine Tours in Tuscany from Florence

In this last section, I’ll be answering some essential questions in regard to these Tuscany wine tours including the best time to go on a wine tour, average cost, what to pack, and more!

What is the Best Time to Take a Wine Tour in Tuscany?

The best time to take a wine tour in Tuscany is during the fall harvest season, from mid-September to early October .

This is when the grapes were most recently harvested at their ripest and most flavorful, making for an incredible wine-tasting experience! However, if you’re unable to visit during this time, don’t worry! Tuscany’s mild climate makes it a fantastic destination for wine tours year-round.

What is the Best Wine Tour in Tuscany from Florence?

The best wine tour in Tuscany from Florence, in our opinion, is the Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence tour .

This full-day tour offers a unique and authentic experience, taking you off the beaten path to explore historic Tuscan villas and estates, enjoy wine tastings accompanied by local cheeses, and indulge in a traditional lunch complete with additional extra virgin olive oil tastings and epic with panoramic views.

Plus, the 4×4 minibus transport allows for a more immersive journey in the Tuscan countryside that no other tour on this list offers!

Is it Worth Taking a Tuscan Wine Tour?

Tuscany wine tours are definitely worth taking if you’re interested in learning about the region’s famous wines, want to see a local wine cellar or vineyard, or even just are fond of wine tastings!

These tours offer a unique and authentic experience, and you’ll learn a lot more about the process of winemaking, the history behind it, and appreciate tasting the wines even more. Plus, you’ll get to visit stunning countryside landscapes and charming villages along the way!

How Far is Tuscany Wine Region from Florence?

Florence is actually the capital of the Tuscany wine region, so it’s quite close! The Chianti wine region near the city of Greve, one of the most popular areas for wine tours, is only about 40 minutes to an hour’s drive from Florence.

Can you Visit Wineries On Your Own in Tuscany?

While it is possible to visit wineries on your own in Tuscany, it’s highly recommended to go with a tour guide or organized tour. Many wineries require advanced reservations to enjoy their wine tastings and visits to their vineyards which is much easier to do if you have a local company take care of it for you.

Plus, thanks to the affordability of many of these tours, they don’t often cost much more than doing a self-guided tour! Furthermore, they include transportation, a local expert guide, advanced reservations at the local wineries, wine tastings, and many times even lunch or snacks!

Without a doubt, opting for one of these wine tours in Tuscany from Florence will be well worth the extra investment for the added convenience and expert knowledge.

What Should I Pack for a Wine Tour in Tuscany?

For a comfortable and enjoyable Florence wine tour experience, here is a list of things you should consider packing:

• Comfortable walking shoes : Girls, I know you want cute pics of your Insta-perfect winery outfit complete with heels and a sunhat, but many tours will include a lot of walking or exploring dirt-covered vineyards on foot.
• Sunscreen and a hat : Speaking of hats, be sure to bring along some sunscreen as well to protect you from the sun, especially if you’re touring during the summer months.
• Light jacket or sweater : Evenings in Tuscany and cool off significantly, plus it’s best to be prepared for rain or unexpected chilly weather.
• Water and snacks : You’re going to be doing a lot of drinking, so it’s good to stay hydrated. Plus, if your tour doesn’t include lunch, you’ll be happy to have something to hold you over until you find your next Italian meal!
• Camera or phone : You will want to capture the fun memories and beautiful scenery along the way!

Do You Need Reservations for Wine Tastings in Tuscany?

Yes, it is highly recommended to make reservations for wine tastings in Tuscany, especially during peak tourist seasons . This ensures that you have a spot reserved at the winery and can also allow for a more personalized experience with the winemakers or tour guides.

Fortunately, all the wine tours mentioned above come with prearranged reservations for the wineries they visit. By choosing one of these tours, your reservations are already taken care of!

What is the Closest Wine Region to Florence Italy?

The closest wine region to Florence is Chianti, located about 40 minutes to an hour’s drive from the city . Other popular wine regions close to Florence include Montalcino and Montepulciano, both within a 2-hour drive from the city.

No matter which region you choose to visit, you’ll be treated to stunning views of rolling hills, charming villages, and of course, delicious wines!

Is Florence Good for Wine Tasting?

Florence is an excellent destination for wine tasting, as it sits in the heart of Tuscany – one of Italy’s top wine regions ! From Florence, you can easily access some of the most famous and beautiful wineries in Tuscany, including those mentioned in this guide.

There are also plenty of wine shops and enotecas (wine bars) throughout Florence, making it easy to sample and purchase a variety of wines during your trip. Plus, some restaurants offer wine tastings as well, giving you the opportunity to try local wines with a local meal.

What are the Best Wines To Try in Florence Italy?

Some of the best and most famous wines to try in Florence, Italy include Chianti Classico, Brunello di Montalcino, Montepulciano d’Abruzzo, and Vino Nobile di Montepulciano . These wines are all from the Tuscany region and are produced using traditional methods that have been perfected over centuries.

However, don’t limit yourself to just these famous wines – be sure to try a variety and discover your own favorites! With so many delicious options, you can’t go wrong with any wine tasting experience in Florence.

Can You Get to Chianti from Florence by Train?

Yes, you can get to Chianti from Florence by train , but it will usually require at least one line change and often takes around 2 hours. If you don’t have a rental car, then the best way to travel between the two is via a guided tour with hotel pick-up and drop-off like the ones above.

Otherwise, you can take the local bus which usually costs about $10 one way.

How Much Do Wine Tours in Florence Cost?

Wine tours in Florence usually range from $50 to over $200 per person, depending on various factors such as the number of wineries visited, type of tour (group or private), duration, and inclusions like lunch or transportation.

The average cost for a group wine tour with transportation and visits to 2-3 wineries is around $100-$150 per person. Private tours, which offer more flexibility and personalization, tend to be more expensive, starting at around $150-$200 per person for a half-day tour.

Keep in mind that while these tours may seem pricey, they often include tasting fees, transportation, and sometimes even lunch or other food tastings, making them well worth the investment for a hassle-free wine tour experience.

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Other Helpful Italy Resources

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The best wine tours from Florence offer the perfect opportunity to explore Italy’s most famous wine region while simultaneously providing the chance to learn about the wine-making process with seemingly endless vineyards as the backdrop.

The best part about these tours is they take care of all the logistics associated with going on a wine tour in Tuscany without the stress of planning your own transportation and reservations! So don’t forget to pack comfortable shoes, water, sunscreen, and a camera before embarking on one of these top wine tours in Tuscany from Florence .

Hey there! I'm Emily Concannon, a seasoned globetrotter who has backpacked her way across over a dozen European countries, immersing myself in the diverse cultures, languages, and cuisines of the region.

My passion for travel transcends personal experiences; I've spent years learning how to transform my globetrotting knowledge into personalized itineraries for fellow travelers worldwide.

With a tally of 26 countries (and counting!) under my belt, my day job involves extensive research on different countries which often leads me to booking a new adventure every chance I get!

15 Best Tuscany Wine Tours From Florence in 2024

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Home » 15 Best Tuscany Wine Tours From Florence in 2024

Have you been wondering about which Tuscany wine tour from Florence you should book? I’ve got you covered!

Tuscany is one of the most beautiful regions in Italy, and wine tours from Florence can be a fantastic way to experience the local culture and check out some of the country’s finest wineries.

🏆 BEST WINE TOUR FROM FLORENCE

Don’t have time to read the whole article? The best choice is this 1/2 day small-group tour: Small-Group Wine Tasting Experience in the Tuscan Countryside

As someone who has traveled to Italy three times, I can assure you that there is no shortage of amazing wines in Tuscany! I’ve spoken to travelers who want to visit Tuscany for wine tasting but are scared to book a tour – worried that it won’t be worth the money or have good wines on offer. Joining a tour is a must if you plan on wine tasting, as driving after may not be safe. Ensure a fun, worry-free experience by letting someone else do the driving while you indulge in all the wine you desire!

Here is a list of our top favorite Tuscany wine tours from Florence.

Quick Guide: Best Wine Tours From Florence to Tuscany

After a quick list of the top wine tours in Tuscany from Florence? Here are the best Tuscany wine tours.

Small-Group Chianti Wine Tour from Florence

• Half-Day Tour (Around 4 hours)
• Small Group Tour (Max 25 people)
• Visit 2 Chianti wine estates and taste 6 different wines
• Explore the cellars and discover the art of winemaking.

Chianti Safari

• Full-Day Tour (About 9 hours)
• Small Group Tour (Max of 26 travelers)
• Visit a wine estate and historic villa and taste 9 samples of wine
• Traditional Tuscan Lunch at a winery restaurant with breathtaking views

Vespa Wine Tour from Florence

• Half-Day Tour (Around 6 hours)
• Small group tour that is limited to 15 people
• Ride along the scenic hillside and visit two wineries while riding a Vespa
• Stop for a traditional Tuscan meal at a Farmhouse and taste the famous Chianti wines

Best 15 Tuscany Wine Tours From Florence

Here is your guide to the best Tuscany wine tours From Florence for travelers who would like to taste Italian wine during their Italian vacation. Your only task is to choose one!

1. Small-Group Chianti Tour from Florence

Tour Overview:

• Tour Type:  You’ll enjoy a more intimate Tuscan wine-tasting experience, as this smaller group-size tour of 25 allows for a familiar ambiance.
• Guest Rating: 5 Stars from over 2700+ travelers
• Tour Sights & Stops:  2 Different Chianti Wineries in the Tuscan Countryside
• Departure Point:  Piazzale Montelungo, Florence
• Length:  4 hours 45 minutes
• Check Tour Price on Viator

Tasting Italian wine in Tuscany is an experience unlike any other. Take this 4-hour small-group Wine Tasting Experience and explore two of the top-rated wineries in the Chianti Classico region.

Tour their cellars and learn how traditional methods are used to produce the best vintage.

Not only that, but you’ll also be able to sample 6 wines at both wineries, paired with local Tuscan specialties like cheese, salami, cured ham, and bruschetta.

Tuscan 1/2 day Wine Tasting We went on the 1/2 day tour to two vineyards. They were both amazing! The guide was friendly and informative. The view of the countryside and vineyards was breathtaking!!! I thought the tour was perfect, I as so happy we did it. Nancy_H   (Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note:

-Hotel pickup and dropoff is not included.

-The tour is only open to ages 12 and up, so no infants, please.

-Additionally, alcoholic beverages will only be served to those who are 18 and older.

Why You Will Love This Tour:

• This tour will have a maximum of 25 travelers, allowing for a more intimate and personalized experience.
• Vegetarians and those with gluten intolerances need not worry – special dietary requirements can easily be accommodated upon request in advance.
• You won’t just get to taste some fantastic reds typical of the Chianti region, like Chianti Classico Riserva Super Tuscans, Gran Selezione – your guide is also well versed in the history and culture of this beautiful area as well!

The small group Tuscany wine-tasting tour from Florence is the perfect way for travelers to get a taste of Italian wines without taking up a full day.

In just half a day, you will be able to tour some of the finest vineyards in Tuscany and enjoy 6 wine tastings of their carefully crafted wines.

So why not treat yourself to this unforgettable wine-tasting experience today?

2. Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

• Tour Type:   Full-day wine and food tour travel through the Tuscan hills by a 4×4 off-road vehicle departing from Florence
• Guest Rating: 5 Stars from over 2300 travelers
• Tour Sights & Stops: Historic wine estate (Villa le Corti), with lunch at Tuscan winery restaurant (Località Rignana), and Chianti Classico vineyard (Poggio Torselli).
• Departure Point:  Front of Biblioteca Nazionale (National Library) in Piazza dei Cavalleggeri
• Length:  9 hours

Indulge in a perfect Italian wine-tasting experience on this Chianti Safari Tour . Explore Tuscan villas and vineyards, and relish a sumptuous 3-course meal paired with award-winning wine.

Taste your way through nine rich wine varieties, perfectly complimented with cured meats and premium-quality olive oils.

At the first stop, you’ll be taken to a splendid winery owned by one of the most prestigious Italian aristocratic families.

Afterward, let your taste buds tingle with a tantalizing 3-course meal and wine at the second stop.

Finally, head to the last stop, where you’ll be able to taste two of the finest wines available.

So much fun! Beautiful views! Wow! We loved this tour. All tastings were amazing and at the most beautiful places. Lavi was an amazing host and tour guide. Her knowledge of the region and of wine was exceptional. The truck/van/bus was super comfortable. Lunch was delicious and we got plenty of time at each place to hang out or visit the grounds. Very worth it. IVONNE_N   (Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Hotel pickup and drop off are not included.

– The tour is open to ages 18 and up only.

– Vegetarian options are not available and cannot cater to other alternative dietary requirements.

– This tour is not recommended for pregnant women and travelers with back problems.

• Explore the stunning gems of Chianti by embarking on an exhilarating off-road tour in a robust 4×4 vehicle.
• Provide a more personalized and intimate experience as this tour has a maximum capacity of 26 travelers.
• Conveniently located within close proximity to public transportation.

Embark on a wine adventure like no other – an immersive, unforgettable journey of flavors and aromas that’s sure to carve lasting memories!

3. Half-Day Chianti Wineries Tour with Food and Wine Tasting

• Tour Type:  Take a delightful half-day tour starting from Florence to visit two beautiful, authentic wineries nestled within the Chianti Hills.
• Guest Rating: 4.5 Stars from over 2100 travelers
• Tour Sights & Stops:  During the tour, you will visit two wineries. The first one, a larger producer, features modern techniques, while the second one embraces traditional methods and has a smaller size.
• Departure Point:  Piazzale Montelungo bus stop
• Length:  5.5 hours
• Check Tour Price on Get Your Guide

Indulge in a tantalizing Tuscan experience with this Chianti Wineries tour that features food and wine tasting in the breathtaking Florence region.

This tour includes a visit to two authentic vineyards that proudly produce the finest Italian wines where you will discover and tastes 7 different wines and sample other local delicacies.

Hear captivating stories from the guide as you learn all about the winemaking process and the materials used to produce barrels and explore the rich history and fascinating culture of this charming area.

Our favourite thing we did in Florence! Both the wineries were amazing especially the second one. We had about 8 tastings of different wines and the chance to explore the venues. Our guide during the bus trip also made it very entertaining would highly recommend! GetYourGuide Traveller – Australia   (Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included. Unfortunately, pets are prohibited. It is recommended to avoid carrying bulky bags and luggage.

• During the tour, you will have the opportunity to visit two wineries.
• You have the option of buying wine by the bottle or box at both wineries. You can either take your purchase home with you or have it shipped.
• Following each wine-tasting experience, take a moment to bask in the beauty of Tuscany.

The Florence Chianti Wineries tour acquaints travelers with Italian wines, without requiring an entire day amidst the vineyards.

This is one of the best half-day wine tours from Florence for those who don’t have enough time for a full-day experience.

This tour promises not only informative insight but also a delightful experience that will leave you with a lasting impression.

4. Small Group Tuscany by Vespa Wine Tour

• Tour Type:  This tour has a maximum capacity of 15 individuals, offering a close-knit experience. Designed for those who don’t want to drink too much as you will have to drive on your own scooter.
• Guest Rating: 4.5 Stars from over 600 travelers
• Tour Sights & Stops:  Chianti Road (Very Scenic), Fattoria di Bagnolo (for a cellar visit, wine tasting, and lunch), and Greve in Chianti
• Departure Point:  Piazza Mentana in Florence
• Length:  6 hours

Looking for a unique and thrilling way to experience Italian wine in Tuscany? Look no further than this small-group Tuscany by Vespa !

Not only will you get to tour the region in style, but you’ll also get to enjoy a traditional Tuscan meal at a castle.

Savor the taste of local olive oils and prestigious Chianti wines during a visit to one of the region’s most renowned wineries.

All the while, enjoy the stunning scenery and the thrill of zipping through the countryside on a Vespa. Don’t miss out on this unforgettable adventure!

This tour was definitely worth the money! We rode the Vespa’s for a long amount of time, the tour included a sandwich and then a full wine tasting and dinner at the end. The tour guides were great as well. Overall great day and would recommend it to anyone looking to experience the Chianti countryside! Philip_G   (Read More  Review on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Single- or double-seater Vespas are available. A valid driver’s license is required, but a motorcycle license is not. Passengers between 12 and 18 years old are permitted.

• Children from age 12+ can join this tour as a passenger on the Vespa.
• Experience the thrills of riding a single- or double-seater Vespa on a scenic hillside, with stops along the way for photo opportunities and a guided visit to one winery.
• A yummy typical Tuscan meal is included in the price of this tour.

Discover the alluring Tuscan countryside like never before with small group tours on Vespa!

Savor the essence of Italy and choose from a morning or afternoon tour to indulge in the aroma of world-renowned Tuscan wine.

Perfect for wine lovers and anyone seeking a unique Italian adventure!

5. Chianti Wine Tour with Tuscan Lunch, Visit to San Gimignano and Organic Wineries

• Tour Type:  Explore the beautiful Chianti wine cellar and vineyards on a day trip, with a guided visit to San Gimignano (for a group of max 16 travelers).
• Guest Rating: 5 Stars from over 500 travelers
• Tour Sights & Stops:  San Gimignano’s first winery, San Gimignano 1300 museum, second winery, and Piazzale Michelangelo
• Departure Point:  Curtatone Firenze
• Length: approx 8 hours

Take in the essence of Tuscany on a Chianti Wine Tour, savoring the world-renowned flavors of Italian wine.

The itinerary features organic wineries where you can enjoy tastings alongside a traditional Tuscan lunch.

Explore the charming medieval village of San Gimignano , with its stunning hilltop location and renowned museum, San Gimignano 1300. Stroll the quaint squares before journeying on to the second winery.

Lastly, visit Piazzale Michelangelo, where you can gaze at Michelangelo’s replica Statue of David as it stands proud at the plaza’s center.

We loved this trip! It was the perfect way to spend the day in Tuscany. Our guide, Christian, was wonderful! He was friendly and taught us so much about Florence/Tuscany. The two wineries we visited were outstanding, we enjoyed our visit to San Gimignano, and the lunch was delicious. Everywhere you looked there were breathtaking views. This is a must do in our opinion! Emma_L(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included.

• The place offers accessibility for wheelchairs and strollers, as well as the availability of infant seats.
• A vegetarian option is available and can accommodate any specific dietary requirements travelers may have.
• A private tour can be arranged at request.

Indulge in Italian wine amidst the stunning hilltop medieval village of San Gimignano, through the Chianti Wine Tour with Tuscan Lunch.

Experience a world-champion gelato and relish the most breathtaking panoramic view of the surrounding landscape.

Perfect for travelers searching for an authentic Tuscan experience.

6. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa, and Lunch at a Winery

• Tour Type:  This tour is more of a sightseeing tour, however, it does include lunch and wine tasting at a winery.
• Guest Rating: 5 Stars from over 11500 travelers
• Tour Sights & Stops:  Siena, San Gimignano, Pisa and Lunch at a Winery
• Departure Point:  Piazza della Stazione
• Length: approx 11-12 hours

Experience the allure of Tuscan wine country on a day trip from Florence!

Begin your adventure exploring the stunning medieval city of Siena and taking in its grand cathedral before basking in the serenity of the Chianti hills.

A sumptuous 3-course lunch, showcasing the finest in local Tuscan cuisine, awaits, along with an indulgent wine tasting in a Tuscan winery.

Your journey continues with a stroll through charming San Gimignano and culminates at Pisa’s Cathedral Square, a UNESCO World Heritage Site that boasts the iconic Leaning Tower of Pisa.

This day trip is an exceptional way to explore Tuscany’s beauty, history, and world-renowned culture.

Highly recommend this tour… The tour was a ton of fun, be prepared for some walking but each town you visit is so different in history and character that alone we would never have been able to learn or discover. The wine/lunch add-on is 100% worth it, we left with 6 bottles of wine and the food was delicious. The farm is such an extraordinary and beautiful place. We also did the Pisa tower add-on, the climb is doable and the view from the top is really something. We watched the sunset from the top and it was very memorable. VictoriaG(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

-Hotel pickup and drop-off are not included. -There is an admission fee to enter the Siena Cathedral. -Wine tasting is only available on tours that include lunch. -Visitors looking to explore the Leaning Tower should book their tickets in advance to secure guaranteed entry -While visiting the Leaning Tower of Pisa, please note that children under 8 years of age are not admitted. -Unfortunately, due to uneven surfaces, individuals with walking disabilities or those using wheelchairs are discouraged.

• Indulge in a sumptuous farm-style lunch, with vegetarian and gluten-free options readily available.
• Operates regardless of the weather conditions.
• Explore two of the world’s most stunning and culturally significant UNESCO World Heritage Sites!

Embark on a wondrous day trip through the charming Tuscan wine region, where you’ll visit three enchanting locations.

The Tuscany Day Trip from Florence offers stops in the stunning cities of Siena, San Gimignano, and Pisa, with a delightful winery lunch for good measure.

Discover the heart of Italy’s wine country while tasting some of the finest vintages.

7. E-Bike Florence Tuscany Ride with Vineyard Visit

• Tour Type: Tour a vineyard on the outskirts of Florence conveniently and efficiently on an e-bike.
• Guest Rating: 5 Stars from over 480 travelers
• Tour Sights & Stops:  San Domenico Fiesole, Chiesa di Santa Maria Assunta, Agriturismo Poggiopiano, Piazzale Michelangelo
• Departure Point:  Via San Gallo
• Length: approx 4-7 hours

This E-bike Florence Tuscany ride with a vineyard visit is a must-do for travelers seeking a taste of Italian wine in Tuscany.

Immerse yourself in the experience as you ride an electric bike to a countryside vineyard in Fiesole, an ancient hill town above Florence.

Indulge in a wine-tasting session and purchase a picnic of authentic Tuscan products at a bespoke vineyard.

To top it off, relish in the romantic views of the city from the stunning Piazzale Michelangelo.

This journey promises a truly unforgettable experience.

Can’t beat this tour! Would recommend as your first tour in the area so you know your way around Florence. Awesome views with vineyard visit. Shipped some delicious wine back to the states… You won’t regret taking this tour!!! John was awesome. Eric_R(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Must know how to ride a bike.

– Not recommended for children aged 1 year and below.

– Children aged 7-12 are ineligible to participate in this activity while children weighing less than 22kg and aged between 1 to 7 years are required to ride in child seats.

• Explore your own pace with this self-guided tour! Rent an E-bike and receive a GPS device for your independent exploration.
• Experience the flavors of Chianti without embarking on a long day trip.
• Relish a glass of wine while purchasing a picnic basket filled with typical Tuscan delicacies at a charming boutique vineyard.

Discover the charming vineyards around Florence with the e-bike Florence Tuscany ride – now it’s easier than ever with e-bikes!

This allows easy exploration of Italian wine territory in picturesque Tuscany for an unforgettable experience!

8. Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

• Tour Type:  A self-drive wine-tasting experience in a group with a tour leader in his own Fiat – driving a vintage Fiat 500 from the 1960s.
• Guest Rating: 5 Stars from over 400 travelers
• Tour Sights & Stops:  15th-century Renaissance villa and wine estate in the heart of Tuscany
• Departure Point:  Via Corbinaie
• Length: approx 4 hours

Indulge in a once-in-a-lifetime experience while visiting Tuscany – explore the rolling hills, picturesque vineyards, and enchanting olive groves on a guided tour in a vintage Fiat 500!

Embark on a journey through the luscious Tuscan countryside as you drive from Florence to a 15th-century Renaissance villa & wine estate.

Experience a 1.5-hour tour of a prestigious Super Tuscan wine estate. Explore vineyards, cellars, and savor local wines.

Indulge in a light lunch in the wine cellar and unwind on the beautiful grounds.

We had an absolutely amazing time on this excursion. Bella and her father were wonderful hosts and clearly love their Fiat 500 family. The cars were so much fun to drive and we spent so much time driving through Tuscany that you felt like you were back in the old days of Italy. Everything was very relaxed, fun, energetic and as professional as it gets. The lunch and wine tasting was a blast. We learned so much history and tasted some great wines. We even left with a bottle of wine because it was that good… Do yourself a favor and book this excursion. If we ever make it back to Florence, I’m booking this again! Shawn_R(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

• The minimum age is 18 years to drive. Bring your driver’s license.
• Familiarity with operating manual gears is a must.
• Each booking must have a minimum of two people.
• We recommend that the designated driver in your group spits out the wine rather than swallowing it.
• There is a fuel surcharge
• Sit down in the wine cellar to enjoy a yummy light lunch of crostini, meats, and cheeses. 
• Discover the acclaimed Super Tuscan wines of the region during an immersive 1.5-hour tour at our esteemed wine estate.

Soak up the charm of this delightful Italian region, sample the incredible cuisine, and savor the sensations of a self-drive vintage Fiat 500 tour that will stay with you forever!

9. Florence Sunset Wine & Food Tour with Eating Europe

• Tour Type: For those who have limited time, but still want to taste some of the Chianti wines right in Florence.
• Tour Sights & Stops:  Florence
• Departure Point:  Piazza Santo Spirito
• Length: approx 3.5 hours

If you’re a traveler looking to taste some exquisite Italian wine while in Tuscany, the Florence sunset wine & food tour with Eating Europe is just what you need!

You’ll get to visit Florence’s Official Wine Windows, as well as a secret centuries-old wine cellar, where you’ll savor delicious artisanal cheese and freshly sliced cured meats made by local producers.

But that’s not all! You’ll also learn to make a perfect Negroni, Florence’s most famous cocktail, and sip on the best Tuscan wines, from Chianti Classico to Super Tuscans.

As you end the day, indulge in a real gelato and learn the difference between the “fake” ones, all while being treated to great storytelling.

This was a great walking tour. Our guide was excellent. Good for adults of any age. There was plenty of wine and food. We thoroughly enjoyed ourselves! Cheryl_H(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

-A minimum of 2 guests is required for this activity. If this requirement is not met, it will be rescheduled or provide reimbursement.

• Discover the captivating tradition of wine windows in the charming city of Florence.
• Experience the marvels of Tuscan “cucina povera” – the exquisite craft of zero-waste cuisine, in perfect harmony with the sublime indulgence of Super Tuscan fine wine.
• Experience the charm of a historic Trattoria, where tradition meets innovation. Witness the master chef skillfully tossing and perfectly plating pasta, capturing the essence of culinary excellence.

This is one of the best Florence wine tours if you don’t have time for a full day trip.

You’ll be able to Visit Florence’s Official Wine Windows, sampling 14 different wines from 6 different tasting locations – after that, enjoy a Negroni cocktail demo and drinking session, all served with cheese and freshly sliced cured meats.

Book this tour today and let your adventure begin!

10. Full-Day Tuscany Wine & Food Tour with Guide

• Tour Type: Experience the authentic essence of the Tuscan wine region on a captivating small-group tour departing from Florence.
• Guest Rating: 4.9 Stars from over 400 travelers
• Tour Sights & Stops:  3 Wine Estates
• Departure Point:  Piazzale Montelungo

Discover the charm of Tuscany’s wine scene on this magnificent Tuscany Wine & Food Tour with Guide.

Indulge in an exquisite experience of visiting three remarkable organic wineries, where you’ll be treated to a delectable lunch paired with tantalizing local wines, balsamic vinegar, and olive oil.

Immerse yourself in the art of winemaking as you explore the farm and cellar, unveiling the secrets behind the wine’s creation.

To top off this enchanting journey, sit down to a delightful light lunch, featuring the winery’s own exceptional wines and delectable products.

Embark on this captivating adventure and let your senses be captivated by the enticing flavors of Tuscany’s renowned wines.

This tour was one of the highlights of our trip! 10/10 recommend. Sofia and Irene were wonderful guides. All three wineries were amazing and all very unique. The individuals at each winery were very knowledgeable. The wines were excellent! This tour far exceeded expectations. You will not regret doing it! GetYourGuide traveler – United States (Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Hotel pickup and drop-off are not included.

– Not suitable for children under 12 years – Pets are not allowed – Bring passport or valid ID

• Satisfy yourself with the flavors of locally produced wines, exquisite olive oil, and rich balsamic vinegar through tastings at three enchanting wineries.
• Enhance your experience with a small group tour, offering intimacy and engagement for an unforgettable journey.
• Explore Greve, renowned as the quintessential village that best embodies the essence of the region.

This remarkable small-group tour takes you on a journey from Florence, where you will discover three authentic wineries. This tour promises an exquisite taste of Italy’s finest!

11. Tuscany Wine Tour (For 18 – 39 Year Olds )

• Tour Type: This tour is specifically for young adults aged 18 to 39 years old.
• Guest Rating: 5 Stars from over 380 travelers
• Tour Sights & Stops:  2 Wine Estates plus San Gimignano
• Departure Point:  Parcheggio Oltrarno
• Length: approx 7 hours

Indulge in a captivating full-day social wine-tasting tour for 18 – 39 year olds , immersing yourself in the heart of the Tuscan countryside.

Explore 2 unique wineries, each offering a tantalizing array of regional varietals like the renowned Chianti Classico and the esteemed Super Tuscan.

Delve into the artistry of traditional winemaking methods, as knowledgeable guides illuminate the intricacies of each glass.

Don’t miss the opportunity to wander through the marvels of San Gimignano, a beautifully preserved medieval village that adds an extra touch of magic to your extraordinary wine-filled expedition.

A great day for wine tasting! The tour was very organized, nice bus to transport us, amazing views and great staff. Would definitely use the company again for other excursions in Europe. Carly_S(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: :

– Hotel pickup and drop-off are not included

– Minimum age is 18 years old, kids are not allowed.

– This tour/activity can accommodate a maximum of 40 travelers. – Not recommended for pregnant travelers

• An enthusiastic wine producer will guide you in discerning distinct flavors and honing your palate.
• Indulge in the flavors of four distinct wine varieties, including the renowned Chianti Classico, Brunello of Montalcino, and Super Tuscan wines.
• San Gimignano boasts a splendid selection of shops that offer a diverse range of locally crafted goods and produce.

Experience the Tuscan Wine Tour, a delightful 1-day excursion that indulges travelers with a selection of seven exquisite Italian wines.

Perfect for younger wine enthusiasts seeking to discover and appreciate the essence of Italian winemaking.

12. Montalcino, Orcia Valley, Pienza, and Montepulciano – Wine- and Cheese-Tasting Guided Tour

• Tour Type: Full-day trip for those who want to combine a Brunello wine tour from Florence with a bit of sightseeing
• Guest Rating: 4.5 Stars from over 300 travelers
• Tour Sights & Stops:  Montalcino (visit to a wine cellar/museum), Pienza, Val d’Orcia, and Montepulciano plus a visit to a winery.
• Length: approx 11.5 hours

Join this sightseeing plus wine and cheese tasting tour , designed for travelers eager to savor the best of Italian wines in the scenic Tuscany region.

Delight in visits to the charming hill towns of Montalcino, Montepulciano, and the UNESCO World Heritage site of Pienza.

Indulge in the taste of renowned regional wine varietals, including the esteemed Brunello and Vino Nobile, accompanied by delectable local cheese.

This tour includes a visit to a wine cellar/museum in Montalcino, where you’ll explore the fascinating wine cellars and savor a delightful tasting of the world-famous Brunello wine.

The tour also includes a visit to a winery in Montepulciano with a tasting of the “Vino Nobile” and some tastings of Pienza’s pecorino cheese.

This tour was perfect for us because we wanted to experience the Tuscany region without renting a car or committing a few days. Our tour guide, Elisabeth, and driver, Sergio, were wonderful people… We had a wonderful time and highly recommend this to anyone looking to visit and experience several sights of Val d’Orcia in one long day-trip. Airi_W(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Please arrive at the tour departure location 20 minutes prior to the scheduled start time.

• Experience a delightful one-day tour aboard a comfortable coach bus.
• Embark on a journey to explore renowned filming locations that have become popular tourist destinations.
• Explore the charming hill towns of Montalcino, Montepulciano, and the World Heritage-listed Pienza, a delightful trio that promises a truly enchanting experience.

Experience the ultimate wine and cheese tasting adventure on the Montalcino, Orcia Valley, Pienza, and Montepulciano guided tour from Florence.

This one-day excursion offers round-trip transportation for added convenience, allowing travelers to indulge in the exquisite flavors of Italian wine in the beautiful region of Tuscany.

Experience the allure of Tuscany in an engaging and memorable way!

13. Val D’Orcia: Cheese and Wine Tasting Tour from Florence

• Tour Type: Visit the Val D’Orcia Valley on this day trip from Florence and explore the towns of Montalcino, Pienza, and Montepulciano on a round-trip bus tour.
• Guest Rating: 4.4 Stars from over 200 travelers
• Tour Sights & Stops:  Val D’Orcia, Pienza, Montalcino, Montepulciano with 2 wine tasting stops.
• Departure Point:  Piazzale Montelungo Bus Terminal 

Embark on a captivating Cheese and Wine Tasting Tour from Florence to the splendid Val D’Orcia region of Tuscany, a paradise for wine enthusiasts.

Indulge in a sensory journey as you visit a renowned wine estate in Montalcino, where you’ll be treated to an exclusive tour of the wine cellars and have the pleasure of savoring the world-famous Brunello.

Immerse yourself in the charm of Montepulciano as you explore a prestigious winery and delight in the distinctive flavors of the “Vino Nobile.”

To make your experience even more delightful, relish in enchanting tastings of Pienza’s exquisite pecorino cheese.

The experience was perfect! I was worried about how long the day would be, but it was such and easy day! Comfortable transportation and the winery’s were spectacular! Our guide was funny, easy going, and very knowledgeable! And our driver was stellar! I highly recommend this experience! GetYourGuide traveler – United States(Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Pets are not allowed – Large or big bags are discouraged

• Experience the ultimate comfort of a roundtrip journey by GT Coach on a one-day tour.
• Indulge in a glass of wine as you explore the historic winery’s underground cellar, where the aged bottles rest beneath ancient walls.
• Free visit of Montalcino, Pienza, Montepulciano

This exceptional one-day roundtrip coach tour offers travelers the opportunity to indulge in the captivating beauty of Tuscany while savoring two splendid wine tastings.

Get ready to discover the essence of Italian wine in the heart of Tuscany, with free visits to explore Montalcino, Pienza, and Montepulciano.

14. Horseback ride, visit to S.Gimignano, Tuscan lunch, wine tasting, Chianti winery

• Tour Type: Join a small group full-day tour that includes one hour of horseback riding, a delightful lunch, wine tasting, and sightseeing in the picturesque town of San Gimignano.
• Guest Rating: 5 Stars from over 190 travelers
• Tour Sights & Stops:  San Gimignano + Chianti Winery
• Departure Point:  Via Curtatone

Embark on a captivating horseback ride through olive groves and picturesque Tuscan landscapes, immersing yourself in the charm of the region.

Traverse the stunning medieval village of San Gimignano, perched atop a hill, and delve into its rich history while visiting the renowned San Gimignano 1300 museum.

Satisfy yourself with an authentic Tuscan lunch, savoring the flavors of the region.

Then, elevate your wine knowledge with a guided tasting class, where you’ll learn about the nuances and complexities of Tuscan wines in an engaging and immersive environment.

An extraordinary journey that combines adventure, culture, and the exquisite taste of Italy’s finest wines awaits you in the heart of Chianti.

This was such an amazing experience! Small, lovely group, relaxed pace, friendly and knowledgeable guide – Michael. The town was charming and gorgeous. The wine tasting was excellent and the food was too. Views all along the way were some of the prettiest I’ve ever seen. My favorite part of our Italian vacation. Aimee_B(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Infants (0-6 yo) are not allowed to horse ride but can participate in the tour – Kids (older than 6 yo) are allowed to horse ride if they are taller than 1.10 meters – Not recommended for pregnant travelers

•  Experience a scenic one-hour horseback ride with abundant opportunities to capture stunning photos along the way.
• Indulge in an authentic Tuscan wine pairing lunch featuring three delightful courses at a picturesque winery in Chianti.
• Exploring the charming beauty of San Gimignano while enjoying world-champion gelato

Experience a delightful one-day tour in Tuscany, featuring a horseback ride, a visit to the charming S. Gimignano, a delectable Tuscan lunch, and an exquisite wine tasting at a renowned Chianti winery.

Indulge in the perfect blend of adventure, culinary delights, and a chance to savor authentic Italian wine amidst the picturesque beauty of Tuscany.

15. Wine Tasting and Dinner in the Vineyards of Chianti

• Tour Type: Embark on a delightful half-day tour, traveling in an air-conditioned coach or minivan with a cozy dinner capacity of 20-25 participants.
• Tour Sights & Stops:  Chianti Wine Estate
• Departure Point:  Villa Costanza
• Length: approx 5.5 hours

Experience the enchantment of wine tasting and dinner amidst the picturesque vineyards of Chianti, a must-do for travelers eager to delight in the essence of Italian wine in Tuscany.

Begin your journey by immersing yourself in the charming estate, relishing in its exquisite wines.

As you continue to explore the farm’s wineries, make sure you are carrying a glass with you and indulge in a variety of wine tastings along this charming wine route.

After the tastings venture into the serene vineyards, where a captivating evening awaits.

Under the gentle glow of candles and torches, serenaded by sublime music, indulge in a delightful array of local dishes, savoring the farm’s fresh products and pairing them with exquisite wine.

Let this extraordinary experience immerse you in the true essence of Tuscany’s culinary and viticultural heritage.

We were so glad we found and booked this experience. We only had 2 nights in Florence and this was well worth it. The scenery at the winery was spectacular. We loved the idea of eating in the vineyard and the experience as a whole was better than we even thought it would be. The food was fantastic and served feasting platter style for each table and was more than enough. We got to try a few reds and white’s from the winery as well as a desert wine to finish and these were all very good nice. Plus they were quite generous pours with the tastings. GetYourGuide traveler – Australia(Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Pets are not allowed – This tour is not suitable for wheelchair users – If the weather turns inclement, dinner will be relocated to the restaurant within the estate.

• Bask in the warm glow of candles and torches while relishing farm-to-table cuisine in a charming open-air dinner setting. All are accompanied by a soft melodic backdrop, creating the perfect ambiance to delight your senses.
• A delightful journey of wine tasting at the exquisite wineries nestled on the estate, followed by a visit to the farm’s charming historic chapel.
• A vegetarian or celiac menu is available upon request

Embark on a mesmerizing half-day tour through the scenic vineyards of Chianti and engulf yourself in the delightful combination of wine tasting and dining.

Satisfy your senses with an array of delectable local dishes and fresh produce, paired elegantly with exquisite wines sourced directly from the farms of this captivating Italian region.

This enchanting journey is tailor-made for travelers yearning to discover the essence of Italian wine amidst the picturesque landscapes of Tuscany.

FAQs About Wine Tours of Tuscany From Florence

Here are some answers to some of the most commonly asked questions about the best wine tours of Tuscany from Florence.

The wine region of Chianti is an ideal day trip from Florence. It is a 30-kilometer (20 mile) drive to reach the rolling hills of the Tuscan countryside.

Chianti is an idyllic destination for wine enthusiasts, particularly if you choose to stay in Florence. Its allure as an Italian wine region makes it highly recommended for a memorable visit.

The easiest way to get around in Tuscany is either via rental car , bus, or by tour. If you love being more active you might like to explore the region on a bicycle.

They are not the same. Chianti is a stunning, mountainous area within the Tuscany region. It is located close to Florence.

Yes, it is not easy to get around without a car – you can easily rent a car in Tuscany . If you are doing wine-tasting we recommend a tour so you can enjoy as much wine as you want.

Final Thoughts on Florence Tuscany Wine Tours

Tuscany is one of the best places in Italy to experience great wine and beautiful scenery all in one place.

By taking a wine tour from Florence, travelers can taste the area’s delicious wines without having to worry about having to drive.

In addition to sampling amazing wines, travelers will also enjoy stunning views of iconic vineyards, charming castles, and olive groves as they journey through Tuscany.

Whether you’re a connoisseur or just looking for an incredible experience, a wine tour from Florence is sure to be an unforgettable adventure.

So get your Tuscan holiday started with a visit to one of the region’s many vineyards and make sure you raise a glass of local vino and soak up the Mediterranean beauty of it all!

Make sure to book your stay in one of the best neighborhoods in Florence for an unforgettable experience.

Hungry for some Florence authentic delicacies? Check out our recommended Florence cooking classes here.

If you’re headed to Florence with kids, find a list of things to do in Florence with kids here.

And if you are heading to other destinations in Italy, you will find our Italy blog posts helpful.

More Blog Posts About Tuscany:

• Family Tuscan Toad Trip Ideas
• Best Places to Visit in Tuscany
• Best Places to Visit in Northern Italy

Jolene Ejmont

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15 Best Wine Tours in Tuscany (+ Tips For Choosing)

• Isabelle Hoyne
• February 16, 2024

** Disclosure: some of the links on this site are affiliate links and should you make a purchase through these, I may receive a small commission at no extra cost to you. Thank you for your support!**

Explore the best wine tours in Tuscany with our comprehensive guide, covering top destinations from Florence to Bolgheri, including Siena, Montepulciano, and Brunello. Discover your perfect vineyard adventure in one of Italy’s most renowned wine region.

Covering key areas and varietals from Florence to Bolgheri, including Chianti, Siena, Montepulciano, and Brunello, this guide consolidates Tuscany’s top wine experiences into one essential resource.

This post is designed to help you navigate the vast and varied wine landscape of one of Italy’s most renowned wine-producing regions. Tuscany is home to some of the world’s most beloved wines, including Brunello di Montalcino, Chianti Classico, and the emerging stars from Bolgheri.

I’ve handpicked a selection of the best wine tours across Tuscany , each offering a unique insight into the region’s wine production.

From small-group experiences in the Tuscan countryside to comprehensive tastings in historic cellars, this guide covers the spectrum. Whether you’re a novice eager to learn about wine tasting or an aficionado looking to delve deeper into Tuscan wine varietals, these tours cater to a range of interests and knowledge levels.

In addition to showcasing the diversity of Tuscany’s wine offerings, I’ve included some things you need to know when choosing a wine tour in Tuscany, as well an FAQ section to answer any questions you might have, ensuring you’re fully prepared for your wine tour adventure.

My goal is to provide you with a straightforward, informative guide that will assist you in selecting the wine tour that best matches your preferences, enabling a deeper appreciation of Tuscany’s rich wine culture while on your travels. 

Best Tuscany Wine Tours: My Top Picks

Best chianti wine tour, small-group wine tasting experience in the tuscan countryside.

• Duration: 4 hours 45 minutes

Selling points: Intimate, authentic Tuscan wine exploration

Best Wine Tour in and from Siena

Educational wine tour & tasting.

Duration: 3 hours

Selling points: Insight into organic winemaking practices

Best Brunello di Montalcino Wine Tour

Small-group brunello di montalcino wine-tasting trip from siena.

• Duration: 9 hours

Selling points: Exclusive Brunello wine tasting adventure

Best Montepulciano Wine Tour

Wine tour ebike experience.

• Duration: 5 hours

Selling points: Scenic ebike ride and wine tastings

Best Bolgheri Wine Tour

Bolgheri: premium wine tasting with winery tour.

• Duration: 1 hour 15 minutes

Selling points: Premium single-varietal wine tastings

15 Best Wine Tours in Tuscany

Best chianti wine tours.

Renowned for its ruby-red wines and picturesque landscapes, the Chianti region embodies the essence of Tuscan viticulture.

Situated between Florence and Siena , it offers a diverse array of vineyards and historic estates.

If you’re interested in taking a Chianti wine tour, you can discover the full spectrum of Chianti’s offerings in our post on the best Chianti wine tours from Florence . 

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 4 hours 45 minutes | ✓ Book now

This intimate Small-Group Wine Tasting Tour across the Tuscan countryside stands out as a prime choice within our selection of the best wine tours of Chianti .

Venturing into the Chianti Classico’s core , participants gain unparalleled insight into the craft of winemaking unique to Tuscany.

Featuring visits to two distinguished wineries set against the tranquil backdrop of vineyards and olive trees, this experience offers a rich blend of select wines and olive oils. These tastings are thoughtfully paired with local Tuscan delights such as cheese, salami, and bruschetta, enhancing the overall sensory journey.

With its emphasis on small group sizes , the tour promises an engaging and personalised exploration of Chianti’s winemaking heritage and culinary traditions. For a genuine slice of Tuscan life, this tour is a top recommendation.

Reviews: “Let’s do this one again!!!!! Love it! I highly recommend this tour! This is actually the second time we have joined this tour because my husband and I enjoyed it the last time we were visiting Florence. The hosts are kind and patient, the travel accommodations are comfortable and efficient, and the wineries were so lovely!!! The tours were given by the owners of the wineries (a real treat!) who offered answers to questions as well as sharing their experience and knowledge.” – Angela_R, Jan 2024 Read more reviews here.

Useful information:

• Location: Piazzale Montelungo, Firenze FI, Italy
• Start Times: 8:45 AM (for 9:00 AM tour), 2:15 PM (for 2:30 PM tour)
• Size of Tour: Small group (max 25 people)
• Accessibility: Not wheelchair accessible; involves stairs
• Included: Transport by air-conditioned vehicle with Wi-Fi, English-speaking guide, visits to 2 wineries, tastings of 6 wines and olive oils, local Tuscan snack

From Florence: Chianti Wineries Tour with Food and Wine Tasting

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 5.5 hours | ✓ Book now

Nestled within the scenic Chianti Hills , this half-day excursion from Florence delivers an authentic insight into the heart of Tuscany’s wine culture, making it a standout in our collection of the best wine tours of Chianti .

The journey includes stops at two authentic wineries , where interactions with the winemakers themselves provide a deep dive into their techniques and dedication. This tour melds the picturesque landscapes of Chianti with a comprehensive wine tasting, allowing participants to explore seven distinct wines that reflect the region’s rich heritage.

Enhanced by traditional Tuscan snacks , this experience is designed for those keen to delve into Tuscan winemaking’s intricacies.

Ideal for both avid wine lovers and those new to wine culture, the tour promises a harmonious mix of education, scenic allure, and gastronomic pleasure .

Reviews: “Excellent wine tour with amazing guides and very knowledgeable sommeliers. Definitely worth booking this.” – Kunal (United Kingdom) Read more reviews here.

• Location : Meet at Piazzale Montelungo, Firenze FI, Italy Start
• Time : 8:30 AM / 2:30 PM
• Duration : 5.5 hours
• Size of Tour : Shared tour with up to 30 people
• Accessibility : Not suitable for wheelchair users
• Included : Return transportation, expert multilingual guide, guided wine tastings, snacks (cheese, bread, olive oil, balsamic vinegar, salumi)

Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 9 hours | ✓ Book now

Embark on the Chianti Safari Wine Tour , a standout full-day adventure from Florence that captures the essence of the Chianti region’s wine and culinary traditions.

Beginning in Florence, this journey leads you off the beaten path , showcasing Chianti’s renowned wine, olive oil, and stunning landscapes . You’ll visit esteemed wineries , including a notable family-owned estate where you can explore historic cellars and enjoy tastings that include fine wines, olive oil, and local cured meats.

Travel through time-honored woodlands and over picturesque hills , experiencing the full beauty of the Tuscan countryside. The experience is enriched by a traditional Tuscan lunch at a winery restaurant, where the views rival the excellence of the cuisine.

With stops at both a well-established winery and a charming boutique vineyard , you’ll gain a holistic understanding of Chianti’s diverse wine culture.

Ideal for those wishing to dive deep into the heart of Tuscany, this tour melds gourmet experiences, historical exploration, and the sheer beauty of nature into an unforgettable day.

Reviews: “Exciting full day tour of the Chianti wine region of Tuscany. We really enjoyed learning about Tuscany and the Chianti wine-growing region. Our guide Liv and our driver Lob were excellent. Liv was very knowledgeable about the wine-making process and history. She was most engaging and a pleasure.” – Helen_C, Dec 2023 Read more reviews here.

• Location: Piazza dei Cavalleggeri, 50122 Firenze FI, Italy
• Start Time: 9:00 AM
• Size of Tour: Maximum 26 travellers
• Accessibility: Not wheelchair accessible; not recommended for travellers with back problems or pregnant travellers
• Included: Air-conditioned 4×4 transport, professional guide, 9 wine samples, 2 olive oil samples, food tastings, lunch

Best Wine Tours in and from Siena

Delving into the heart of Tuscany from Siena opens doors to some of the region’s most esteemed vineyards and wineries – including the much admired wines of Brunello di Montalcino and Vino Nobile di Montepulciano.

Our best wine tours in Siena blog post guides you in more detail through curated experiences that blend historical richness with the joy of wine tasting, directly from the ancient streets of Siena. They’re perfect to peruse through if you decide to stay in Siena for a night or two.

However, here are my top three picks of wine tours taking place, or being run from, the city of Siena. 

The Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena emerges as a top pick within our best wine tours in and from Siena , celebrated for offering a genuine dive into the Tuscan viniculture, backed by rave reviews.

Spanning 9 hours and commencing from Siena, this excursion takes you deep into Montalcino’s vineyards, home to the illustrious Brunello di Montalcino wine . The adventure unfolds with visits to three exceptional wineries , complemented by a traditional Tuscan lunch at a vineyard, enriching the tasting journey.

The itinerary also includes a stroll through Montalcino’s charming streets and a visit to the peaceful Sant’Antimo Abbey , adding layers of cultural and historical context to the wine exploration.

This experience is meticulously designed for both wine aficionados and newcomers , aiming to deliver a comprehensive insight into the celebrated Brunello di Montalcino in an intimate setting.

Reviews: “Highly highly recommended. Mattia was so knowledgeable and full of fun stories. The wineries that we visited were all very unique. The lunch! The location was fabulous. The hosts were even more fabulous and their wines amazing.” – Nancy_C Read more reviews here.

• Location : Piazza San Domenico, Siena, Italy
• Start Time : 09:30 AM
• Duration : 9 hours
• Size of Tour : Maximum 8 people
• Accessibility : Not wheelchair accessible, stroller accessible
• Included : Local guide, lunch, wine tastings, air-conditioned vehicle

★ RATING: 4.9/5 Stars | 🕰 TOUR LENGTH: 3 hours | ✓ Book now

Within our best wine tours in and from Siena , this 3-hour Siena winery exploration stands out for its focus on organic winemaking , a mere stone’s throw from Siena’s historic centre.

You’ll be taken on a journey just 2 kilometres away to delve into the organic viticulture nestled in the Tuscan landscape. The tour provides an insightful look into the vineyard’s life cycle and its historic cellars, showcasing the dedication to crafting top-quality organic wines.

Participants will be treated to a tasting of four organic wines , each selected to showcase the rich, nuanced flavours that organic methods yield. Complemented by a light lunch of seasonal Tuscan fare, this tour offers a taste and educational experience in harmony.

This unique outing is designed for those keen to uncover the depth of organic viticulture in a picturesque setting, blending both educational insights and the sensory pleasure of wine tasting.

It’s an exceptional choice for anyone wishing to engage deeply with the sustainable practices behind Tuscany’s renowned winemaking tradition.

Reviews: “The wine tour and tasting at La Lastra was excellent. Our host spoke very informatively and passionately about their ‘terroir’. I’ve done a few wine tours over the years and expected this to be just another experience- but I genuinely learned a lot during our visit. The lunch and tastings provided were generous and delicious. Thank you so much – 5* – don’t miss it!” – GetYourGuide traveller, United Kingdom Read more reviews here.

• Location : Azienda Agricola La Lastra, Strada della Befana 2/A, 53100 Siena, Italy
• Start Time : 11:30 AM
• Duration : 3 hours
• Size of tour : 12 people
• Accessibility : Check with the provider for specific accessibility details
• Included : Guided visits to the vineyards and cellars, sensory wine tasting, light lunch

Wine Class – Tuscan Classics

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 2 hours | ✓ Book now

T his 2-hour wine experience unfolds in Siena’s historical centre, offering a deep dive into the essence of Tuscan viticulture.

Guided by expert local sommeliers , this session is tailored for wine enthusiasts at all levels, providing a comprehensive overview of the region’s celebrated wines. Attendees are introduced to the art of wine tasting, learning techniques to swirl, smell, and sip like a pro.

The highlight is the sampling of four to five distinct Tuscan wines , thoughtfully matched with local appetisers. This interactive class is also packed with insights on pairing wine with food, perfect for those looking to navigate Siena’s gastronomic offerings with confidence.

A prime choice for anyone keen to immerse themselves in Tuscany’s vinous traditions, this tour marries informative content with sensory pleasure , making it a must-visit for wine lovers seeking an authentic educational experience within the ancient walls of Siena.

Reviews: “Terrific class. Had a ton of fun. So convenient being in the city walls. Drank, laughed and learned a great deal. Manuel was a terrific teacher and good-natured person. No pressure sale. If you don’t know much about wine from Tuscany, want to learn and drink with a friendly group, this tour is for you.” – Hanan_S, May 2023 Read more reviews here.

• Location : Via Stalloreggi, 53100 Siena SI, Italy
• Start Time : 05:00 PM
• Duration : 2 hours
• Size of tour : 14 people
• Accessibility : Wheelchair and stroller accessible, surfaces wheelchair accessible
• Included : Alcoholic beverages, snacks

Best Brunello di Montalcino Wine Tours

With its distinguished reputation, Brunello di Montalcino encapsulates the pinnacle of Italian winemaking, offering a complex bouquet and remarkable aging potential. It’s definitely a town that should find its way onto any wine lover’s Tuscany itinerary . 

In our best Brunello di Montalcino wine tours post, we unveil the finest tours that bring you closer to the artistry of this renowned wine.

Below, we spotlight our top four picks, offering a glimpse into the heart of Montalcino’s winemaking tradition. For an in-depth exploration, head over to the full article.

Best Wine Tours in Siena

★ RATING: 5/5 Stars (650+ reviews) | 🕰 TOUR LENGTH : 9 hours | ✓ Book now

Embarking on the Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena unveils the richness of Tuscany’s prized Brunello wines over a span of 9 hours .

Guided by a connoisseur, participants are led through Montalcino’s picturesque vineyards and historic cellars , uncovering the secrets behind these acclaimed wines.

The journey includes stops at three distinct wineries , each presenting their signature takes on Brunello di Montalcino. Highlighting the experience is a traditional Tuscan lunch at a locally owned winery, marrying the region’s culinary delights with its stellar wines.

Further enriching the tour are visits to Montalcino’s inviting town and the serene Sant’Antimo Abbey , blending oenological exploration with cultural immersion.

Tailored for aficionados of fine wine, this excursion offers a comprehensive foray into the esteemed Brunello wine tradition.

Reviews: “The wine pairing lunch was phenomenal. Our hosts were exceptional. Driver, and guide–Keeko were professional and knowledgeable. Would definitely recommend this tour.” – Cindy_W, Nov 2023 Read more reviews here.

• Location: Departs from Piazza San Domenico, Siena
• Start Time: 9.30 am
• Size of Tour: Max 8 people
• Accessibility: Not wheelchair accessible, stroller accessible
• Included: Local guide, lunch, visits to wine cellars and wine tasting, air-conditioned vehicle

Val d’Orcia Brunello Wine Tour: Montalcino & Montepulciano from Florence

★ RATING : 4.5/5 Stars (180+ reviews) | 🕰 TOUR LENGTH : 10 hours 30 minutes | ✓ Book now

The Val d’Orcia Brunello Wine Tour from Florence takes you on a detailed voyage to Tuscany’s prestigious wine territories, Montalcino and Montepulciano, over 10.5 hours . 

It delves into the rich tapestry of the region’s wine culture, spotlighting the acclaimed Brunello di Montalcino and Nobile di Montepulciano wines.

Visits to Montalcino and Montepulciano are central to the experience, offering participants a chance to explore the vineyards and barrel cellars under expert guidance, enriching their understanding of the meticulous wine-making process.

A highlight of the tour is the superior lunch against the backdrop of breathtaking views , celebrating Tuscany’s gastronomic excellence. The itinerary also includes a stop at Pienza , celebrated for its Pecorino cheese and enchanting scenery.

With its semi-private format, limited to eight guests , this tour promises an intimate exploration of Tuscany’s vinicultural heritage , perfect for those desiring a deep dive into the world of Brunello and Nobile wines.

Reviews: “A Must For Tuscany Wine Tours. This was my favorite tour of the many I’ve taken all over Europe . Michele (Mike) was a superb host and driver, giving us a running basic history of what we were seeing throughout the drive from Florence to Montalcino, Pienza, and Montepulciano. The tour of Erolani winery was especially superb, and lunch was really tasty. Highly recommend!” – Kristin_H, Nov 2023 Read more reviews here.

• Location: Departs from Piazza degli Antinori in Florence
• Start Time: 8:00 am
• Duration: 10 hours 30 minutes
• Included: Premium van with A/C, English-speaking driver, superior lunch, 2 wine tastings, guided tours on vineyard and barrel cellar, local product food tasting during wine tasting in Montepulciano

Guided Winery Tour & Gourmet Tasting at Montalcino Winery

★ RATING : 4.8/5 Stars (100+ reviews) | 🕰 TOUR LENGTH : 2.5 hours | ✓ Book now

The Guided Winery Tour & Gourmet Tasting at Corte Pavone Winery provides a 2.5-hour exploration into the essence of Brunello wines, positioning itself as a highlight within our selection of top Brunello wine tours.

This experience invites guests to immerse themselves in biodynamic viticulture , offering insights into the sophisticated winemaking processes. The tour kicks off with a stroll through the vineyards, introducing the winery’s diverse soils and biodynamic farming practices.

Participants will then explore the cross-vaulted cellar , observing the ageing process in various types of barrels.

A standout feature is the gourmet tasting session , where attendees savour six distinct wines, each accompanied by a tailored gourmet pairing.

Featuring both the Dynamic Brunello Cru Tasting and the Signature Corte Pavone Tasting , this tour offers a rich overview of the winery’s portfolio. It’s an ideal pick for those keen on understanding the delicate balance between viticulture and culinary art.

Reviews: “The tour guide was amazing. Firstly, he explained in detail how the wine was produced, from the grapes to the wine we find in the bottle. We visited the grape fields and the cellars, and the tour ended in the restaurant, where we tasted six different wines.” – GetYourGuide traveler, Germany, October 20, 2023 Read more reviews here.

• Location: Località Corte Pavone, Montalcino
• Start Time: Options for 11:00 am or 3:00 pm
• Duration: 2.5 hours
• Size of group : max 18 travellers
• Included: Winery tour, 2 wine tasting options of 6 wines in total, 6 specially designed gourmet paired bites, food and wine pairing
• Accessibility: Information not provided
• Additional Info: Suitable for adults only, reservation required

Brunello Cooking Class with Vineyards View Winery in Montalcino

★ RATING : 4.6/5 Stars | 🕰 TOUR LENGTH : 4 hours | ✓ Book now

The Brunello Cooking Class at Vineyards View Winery offers a 4-hour escape into the scenic beauty of Tuscany, blending culinary skills with viniculture.

More than a cooking session, this tour immerses you in the vibrant heart of the region’s food and wine heritage . It kicks off with an enlightening winery tour, shedding light on the nuances of the winemaking process .

Participants dive into a hands-on cooking class , guided by culinary experts to craft traditional Tuscan cuisine, including various pasta dishes and regional delicacies, perfectly complemented by the renowned Brunello wines .

The adventure peaks with a lunch showcasing your culinary creations against the backdrop of the winery’s breathtaking landscapes.

Tailored for both families and gastronomy aficionados , this experience marries the art of Tuscan cooking with the pleasure of wine tasting, making it a standout choice for those eager to explore Tuscany’s culinary and oenological delights.

Reviews: “This was one of our favorite experiences in Italy! All of our children (ages 10-19) LOVED it! The food was delicious, the scenery beautiful and the wine magnificent! Don’t miss this experience…well worth it!” – Aimee_P, Jun 2023 Read more reviews here.

• Location: Castello Tricerchi, Località Altesi, Montalcino
• Start Time: 10:00 am
• Duration: 4 hours
• Size of tour : max 10 travellers
• Accessibility: Wheelchair accessible
• Included: 4-hour tour and hands-on cooking class, tour of the winery, pairing lunch with Brunello, gratuities
• Not Included: Hotel Pickup/Drop-off (available as an add-on service)

Best Montepulciano Wine Tours

Montepulciano, home to the esteemed Vino Nobile, is a jewel in Tuscany’s winemaking crown, offering a blend of rich flavours and a storied heritage.

Explore this tradition further with our guide to the best wine tours and tastings in Montepulciano , highlighting top experiences for wine enthusiasts.

As a celebrated hilltop town, Montepulciano is also featured in our best towns in Tuscany  post, making it an essential stop for those captivated by Tuscany’s scenic beauty and historical depth.

Here are my top three picks in terms of its wine tours.

Montepulciano Wine Tasting and Cellar Tour

★ RATING: 4.9/5 Stars | 🕰 TOUR LENGTH: 1 hour | ✓ Book now

The Montepulciano Wine Tasting and Cellar Tour presents a captivating exploration into the heart of Tuscany’s viniculture, focusing on the region’s celebrated Nobile di Montepulciano wines.

Participants gain access to the aging process within Slavonian oak and French wood barrels , showcasing the seamless blend of traditional methods and high-quality winemaking. The area’s unique sandy tufa soils , embedded with ancient fossils, highlight Montepulciano’s rich viticultural roots.

Tastings feature outstanding wines, each paired with local delicacies such as aged pecorino, bruschetta , and crostini , enriching the sensory experience.

This tour is highlighted for its comprehensive insight into Montepulciano’s wine heritage, making it a prime choice for those eager to immerse themselves in the intricacies of Tuscan wine.

A key experience for both wine aficionados and exploratory visitors, it stands as a cornerstone for those looking to uncover the authentic essence of Tuscan winemaking.

Reviews: “Splendid tour. The wine cellar was spectacular with so many various sizes of barrels. This ancient cellar was amazing. The wine tasting and exploration of each by our guide was excellent. Lasted 1.5 hours to 2 hours start to finish. Excellent local wine.” – GetYourGuide traveler Read more reviews here.

• Location: Via Ricci, 13, 53045 Montepulciano SI, Italy
• Start Time: 10:30 AM, 3:00 PM
• Duration: 1 hour
• Size of Tour: Small group
• Accessibility: Accessible only by foot; parking available at “Parking S. Donato” or “Parking P8.”
• Included: Guide, selection of pecorino cheeses, bruschetta with extra-virgin olive oil, typical crostini, five wines DOC and DOCG di Montepulciano.

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 5 hours | ✓ Book now

Explore Montepulciano’s breathtaking vistas with the Wine Tour Ebike Experience , a perfect fusion of active adventure and vinicultural discovery set within our best Montepulciano wine tours selection.

Spanning 5 hours , this excursion allows you to effortlessly traverse the Nobile wine route’s undulating landscapes on an electric bike, ensuring a smooth ride amidst the region’s stunning scenery.

You’ll journey past lush vineyards and idyllic hills , with stops at two esteemed wineries for memorable wine tastings that highlight the area’s celebrated wine heritage.

This tour is an excellent choice for those looking to blend light exercise with the pleasures of wine tasting , offering a distinctive way to experience the Tuscan countryside’s allure.

Ideal for those keen on an active exploration of Tuscany’s famed winemaking regions.

Reviews: “Amazing. Rolling hills, small bed-and-breakfasts, wineries, mountains with endless vines… it was out of a movie set. Both of our wine tasting experiences were phenomenal. Our guide Pierre was outstanding. Worth every penny.” – Georgina_M, Oct 2023 Read more reviews here.

• Location: Urban Bikery, Via Ricci, 2, 53045 Montepulciano SI, Italy
• Start Time: 10:30 AM – 06:30 PM
• Size of Tour: Private group
• Accessibility: Not wheelchair accessible, not recommended for travellers with back problems or pregnant travellers
• Included: Alcoholic Beverages, ebike, helmet, raincoat, lunch, guide.

Montepulciano: Wine Tasting & Lunch in a Typical Winery

★ RATING: 4.4/5 Stars | 🕰 TOUR LENGTH: 1.5 hours | ✓ Book now

Delve into the essence of Tuscan viticulture with a 1.5-hour wine tasting and lunch at a storied Montepulciano winery, a highlight among our best Montepulciano wine tours .

Guided by an expert sommelier, this experience unfolds in ancient cellars from the 14th century , offering a rare glimpse into the evolution of wine production.

Participants will enjoy tastings of four distinguished wines , including the celebrated Rosso di Montepulciano DOCG and Nobile di Montepulciano DOCG, complemented by traditional Tuscan appetisers.

Choose between two dining options : an appetizer and main course for a full immersion into Tuscan cuisine, or an appetizer followed by two courses for an extended culinary delight alongside your wine tastings.

This tour offers a perfect fusion of historical insight, gastronomic exploration, and wine education , ideal for those looking to connect with the deep-rooted wine and food culture against the picturesque backdrop of Montepulciano.

Reviews: “A really pleasant and interesting experience. In addition to the lunch and the tasting made with excellent products and wines, it was very interesting to learn about the history of the cellar and the winemaking characteristics. Congratulations to the whole team.” – GetYourGuide traveler – Italy, March 22, 2023 Read more reviews here.

• Location: Via Talosa, 8, 53045 Montepulciano SI, Italy
• Start Time: 1:00 PM
• Duration: 1.5 hours
• Size of Tour: Group
• Accessibility: Not suitable for people with mobility impairments or wheelchair users
• Included: Winery tour, sommelier, snacks, wine tasting, lunch (optional gratuities and hotel pickup/drop-off not included)

Best Bolgheri Wine Tours

Located along the Tuscan coast, Bolgheri wine, renowned for its Bordeaux-style blends, has gained prominence for its rich, full-bodied reds.

This region is attracting global attention, due to both its unique microclimate and innovative winemaking –  marking Bolgheri as a rising star in Italy’s viticultural scene.

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 1 hour 15 minutes | ✓ Book now

At Terre del Marchesato, a jewel nestled just 5 km from Bolgheri’s village centre, a premium wine-tasting experience awaits.

This 75-minute tour delves into the heart of one of Tuscany’s most prestigious wine regions , offering an intimate exploration of its vineyards, wine cellar, and the art of monovarietal wine production.

Guests are treated to tastings of exceptional wines like TARABUSO (Cabernet Sauvignon) and MAURIZIO FUSELLI (Petit Verdot), each paired with traditional Tuscan bruschetta and extra virgin olive oil .

I find this tour particularly appealing for its focus on premium, single-varietal wines , providing a unique insight into the nuances of each grape type.

It’s perfect for wine enthusiasts seeking a deeper understanding of Bolgheri’s wine-making excellence and those who appreciate the finer details of viticulture.

Reviews: “Must Visit This Winery! This was a truly amazing experience. We had a very informative tour of the winery with the arborist who showed such passion for his work. The wines were fantastic and we had a food pairing as well that was delicious! Very worth the visit.” – Stacey_K, Oct 2023 Read more reviews here.

• Location: Farm Lands of the Marquis, Via Località Sant’Uberto, 164, 57022 Bolgheri LI, Italy
• Start Time: Multiple options from 10:00 AM to 5:30 PM
• Size of Tour: Maximum of 16 travelers
• Accessibility: Wheelchair accessible, stroller accessible, transportation is wheelchair accessible
• Included: Professional guide, wine tasting, alcoholic beverages

Bolgheri: Classic Wine Tasting with Winery Tour

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 1 hour 15 minutes | ✓ Book now

Nestled just a short drive from the heart of Bolgheri, Terre del Marchesato offers an intimate glimpse into the world of Tuscan winemaking.

This 75-minute tour not only showcases the vineyard and cellar but also includes tastings of three distinct Bolgheri wines , each paired with traditional Tuscan bread and extra virgin olive oil .

From the crisp PAPEO Bolgheri Bianco to the robust MARCHESALE Bolgheri Superiore, visitors have the chance to savour the depth of Bolgheri’s wine offerings.

I recommend this tour for those looking to explore one of the oldest wineries in the region , offering great value for money and a personal insight into the production process.

It’s ideal for wine enthusiasts eager to understand the nuances of Bolgheri’s celebrated wines.

Reviews: “We booked this wine tour spontaneously; great value for money, nice winery, more detailed explanations of the production process and the aromas of the wines while tasting would have been appreciated.” – AshleyLivia_H Read more reviews here.

• Size of Tour: Maximum of 16 travellers
• Included: Wine tasting, professional guide, alcoholic beverages

What To Keep in Mind When Choosing a Winery Tour in Tuscany

Tuscany offers quite the mosaic of wine experiences, with each region presenting its signature varietals and winemaking traditions.

Whether you’re drawn to the robust Brunello di Montalcino, the classic Chianti, the noble Vino Nobile di Montepulciano, or the emerging Bolgheri wines, there are several key considerations to keep in mind that can help ensure your wine tour is both memorable and enlightening.

Understanding Regional Wine Profiles

• Brunello di Montalcino : Esteemed for its full-bodied, bold flavours with notes of dark cherry and leather, originating from the vineyards around the picturesque town of Montalcino.
• Chianti : Known for its Sangiovese-based wines, offering robust flavours, high acidity, and a tannic nature, embodying the ‘heart’ of Tuscany.
• Siena and Montepulciano : These areas offer a spectrum of experiences, from the structured elegance of Vino Nobile to more approachable Rosso di Montepulciano wines, characterised by their fruitier and softer profiles.
• Bolgheri : A newer region on the Tuscan wine map, gaining recognition for its high-quality Bordeaux-style blends, showcasing the versatility of the Tuscan terroir.

Tour Origin Points and Transportation

• Consider starting your tour from urban centres like Florence or Siena for convenience, especially if you prefer not to drive. Note that tours from Florence to regions like Montalcino require a full-day commitment due to the distance.
• Most of the tours that start in cities will also include transport; and for pretty much any tour that includes a multiple number of wineries the same can be said.
• Tours to individual wineries, you will likely need to find your own transport to and from.

Exclusivity and Group Size

• Tours vary from intimate, small-group settings offering a personalised experience to larger, more social group tours.
• Brunello tours, for example, cater to a more exclusive market, reflecting the prestige and price point of Brunello wines. You can expect these tours to be either small-group, or private in nature.

Food Pairings and Local Cuisine

• Many tours incorporate food pairings or meals, highlighting the synergy between Tuscan wines and the region’s rustic cuisine. Look for tours that celebrate this culinary harmony, and knock off two birds with one stone!

Physical Accessibility

• Assess the physical demands of each tour, especially if mobility is a concern. Some tours involve walking through vineyards or navigating historical cellars.

Customisation and Seasonal Considerations

• Customisation options can enhance your tour, especially if you have specific wineries or wine types in mind. Also, consider the season of your visit, as the landscape and tour offerings can vary throughout the year.

Practical Tips for Wine Tours

• Research : Delve into the wineries included on your tour to ensure they match your wine preferences. they’ll often be listed on the tour description.
• Dress Comfortably : Vineyard tours often involve walking, so comfortable footwear is essential, in my opinion.
• Stay Hydrated : Remember to drink water between tastings.
• Check Inclusions : Know what your tour includes, such as meals, transportation, and the number of tastings.
• Local Regulations : Adhere to local customs and regulations, particularly regarding drinking ages and health and safety measures.

Some Common Questions to Have

Are wine tours in tuscany suitable for beginners.

Absolutely, wine tours in Tuscany cater to everyone, from beginners to connoisseurs – so don’t let this put you off. If you’re new to wine, a tour can be a fantastic introduction. You’ll learn heaps about tasting techniques, grape varieties, and winemaking processes.

Plus, the guides are usually passionate about making wine accessible to all, so don’t be shy to ask any questions you have – no matter how basic they might seem.

Can I join a wine tour without a car?

Yes, you can – in fact wine tours in Tuscany seem to cater very well to this market! Many tours offer pickup services from major cities like Florence and Siena.

For those starting in more remote locations, some companies provide transport options as well. It’s always worth checking the tour details for transportation options, or you could reach out directly to the tour provider to arrange something that works for you.

What should I wear on a wine tour in Tuscany?

Comfort is key! You’ll likely be walking through vineyards and cellars, so wear comfortable shoes suitable for uneven terrain. The weather can be quite variable, too – hot during the day and cooler in the evenings – so layers are your friend. And don’t forget a hat and sunscreen if you’re visiting in the summer!

Is it possible to accommodate dietary restrictions on wine tours?

This typically shouldn’t be a problem. Many tours that include food are more than willing to accommodate different dietary needs. Just make sure to mention your requirements when you book to give them the heads up in advance and to make necessary preparations for you.

Whether you’re vegetarian, vegan, or have specific allergies, they can usually tailor the food to suit your needs. The local cuisine is delicious, and it’s worth experiencing alongside the fantastic wines.

How much wine will I be tasting?

This varies by tour, but generally, you can expect to taste anywhere from 3 to 6 different wines. It’s all about quality over quantity; you’ll be savouring each sip and learning about the characteristics of each wine. 

Are children allowed on wine tours?

This depends on the tour operator. Some tours are more family-friendly and can accommodate children with non-alcoholic beverages and even have activities for them. However, others might be more focused on the wine experience and set an age limit for participants. It’s best to check the tour details or contact the provider directly if you’re planning to bring along younger family members.

Can I buy wine directly from the vineyards?

Yes, and the wineries will love you for it – for them, tours are a great showcase of what they have to offer! Visiting the vineyards is a great opportunity to purchase wines directly from the source, often including limited editions or special vintages not widely available elsewhere. Plus, it’s a wonderful way to support the local winemakers.

Many wineries can even arrange shipping for you if you’re worried about luggage space. I’ve been ordering small shipments of Vino Nobile di Montepulciano from a winery I visited many years ago each year at Christmas – it’s great to have that connection into the future. 

What’s the best time of year to go on a wine tour in Tuscany?

Tuscany is beautiful year-round, but each season offers a different experience. Spring (April to June) and autumn (September to November) are particularly magical times to visit, with comfortable temperatures and the landscape either blooming or harvest-ready.

Summer can be quite hot but vibrant with tourists and full of life. Winter is quieter, which can be perfect if you’re looking for a more intimate experience, though some wineries may have reduced hours or tours.

Armed with this guide, you’re now ready to explore Tuscany’s premier wine regions.

From the rolling hills of Chianti to the esteemed vineyards of Montalcino and beyond, the perfect wine tour adventure is within reach. Choose wisely, drink responsibly(!!), and immerse yourself in the unparalleled beauty and taste of Tuscany!

Essential related reading if you are travelling to Tuscany

• TUSCANY ITINERARY | Tuscany Guide – How To Have A Very Memorable Tuscan Road Trip
• TUSCAN VILLAS WITH POOLS | 19 Beautiful Villas In Tuscany With Private Pools [2024]
• BEST TUSCAN TOWNS TO VISIT | 11 Best Towns In Tuscany That You Need To Visit At Least Once
• IS FLORENCE WORTH VISITING | Is Florence Worth Visiting? 19 Pros + 6 Cons to Help You Decide
• FLORENCE ITINERARY | How To Spend 2 Days In Florence – A Comprehensive Guide
• BEST CHIANTI WINE TOURS FROM FLORENCE | 15 Best Chianti Wine Tours From Florence: 2024 Curated Picks
• BEST BRUNELLO WINE TOURS | Best 15 Brunello Wine Tours: Curated Picks & Essential Tips
• LUXE FLORENCE VACATION RENTALS | Ultimate List Of The Best 17 Airbnbs In Florence Italy For Luxury Lovers
• LUXE SIENA VACATION RENTALS | The Best Airbnb Siena Italy – A Luxury List Of Siena’s Loveliest Listings
• BEST WINE TOURS IN SIENA | 10 Best Wine Tours in Siena [2024 Picks] + Tips to Maximise Your Experience
• SIENA CITY GUIDE |  The Perfect Way To Spend A Day In Siena, Italy
• BEST WINE TOURS IN MONTEPULCIANO | 11 Best Wine Tours in Montepulciano: 2024 Curated Picks
• BEST WINE TOURS IN TUSCANY | 15 Best Wine Tours in Tuscany (+ Tips For Choosing)
• ROME GUIDE | The Perfect 4-Day Rome Itinerary – Food, Culture & A Little Luxury

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Hi there! I'm Isabelle, aficionado of immersive travel experiences and unique, luxurious hotels. You'll most likely find me camera in hand, or nerding out on research in advance of my next trip. A major foodie, history and scenery lover, nothing makes me happier than soaking in the atmosphere and culture of the destination I'm visiting.

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Tuscany Wine Tours

SD › Italy › Florence › Wine Tours in Tuscany Updated: June 10, 2022 By Santorini Dave

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Scenery on the wonderful Tuscany Wine Tasting Full-Day Trip from Florence. One of our favorites.

Wine Tours & Day Trips in Florence & Tuscany – My Recommendations • Best Tour from Florence: Tuscany Wine Tasting • Best Tour from Siena: Chianti and San Gimignano • Best Tour from Rome: Tuscany Taster Tour • Best Wine & Food Tour: Tuscany Wine & Food • Best Private Tour: Chianti Wine Tour Best Private Wine Tour in Tuscany: The Chianti Wine Tour: Full-Day from Florence with Tastings Tip: Book early! Wine tours from Florence are very popular and sell out months in advance. I’ve listed more good ones below in case other recommendations are fully booked. Florence tours are typically very high quality and great value for what you get. Good Alternatives if Fully Booked Small Group Wine Tasting Tour to Tuscany (4.5 hours) From Florence: Tuscany Wine & Food Tour with Guide (8 hours) Full-Day Countryside Tour with Lunch (9 hours) – Siena, Wine Estate, San Gimignano The Best Wine Tours from Florence 1. Tuscany Wine Tasting Full-Day Trip This budget-priced wine tour is designed for younger travelers, aged 18 to 35. (They aren’t strict about the max age and will often say 41, 45, or 51 when asked about an upper limit – if you have a fun attitude you’ll be fine.) Leaving from Florence, the tour travels to San Gimignano, home of Vernaccia, Tuscany’s best white wine variety. The tour covers a little bit of the winemaking process but focuses more on tasting (read: drinking). Expect lots of laughs, gorgeous scenery, and big pours of several varieties of Vernaccia, rosés, Chiantis, and Super Tuscans, but remember you don’t have to finish every glass. After visiting two vineyards, the tour stops inside medieval San Gimignano for some free time to explore. An excellent all-ages alternative is the Small Group Wine Tasting Tour to Tuscany . 2. Grape Tours: Super Chianti This full-day, small-group excursion covers all the best in Tuscany, including informative guided tours of two vineyards and wineries, lunch at Dario Cecchini’s famous butcher shop in Panzano, and a visit to the quaint village Greve. Guided by an expert sommelier, guests will get an in-depth look into the full process of winemaking from grape to glass. Special attention is given during the tastings to show what gives Tuscan wines their distinctive characteristics. Learn how to identify specific features of wine, especially Chianti, Chianti Classico, and Super Tuscan, how to choose a great bottle, and how to pair wine and foods—all while surrounded by miles of luscious grapevines and olive groves. Also recommended: Chianti Private Wine Tour: Full-Day from Florence with Tastings 3. Tuscany Vespa Tour Flat out fun and exhilarating, this scooter tour visits a 12th-century castle for a tour of their vineyard and winery, followed by a wine and olive oil tasting, and tower climb for panoramic views of the Chianti wine country. Guests drive their scooters through winding hills, past villas, vineyards, and ancient olive groves. The drive is broken into two portions with an authentic Tuscan lunch (wine included) served in a rustic bistro overlooking a valley. Guides are very helpful and especially accommodating for those who haven’t driven a scooter before. All tours begin with a lesson in a quiet parking, and the drive itself is along low-traffic roads with slow speed limits. Also recommended: From Florence: Tuscan Countryside Tour on a Vintage Vespa 4. Walkabout Florence: Chianti Wine & Food Safari This full-day, four-wheel-drive tour explores some of the less accessible portions of the Chianti Classico region and focuses especially on Tuscan food traditions, olive oils, and wine pairings. Visit two wineries, one at an aristocratic villa and the other an award-winning vineyard, for an exclusive look at their winemaking process and olive oil mills. Enjoy a hearty, rustic lunch with jaw-dropping views at a popular, local restaurant. The tour finishes in Greve with a visit to the historic butcher shop (since 1729, one of the best-known in Italy for its salumi and its strange selection of gelatos topped with meats) and free time to wander the village, check out its church, wine museum, or cozy up to an espresso bar. 5. Under the Tuscan Sun: Chianti Shared Wine Tour Half Day The best half-day wine tour out of Florence. This small-group tour travels to two vineyards in the Chianti Classico region, offering a behind-the-scenes look into the full winemaking process from harvesting to fermenting to bottling. Both wineries offer tastings of three or so varieties from different vintages, mostly Chiantis with one or two Super Tuscans mixed in. Rates for morning or afternoon tours include a meal, as well as a stop at Piazzale Michelangelo for a panoramic view of Florence. This half-day tour is ideal for travelers who have a limited amount of time in the city. Book the afternoon tour (start times are flexible), so that you have all morning to take in the city sights, before heading to the countryside for rich wines and a glorious Tuscan sunset. 6. Angie’s Personal Tour: Chianti & Super Tuscan Tour A full-day tour of boutique vineyards between Florence and Siena, highlighting the unique flavors of Chianti and Super Tuscan wines, alongside other local varieties of white and rosé. Tours can be scheduled for three wineries plus lunch or four wineries without lunch (don’t worry; there will be plenty of snacks) The first two wineries visited include tasting and tours of their vineyards and cellars, where the winemaking process is explained. The third stop focuses less on making wine and more on tasting and pairing. For tours with four stops, the final winery boasts a 12th-century cellar and a 14th-century olive grove.

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• Day Trip to San Gimignano from Florence
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• Best Agriturismo in Tuscany

About Santorini Dave

10 of The Best Wine Tours in Tuscany from Florence, Italy

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Table of Contents

What’s a trip to Italy without having some amazing ruby red super Tuscan wines from the Tuscany region? Florence is a common stop in many Italian travel itineraries and is the perfect home base to leave on a day or half-day wine tour adventure! Why coordinate transit and specific wineries to go to yourself? Tuscany wine tours are a way to have a relaxing day in the beautiful wine region in central Italy.

Can you take a train from Florence to Tuscany? Technically, yes you could take a train from Florence to Siena for example but there’s no easy way to get to the wineries unless you drive or hire a driver from there. This is an option, although it requires much more planning and logistics. So, I highly recommend taking a wine tour from Florence to Tuscany. It makes it a much more enjoyable experience! You can truly relax while the details and navigation is handled by a local.

There are many different types of wine tours. You may prefer a private wine tour of Tuscany vs. a small group wine tour. Both private wine tours of Tuscany from Florence and wine tours of Tuscany from Florence are included below so keep reading!

Let’s dive into the specifics of some of the best tours to leave the driving to the locals so you can enjoy the amazing Italian wine and have a truly relaxing day!

Best Wine Tour to Tuscany from Florence

If you don’t want to review all of the details for all of the tours here’s my TOP PICK! (I actually did this tour!)

3 Wineries in Chianti

You’ll visit THREE wineries and get to taste delicious Chianti wine in Tuscany all in the comfort of a small group wine tour. The day will start by gathering at a meeting point in Central Florence at the Tuscan Wine Tours office. 

This tour is just under a full day experiencing three different Chianti wineries. You’ll have a Tuscan lunch at one of the wineries is included in the tour. You will try over 12 different Tuscan wines throughout the course of your winery visits in Chianti.

A private guide and driver will whisk you all over Tuscany while you sit back and enjoy the beautiful scenery of the rolling Tuscan hills, vineyards, and olive groves. This is one of the best Florence wine tours in Tuscany!

# 10 One Chianti Winery & Day Trip to Siena

Do you want to have a wine tasting tour experience in Tuscany but multiple wineries in one day sounds like too much? This tour is perfect for you! It combines a trip to one Chianti winery, lunch, and a day trip to the gorgeous medieval town of Siena.

Traveling along the Chianti Road in Italy from Florence is sure to be a highlight of your time in Italy. In an air-conditioned van, you will enjoy this PRIVATE tour, wine, and extra virgin olive oil tasting without the hassle of logistics or even dealing with others. This tour is perfect for a honeymoon!

#9 PRIVATE Brunello Wine Tour from Florence

A private wine tour with your very own tour guide to the sought after wine region of Tuscany: Brunello di Montalcino. 

During your tour you will visit three wineries to tour their cellars, learn of their production methods, and of course, taste the delicious wine! Your lunch of local farm fresh specialties at one of the wineries is included in your experience. The food will be paired with your wine for an all encompassing but unforgettable experience.

#8 PRIVATE Siena & Chianti Classico Experience

A very in depth tour of Tuscany. This private tour has many stops in the Chianti Classico region of Italy.

Keep in mind, this tour does offer lunch to be arranged and a wine tasting that is an additional price to the actual tour so plan accordingly! This tour is more focused on other sights and learning the history of the region.

This is a great tour to take in some historical sights and wineries. The best of what Tuscany has to offer!

#7 PRIVATE Day Tour from Florence to The Chianti Region

If you want a VIP experience of a private tour and being picked up and dropped off at your hotel this is an excellent option. Although, only visiting two wineries in Chianti it will give you a taste of Tuscany but leave you wanting more.

You’ll also explore San Gimignano a beautiful medieval town in the rolling countryside of Tuscany.

This tour is more laid back if that’s what you’re looking for. A little more exploration and self paced day while also getting to see the Tuscan countryside and taste some delicious wine!

#6 Chianti Wine Tour, Siena Underground & San Gimignano

Don’t just focus on red wine! In this small group tour with multiple stops, you’ll get to sample white wine as well as the well known red wine, Chianti.

This tour starts and ends in central Florence while visiting San Gimignano, Siena (including the medieval caves!), and touring a vineyard, and cellar as well as a wine tasting paired with local meats and cheeses.

All in all, this tour is a bargain including transportation and a full day of adventures in Tuscany from Florence.

#5 Exclusive Chianti Classico Day Trip from Florence

Tuscany’s Chianti wine region is famous for a reason! Take a day trip from Florence to experience the delicious wine and beautiful scenery.

You’ll learn the different specifications of Chianti wine DOC and visit three family run wine estates. The best part, is you won’t have to drive or set up logistics OR have to research what wineries to go to!

What are you waiting for? This is a fantastic wine tour from Florence for an unforgettable day in Italy.

#4 PRIVATE Brunello Full Day

If you’re in for a full-day adventure! (Almost 12 hours) in the stunning Siena region, this tour is perfect. Brunello is a full bodied wine that is denoted with the DOCG classification. Meaning, this wine is truly a VIP experience!

This wine region is one of the most prestigious in Italy so you won’t go wrong with this wine tour from Florence. Brunello is only produced in the hilly vineyards surrounding the town of Montalcino.

After being picked up outside of your accommodation in Florence, you will visit three boutique Brunello wineries with tastings, and have a leisurely lunch with a certified sommelier accompanying you the entire day. 

#3 Chianti Classico Tour

This small group Chianti Classico tour is the perfect wine tour from Florence. You’ll visit two wineries and get to taste delicious Chianti wine in Tuscany all in the comfort of a small group. Special stops for photo ops along the journey as well! You’ll also enjoy a delicious two-course lunch as well! The day will start with meeting your group and guide mid-morning in Central Florence.

This tour is a must-do while spending time in Florence!

#2 Full day Castles & Wine Tastings

You’ll visit two wineries and get to taste delicious Chianti wine in Tuscany all in the comfort of a small group. A delicious two-course lunch is included as well! The day will start with meeting your group and guide in Central Florence.

During the course of your small group tour, you will experience two historic wineries in the Chianti region with cellar and grounds tours, and a delicious lunch, all while exploring beautiful castles that will make for the perfect Insta photo!

What are you waiting for? This is the perfect tour to add to your Italy Itinerary while staying in Florence.

#1 Three Wineries in Chianti

You’ll visit THREE wineries and get to taste delicious Chianti wine in Tuscany all in the comfort of a small group. The day will start by meeting in Central Florence at the Tuscan Wine Tours office. 

This tour is just under a full day experiencing three different wineries. Lunch at one of the wineries is included in the tour. You will try over 12 different wines throughout the course of your winery visits in Chianti.

A private guide and driver will whisk you all over Tuscany while you sit back and enjoy the beautiful scenery of the rolling Tuscan hills, vineyards, and olive groves.

In addition, if you want to explore Tuscany but are not as into wine this Full Day Private tour is perfect!

PRIVATE Full Day Tour

You’ll visit THREE medieval cities all in the comfort of a small van. The day will start with you being picked up from your hotel (airport and train station pick-up up not available.) Plan the day you’re doing this tour accordingly!

This tour is a full day seeing the highlights of Tuscany. You’ll visit the cities of Siena, San Gimignano, and Monteriggioni. Getting to these beautiful countryside gems can be difficult without a car! Especially if you want to enjoy the wine, this door-to-door service is a perfect way to maximize your day.

A private guide and driver will whisk you all over Tuscany all while being offered cold water and WiFi during the journey. Once you’re in the heart of Tuscany, local guides will greet you but you will have free time to wander as well.

Final Thoughts: Wine tours in Tuscany from Florence

You won’t regret having a relaxing day in Tuscany being whisked from vineyard to vineyard and having door-to-door service from your hotel or a central location in Florence. 

After spending 15 days in Italy it was one of my favorite days because I wasn’t worried about the logistics, planning the day, and getting there myself. Literally, it was a just show-up type of scenario which is much needed on vacation at times. (Even for the Type A chronic over planner like me!)

So what are you waiting for? Book a wine tour in Tuscany from Florence today!

Additional Italy Planning Resources:

Italian craft beer guide, italy travel tips, guide to visiting pompeii, italy, 15 day italy itinerary, similar posts.

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Life is Grape in Tuscany

Premium wine tours from florence exclusive small groups of max 8 people guided by local wine professionals.

Grape Tours in Florence is run by a bunch of Italian wine lovers.

With close to 20 yrs of experience, our premium guided wine tours go to some of the best wineries.

We support family-run wineries that are sustainable and offer high-quality wines.

The meeting point in central Florence is at our office,

now also a renowned  Wine & Cheese Bar  that you can visit at the end of your tour.

Finally, you can collect wine on your tour and ship your bottles home .

Take a moment to explore our selection of 9 distinct wine tours and choose the experience that suits you best.

Small Group Wine Tours from Florence

With a max group size of 8 people

discover the wines & foods of Tuscany

on one of our 9 different wine adventures:

Signature tour

Super chiant i.

When:   All year

Days:   Monday-Saturday

Time:   Start from Florence  at 9, 9.30 or 10 am - 7 hrs 

Size:   Max 8 pp

Price:   € 210  

SUPER CHIANTI

This is a delightful day trip to explore the rich flavors of the region just south of Florence, immersing yourself in its time-honored traditions of exceptional wine, olive oil, cheese, and meats.

Your journey will take you to two distinct organic wineries, where you'll gain insight into the concept of terroir, unraveling the secrets behind the production of Chianti and Chianti Classico. Your Grape guide will expertly guide you in distinguishing the unique characteristics of each wine.

Indulge in an extraordinary lunch at the renowned butcher Dario Cecchini, savoring traditional dishes and the iconic Bistecca.

In the morning, experience a tasting of at least 4 wines at a family-run winery in Chianti Fiorentino, followed by another tasting of 4 wines at a traditional Chianti Classico winery in the afternoon. Return with a full belly and cherished memories of Tuscany's enchanting wine country.

Grape Classics

  wine time.

When:  All year

Days:  Every day

Time:   Start from Florence  at 10.15 am - 5.5 hrs

Price:   € 170

WINE TIME 

Escape the city and become part of our delightful half-day Wine Time tour, venturing into the charming Chianti Montespertoli region to explore two distinct family-owned wineries.

Immerse yourself in the rich history of winemaking in Tuscany, uncover the secrets of local grape varieties, and, most importantly, delve into the wine cellars as you absorb captivating stories from the passionate winemakers.

Indulge in the sensory delight of tasting at least 8 different wines, and savor a delectable home-cooked Tuscan lunch at the second winery, creating an unforgettable experience for your palate.

Grape CLASSICS

Chianti & cheese.

When:   April-October

Days:   Monday-Friday

Time:   Start from Florence  at 9.45 am - 7 hrs

Price:   € 19 5

CHIANTI & CHEESE  

Embark on a leisurely excursion through the scenic Chianti and Chianti Classico region, exploring small organic wineries dedicated to crafting exceptional wines. Enjoy visits to three distinct wineries, indulging in multiple wine tastings throughout the day.

Experience a farm-to-table concept for lunch at a "natural wine" organic farm, where you'll relish a delectable three-course Tuscan meal.

The third winery will treat you to an award-winning dairy visit, offering a taste of some of Tuscany's finest cheeses alongside the concluding wine tasting of the day.

Grape CLASSICS 

CHIANTI TRADITION

When:   March-October

Time:   Start from Florence at 9.30  am - 6.5  hrs

Price:   €185  

Join in on this delightful day trip to the verdant heart of Tuscany, where you'll discover the production of one of the region's DOP extra virgin olive oils. Gain insights into the olive oil-making process, learn the art of tasting, and discern the characteristics of an exceptional olive oil.

The journey continues to a panoramic spot nestled on the ridges of the Chianti Classico mountains. Explore an organic-certified winery committed to biodynamic agriculture, with a cellar tour and a tasting of four delightful wines.

Proceed to another enchanting winery in a picturesque location. At this small, family-owned vineyard, savor three more wines paired with a delectable three-course Tuscan lunch.

When: April-October

Days:   Saturday

Time:   Start from Florence  at 9.45 a m - 7 hrs

Size:  Max 8 pp

Price:   € 18 5   

CARMIGNANO MEDICI WINES & VILLAS

Embark on a journey to the quaint DOCG region of Carmignano, where the cultivation of Cabernet dates back to the Renaissance! Immerse yourself in the rich history of the Medici family, woven into the fabric of Carmignano.

Explore two historic estates that now specialize in crafting top-tier organic wines.

Delight in the scenic vineyards and charming cellars throughout the day, indulging in tastings of exceptional wines, exquisite olive oil, and a freshly prepared lunch in a picturesque setting.

ELITE Experience

CLASSICO GRAND CRU

When:  April-October

Days:  Monday ,Thursday & Friday

Time:   Start from Florence at 9 am - 9 hrs

Price:   € 28 5

Venture on an exclusive semi-private day trip from Florence that grants you exclusive access to the inner workings of Tuscany's renowned wineries. Guided by our expert Grape guide, you'll traverse between estates, savoring private visits and tastings of Tuscany's most coveted wines.

Indulge in a sumptuous 3-course lunch set against the panoramic backdrop of Lamole, complemented by three additional wines crafted from the surrounding vineyards. A brief stop in Panzano allows you to marvel at the oenological wonders nestled in the Conca d'Oro valley.

ELITE Experience 

Brunello di montalcino.

Days:  Tuesday & Saturday

Price:   € 285

BRUNELLO di MONTALCINO

Embark on a comprehensive semi-private day trip to Montalcino, the birthplace of the revered Brunello di Montalcino. Immerse yourself in the region's rich viticultural heritage as you explore three wineries of varying sizes, situated in different areas around Montalcino.

Engage with owners and vineyard workers, savoring the wines at their origin.

Delight in a delectable lunch at the second winery, thoughtfully paired with several of the estate's finest wines. Make a brief stop in the charming Montalcino town to absorb the village's unique atmosphere.

SAN GIMIGNANO

Days:  Wednesday

Time:   Start from Florence  at 9 am - 9 hrs

TOWERS of SAN GIMIGNANO

Join us on a captivating journey to the enchanting town of San Gimignano, and indulge in a visit to one of the most distinguished wineries in this white wine region, celebrated for its unique approach and exceptional wines.

Proceed to a charming winery restaurant, where a delightful feast awaits, complemented by wines sourced from the renowned Chianti Classico.

Conclude your day at a splendid castle, where you'll explore the picturesque grounds and historic cellars, culminating in a memorable wine tasting within the castle's elegant rooms.

NOBILE DI MONTEPULCIANO

Days:  Thursday

NOBILE di MONTEPULCIANO

Embark on a unique journey to explore the captivating southern Tuscan wine region of Montepulciano. Our adventure begins with a visit to a family-owned winery in Montepulciano, boasting breathtaking views and exceptional wines.

Indulge in a delightful lunch at our favorite restaurant in the region, offering a culinary experience that will surely leave a lasting impression. A leisurely walk through Montepulciano follows, allowing us to savor the charming surroundings.

In the afternoon, our exploration continues with a visit to another outstanding winery in Montepulciano, ensuring a truly unforgettable day in this remarkable region.

View some of the wineries we work with here

Exclusive private tours.

We organize all-inclusive private guided wine tour experiences.

In Tuscany with Grape Tours

Visit 2 to 3 great wineries on a private escorted tour with our Grape guide in a region of your interest. Chianti Classico, Montalcino, Montepulciano, San Gimignano, Carmignano, Bolgheri...all the best wine regions 

Grapetrotters Journeys

Come on a Grapetrotters adventure with Grape Tours, multiple-day tours exploring renowned French regions like Bordeaux, Champagne, Rhone Valley, and Italian regions such as Sicily, Piemonte, and Veneto. Take a sneak peek at our carefully planned itineraries, and contemplate the possibility of joining us for an unforgettable journey:

Florence Meeting Point & Contact

All tours meet in central Florence: Via dei Renai 19 / 23R.

You will see the sign for our   Cheese & Wine Bar  "Formaggioteca Terroir" that you are also very welcome to visit after your tour to sip an extra glass of wine or to browse excellent wines to ship back home.

Ask a Grape Question: [email protected]

Grape phone number (unless urgent, we prefer you shoot us an email): +393337229716

Our guests have been amazing!

The good, the better & the GRAPE

We treasure every comment!

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12 Best Wine Tours and Tastings in Florence

By Erica Firpo

A nearly 9,000-square-mile region of rolling verdant hills, salty coastline, and picturesque hilltop hamlets, Tuscany is an incredible play land for the eno-curious. The region's heavy-hitters are many, from Chianti Classico, to Brunello, and Vino Nobile di Montepulciano—and, of course, the famous Super Tuscans. It's filled with landmark wineries and epic winemakers who know it, so they've created incredible experiences and tasting rooms to attract visitors, from fairytale to futuristic, combing natural landscapes with award-winning architects. Whether you've only got time for a light tasting or want to make a day out of a full regional experience, we've got you covered. Exploring this countryside is the tastiest way to truly understand Tuscany, which is why we've picked our favorite wine tours and wine tastings in Florence.

Badia a Coltibuono Arrow

Badia a Coltibuono is set in a beautiful landscape of rich greens near Siena. Its charming medieval building, a historic abbey with a romantic atmosphere, looks like the backdrop to a Raffaello painting. Guests reserve their Chianti tasting in advance, so you can be sure that everyone here has done their research—you'll be in good company. The entry-level wine tasting, though well planned, doesn't include snacks. If you're looking for a bite, go for the more advanced tasting, which includes charcuterie and bruschetta.

Cantina Salcheto Arrow

Cantina Salcheto enjoys an enviable and jaw-dropping location—in the beautiful hills of Montepulciano—and manages to toe the line between rustic and futuristic, if that's possible. The 40-acre main vineyard is Tuscany at its best: rolling hills, rich colors, and a state-of-the-art cellar that's impressive in looks and, of course, in inventory—here, you're drinking Rosso di Toscana IGT and Vino Nobile di Montepulciano DOCG. There's no food in the basic tasting, but you can upgrade to the paired tasting or enjoy lunch at Salcheto's onsite enoteca.

Rocca di Frassinello Arrow

Rocca di Frassinello is a beautiful and modernist winery designed by Italian architect Renzo Piano. The feat of geometry—whose rich ambers and reds seem to fold into the greens of Grosseto along Tuscany's coastline—is a must-stop for architecture buffs and oenophiles alike. Rocca di Frassinello isn't the kind of place you just happen upon—Maremma, in the south of Tuscany, is rugged cowboy country, so there are no crowds; rather, you'll be tasting cult favorite wines alongside well-researched and well-traveled culture vultures.

Ornellaia Arrow

Ornellaia, which produces superb Super Tuscans that most can only dream of tasting, is one of the most exclusive wineries in Tuscany, and it's the perfect place to come with wine-loving friends. The landscape itself is worth the trip, with verdant and beautifully landscaped hills dotted with castle and towers here and there along the coastline between Livorno and Grosseto. Visitors will gain a fully immersive lesson in the world of winemaker Axel Heinz's Super Tuscans and innovative wines, which are favorites among collectors sommeliers the world over.

Harrison Pierce

María Casbas

Jessica Puckett

Castello di Ama Arrow

Located in a beautiful medieval hilltop town just north of Siena in Chianti, Castello di Ama feels like an old-fashioned fairytale—one that also happens to be a destination for contemporary art. Lush vineyards produce award-winning wine; gardens are a backdrop to 14 site-specific works and installations by 13 international artists, a combination that attracts wine connoisseurs and art lovers alike. The tour and tasting of Chianti Classico Riserva DOCG also includes bruschetta, though if you're looking for something heartier, the surrounding picturesque village has an enoteca.

Biondi Santi Tenuta Greppo Arrow

One of the most popular wineries in the world, Biondi Santi's tours and tastings are superbly rated—for good reason. This is the seat of Brunello di Montalcino, one of the most popular reds coming out of Tuscany around the world. When you book, you're asked a series of questions relating to your knowledge of and interest in wine; from there, you'll be matched with a guide and tour type. Even those with little (or no) knowledge can enjoy the sweeping views and the history of the vineyard, as well as the universally edifying experience of learning about a trade and practice.

Antinori Nel Chianti Classico Arrow

Antinori nel Chianti Classico is nothing if not monumental: a striking contemporary sculptural edifice that epitomizes the winery's impact on Italy's history and culture. Antinori is one of the biggest (if not the biggest) producers of wine, and one of the most historic: the label defined, and then redefined, Chianti Classico, upgrading it from a table wine to a prestige one. The architecture, designed by Marco Casamonti, best exemplifies this grandeur. Antinori plays the classics; expect plenty of silky Chianti Classico.

Altesino Arrow

Altesino is a postcard-perfect Italian country villa off a charming dirt road in the Montalcino hills. The late-14th-century Palazzo Altesino sets the stage for an elegant wine. Visits are private; often it's only you, your group, and the winemaker. The focus is Altesino's award-winning wines, from Brunello di Montalcino DOCG to Rosso di Montalcino, and you can also a enjoy a decent snacks pairing. The beautiful location promises to win everyone over, no matter how much they know about wine.

DiVine Tours Arrow

DiVine Tours offers a series of bespoke wine tours around Tuscany and other select parts of Italy—Umbria, Sicily, Puglia, and Piedmont, among others—all of which are highly personalized and professional. Miriam, DiVine's owner and founder, is a consummate professional who hires top-notch guides and experts. Her tours are very organized and very easy to understand, and you can customize pretty much everything. These tours are excellent for those interested in attaining robust knowledge of area wineries and their history, but they're not for people who don't like wine.

Volpaia Arrow

A walled hamlet on a Chianti hill, Volpaia is the quintessential Tuscan wine fantasy visit. The town itself is charming and the castle drips with Florentine history, having served as a key defensive outpost for the Florentine Republic during its heyday. Volpaia wines are exceptional Chianti Classicos, and that's what you'll learn about on a private tour. The staff is very personable and friendly—but most importantly, they know and love Volpaia, and that enthusiasm is infectious.

Podere Le Ripi Arrow

A beautiful Tuscan drive through winding rustic roads ends at Podere le Ripi, a photogenic winery with a modern reception and tasting area. Winemaker Francesco Illy (of the Illy coffee family) is known industry-wide as an innovator; his wines are biodynamic—and he himself is dynamic, too. After a tasting and snack, you'll leave with one key takeaway: that you can at once embrace and buck tradition while still creating great wine.

Fèlsina Arrow

Felsina's picture-perfect stone entrance comes into view after you've slowly meandered around the hills and valleys of Chianti—and what a sight it is. Here, the mentality is purist; everything you eat comes from the surrounding land. The olive oil is from single cultivars, and the oil-making process strictly adheres to Veronelli's rules of pressing. You can have a simple Chianti wine tasting, a wine tasting with a light lunch, or a wine and olive oil tasting with lunch alongside other wine lovers, culinary travelers, and anyone interested in the hows and whys of wine- and olive-making.

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16 BEST Tuscany Tours from Florence by a Local

By: Author Stefania Guglielmi

Posted on Last updated: October 5, 2023

Categories Europe , Italy

Are you looking for Tuscany tours from Florence? Whether you’re eager to go wine tasting, photograph the landscape, or get lost in medieval walled towns, you’ll find just the tour for you in this post.

When it comes to immersing yourself in the enchanting beauty and rich cultural heritage of Tuscany, there’s no better place to start than the captivating city of Florence .

As the gateway to this idyllic region – and its capital city – Florence offers tons of opportunities to explore the surrounding Tuscan countryside. I’d say that if you have at least 3 days, you should spend the first two days in Florence exploring the city, and then absolutely go on a trip to explore the surrounding region.

We have curated a list of the 16 best Tuscany tours from Florence to help you make the most of your time in the area. You’ll find a diverse range of activities highlighting the region’s finest offerings, from winery tours and trips to nearby cities to private experiences. Check them out, and take your pick!

👉 Why should you value my insights on Tuscany tours from Florence? Growing up in Bologna, a 30-minute train ride from Florence, I’ve had countless adventures in the Tuscan countryside. With a deep-rooted connection to Italy and a decade of expertise in the travel industry, I carefully handpick each tour, ensuring that what I recommend offers a genuine Tuscan journey, just a stone’s throw from Florence.

I personally use Viator , Get Your Guide , and Walks to book activities around the world. I especially recommend them for their fantastic cancellation policy, which allows you to cancel most tours up to 24 hours in advance for a full refund. 

OUR PICK: The Most Comprehensive Tours to Tuscany from Florence

▶️ Our number 1 pick, the Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa, and Lunch at a Winery is a full-day, super comprehensive tour into the glorious Tuscan countryside. You’ll start your trip by exploring Siena on a guided tour, admiring its impressive architecture and visiting its cathedral before making your way to a charming winery. 

Surrounded by the Chianti hills you’ll indulge in a Tuscan lunch and delicious wine tasting, and then venture to the hilltop town of San Gimignano. Indulging in gelato and walking around its medieval walls are the highlights of any visit to San Gimignano. 

Finally, prepare to tilt your head in awe at the iconic leaning tower of Pisa and the rest of the monuments in Piazza dei Miracoli. This tour is the ultimate shortcut to capturing the essence of Tuscany in just one day.

👉 Why is this the best tour to Tuscany from Florence? It’s one of the best San Gimignano tours from Florence as you’ll have plenty of time in the enchanting town, and it also includes visits to Tuscany’s major highlights such as Siena and Pisa. Plus, there’s wine too! It is probably the most comprehensive tour we’ve found and the reviews are excellent.

📝 This Tuscany day trip from Florence includes : Roundtrip transportation, a guided tour of Siena, entrance to the Siena Cathedral, lunch with wine tasting, and free time in San Gimignano and Pisa. ➥ BOOK IT HERE

▶️ Experience the region’s finest on this Florence to Tuscany Day Trip with Chianti, Siena, and San Gimignano . Enjoy jaw-dropping panoramic views of Florence from Piazzale Michelangelo, the prime viewpoint in the city, and then make your way into the land of rolling hills and vineyards. 

Your first stop will be the city of Siena, where you’ll marvel at the magnificent Siena Cathedral exterior and the majestic Piazza del Campo, where you’ll learn about the renowned Palio horse race that takes place there twice a year. Savor an exquisite gourmet lunch with locally sourced ingredients in a Chianti farmhouse and vineyard, paired with Italian wines, and then head to the medieval town of San Gimignano. 

There you’ll wander through its cobblestone streets and admire the towering medieval towers on a guided tour, and enjoy free time to try some delicacies or shop for souvenirs. 

📝 This Siena and Chianti tour from Florence includes : Roundtrip transportation, a guided walking tour in Siena and San Gimignano, lunch with wine tasting, and a guide. ➥ BOOK IT HERE

The BEST Tuscany Wine Tours from Florence

👉 I’ve written a whole post about the best wine tours from Florence . But I’ll save you time, here are the very best ones.

▶️ With this Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence you’ll get to delve into the deliciousness of Tuscany, sampling its local cuisine. Plus, you’ll also admire the wonderful landscape as you roam through the Tuscan hills in a 4×4.  

Immerse yourself in the captivating history and flavors of the region as you learn all about them from your knowledgeable guide, and pay a visit to a renowned wine estate and a historic villa with underground tunnels. There you’ll relish tastings of cheese, olive oil, and wine. 

Lunch break takes place at a charming winery restaurant with panoramic views, where you’ll enjoy a tantalizing 3-course meal and a second wine tasting. 

📝 This Chianti tour from Florence includes : Roundtrip transportation, a guide, lunch, and food + wine tastings.➥ BOOK IT HERE

▶️ Embark on a captivating Small-Group Wine Tasting Experience in the Tuscan Countryside for a fun-filled half-day adventure from Florence. Wind your way through the enchanting Chianti Classico region, passing olive groves and vineyards on your way to two renowned wineries.

In the historic wine cellar of Fattoria di Montecchio, you’ll sample fine wines and olive oil, while you’ll enjoy a delightful spread of wines, olive oil, balsamic vinegar, cheese, salami, prosciutto, and bruschetta in the second winery. 

With limited spots available, it ensures a personalized and utterly pleasurable experience in which you’ll also learn about the production of wine and the traditional methods used in Chianti. A Tuscany-in-one-day sightseeing tour from Florence enables you to taste its delicious product, take in magnificent vistas, and share your time with like-minded people. It’s a win from wherever you look at it!

📝 This Tuscany wine tour from Florence includes : Roundtrip transportation, a guide, a visit to two wineries, and all food and wine tastings. ➥ BOOK IT HERE

▶️ Elevate your wine game with the Florence: Chianti Wineries Tour with Food and Wine Tasting . You’ll be taken to two authentic wineries in the Chianti Hills where you’ll get up close and personal with the local winemakers. 

Engage in the winemaking process by exploring the facilities and strolling through the vineyards, and treat your taste buds with tastings of up to 7 different wines. Alongside the vino , relish regional treats like cheese, olive oil, and balsamic vinegar. 

This half-day Tuscany tour from Florence will charm you not only by the delicious flavors of Tuscany but also striking views of its countryside with a stop at a lookout point overlooking the Chianti hills. 

📝 This tour includes : Roundtrip transportation, winery tours, a guide, wine tastings with food pairings, and a stop at a viewpoint. ➥ BOOK IT HERE

An Essential Pisa Tour 

Get ready for a Pisa Day Tour with Leaning Tower of Pisa to discover one of the most renowned works of architecture and take advantage of the hilarious photo ops in front of it! 

You’ll enjoy a guided tour around Piazza dei Miracoli, learning about the history and architectural facts of each monument, and get to snap some pictures holding the famous Leaning Tower before skipping all lines into the landmark.  

After climbing its 294 steps you’ll be rewarded with a fantastic view of the square. Make sure to also explore the interior of the magnificent Cathedral, an inspiring example of Romanesque Art, with the included tickets.  

Take your time to admire the intricate details and soak in the history before visiting the Monumental Graveyard to appreciate its architectural beauty. You’ll be awarded some free time at the end of the tour to explore at your leisure. 

📝 This tour includes : Roudntrip transportation, a guided tour of Pisa, free time to wander on your own, and entrance fees to the Cathedral and the Leaning Tower. ➥ BOOK IT HERE

👉 Looking for something different? Check out this other post about the best Pisa tours from Florence .

The Best Tours to Siena 

▶️ Embark on a delightful Siena and San Gimignano: Small-Group Tour of Tuscany from Florence with Lunch for a memorable day filled with history, architecture, and deliciousness. Your trip starts with a scenic drive to Siena, one of Tuscany’s most charming cities. 

You’ll enjoy a guided walking tour through its winding cobblestone streets, all the while learning about it and admiring its main landmarks: the Siena Cathedral and Piazza del Campo.

Then, venture to San Gimignano, where you’ll be enchanted by its iconic medieval towers and historical atmosphere. Enjoy your free time to explore at your own pace and try its traditional gelato, and hop back on the bus to head to the last destination. 

Fattoria Lornano is a beautiful winery where you’ll get to explore its old wine cellars and savor a lunch of seasonal Tuscan delicacies paired with a great selection of wines. 

📝 This Tuscany bus tour from Florence includes : Roundtrip transportation, a guide, a tour of Siena, free time in both Siena and San Gimignano, and lunch with wine tastings. ➥ BOOK IT HERE

▶️ Escape the Florence frenzy and dive into Tuscany’s charm on this San Gimignano & Siena Tour with Wine Tastings . You’ll be whisked away from the city in an air-conditioned coach and taken into the  UNESCO-listed town of San Gimignano, which you’ll get to explore at your leisure. 

You’ll drive through the picturesque Val D’Elsa hills and stop for a quick visit at Monteriggioni Castle before continuing your journey toward Poggibonsi, a town in the Chianti countryside where you’ll visit a winery for an interesting tour and tastings of Chianti Classico. 

Finally, delve into Siena’s architectural wonders and soak up the vibrant atmosphere of Piazza del Campo during a comprehensive tour around the city. You’ll then get some free time to continue exploring on your own before it’s time to return to Florence. 

📝 This tour includes : Roundtrip transportation, a guide, free time in San Gimignano and Monteriggioni Castle, a guided tour of Siena, and wine tastings. ➥ BOOK IT HERE

👉 Again, for more options make sure to check out my other post about the best tours to Siena from Florence .

The BEST Tuscany Private Tours from Florence

▶️ Sip Chianti wine, explore medieval towns, and witness stunning bucolic landscapes on this Private Siena, San Gimignano, and Chianti Day Trip from Florence . 

Accompanied by your closest friends, you’ll get to marvel at Siena’s clamshell-shaped Piazza del Campo and its majestic Cathedral as you wander around the city and visit the fortified village of Monteriggioni for a picturesque stroll. 

You’ll also enjoy a very picturesque ride through the Chianti hills with magnificent photo opportunities, and visit the hilltop San Gimignano, an enchanting medieval town. You can also opt to include a tasty lunch with wine pairings at a farm or a winery, to be paid on the spot. This will, however, reduce the time in Siena and San Gimignano and exclude Monteriggioni from the itinerary. 

📝 This tour includes : Roundtrip transportation from your hotel, free time in Siena, San Gimignano, and Monteriggioni, bottled water, and an English-speaking driver. ➥ BOOK IT HERE

▶️ Join this Private Tuscany Tour: Siena, Pisa, and San Gimignano from Florence to benefit from having a personal chauffeur taking you around Italy’s most famous wine region. You – and up to seven of your friends – will get to explore Siena, Pisa, and San Gimignano at your own pace during a full day. 

Let your private driver take you from Florence to Tuscany’s captivating city of Siena, where you’ll get to stroll around its captivating historic center as you learn about local artists and check out the main landmarks. Your driver will then take you through the Tuscan countryside to San Gimignano, a medieval gem recognized as a World Heritage Site by UNESCO. 

It’s also the perfect place to sip on the region’s Vernaccia wine and enjoy a hearty meal (own expense) before you head to your final destination: Pisa. Pose in front of the famous Leaning Tower and opt to climb to the top for the views, and be in awe at Piazza dei Miracoli’s other monuments before returning to your hotel. 

📝 This tour includes : Hotel pick-up and drop-off, free time in Siena, San Gimignano, and Pisa, bottled water, and a flexible itinerary. ➥ BOOK IT HERE

▶️ Savor tantalizing tastes and picturesque vistas of Tuscany on this Private Tuscany Wine Tour Experience from Florence . With a sommelier guide, uncover the hidden gems among the rolling hills and vineyards of Tuscany while sampling exquisite regional varietals and olive oil in three wine estates. 

Delight in a traditional Tuscan lunch accompanied by fine wines, and discover the art of winemaking as you embark on a cellar tour and listen to interesting insights from local vintners. 

Time permitting, you’ll also get to explore charming medieval villages like Castellina in Chianti and Radda in Chianti. This customizable journey offers a flexible itinerary, promising a grape escape like no other.

📝 This tour includes : Hotel pick-up and drop-off, lunch, and wine tastings. ➥ BOOK IT HERE

Tuscany Cooking Classes

▶️ Unleash your inner chef in this Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence . This culinary adventure starts at a bustling market, where you’ll follow a local chef as they pick the freshest ingredients for your class. 

Once at the farmhouse where the lesson will take place, you’ll put into practice the tips and techniques they teach you to craft a mouthwatering 4-course lunch. From a bruschetta starter to a handmade tagliatelle dish, a meat course, and tiramisu for dessert, you’ll relish your very own creations paired with Tuscan wine. 

Take a cooking diploma and the recipes home to show off your newfound skills. Prepare to impress friends and family with your Italian culinary prowess!

📝 This tour includes : Roundtrip transportation, a market visit, a cooking class with all ingredients, a hearty lunch with wine pairings, a cooking diploma, and all the recipes. ➥ BOOK IT HERE

▶️ Dive into a gastronomic adventure with this delightful Pizza and Gelato Cooking Class at a Tuscan Farmhouse from Florence , in which you’ll get to prepare Italy’s most renowned comfort food dishes. Because what trumps pizza and gelato?!

Enjoying the stunning scenery that surrounds you and under a chef’s guidance you’ll craft a 3-course feast that you’ll get to indulge in later. You’ll knead the dough for a focaccia, and choose your favorite toppings for a mouthwatering pizza. 

As if that wasn’t enough, you’ll also whip up your very own, creamy gelato to end your lunch on a very sweet note. You’ll go home with the recipes to recreate these delectable dishes at home. 

📝 This tour includes : Roundtrip transportation, cooking class with all ingredients, a 3-course meal paired with wine or beer, a cooking diploma, and all recipes. ➥ BOOK IT HERE

Tuscany Bike Tours from Florence

▶️ Want to try a bike tour?  E-Bike Florence Tuscany Ride with Vineyard Visit might be the very best one, as it includes the region’s prime attractions: scenery and wine. You’ll ride through the enchanting Tuscan countryside and scale the picturesque hills of Florence effortlessly, thanks to the battery-assisted boost, on this self-guided trip.

Stop by a vineyard in Fiesole, where you can sip Chianti-style wine and indulge in Tuscan treats, and enjoy breathtaking views of the city from Piazzale Michelangelo. 

With an e-bike rental and GPS device, you’re free to roam independently at your own pace, getting your dose of wine, views, and adventure—Tuscany style!

📝 This Tuscany bike tour from Florence includes : E-bike and helmet rental, GPS route, and a phone holder. ➥ BOOK IT HERE

▶️ An alternative is this Tuscany Countryside E-bike Tour: From Florence to Chianti with Lunch and Tastings . You’ll get to pedal across the Arno River to the stunning viewpoint of Piazzale Michelangelo, and immerse yourself in the beauty of the Chianti wine region. 

Ride along scenic country roads, surrounded by ancient olive groves and vineyards, and indulge in wine tastings and a traditional Tuscan lunch after touring two wonderful wineries. You’ll also visit a Terracotta factory and tour an olive oil mill, benefitting from the company of a professional guide. 

📝 This Chianti bike tour from Florence includes : Bike and helmet rental, a guide, bottled water, a Tuscan lunch, wine and olive oil tastings, and a Terracotta factory guided visit. ➥ BOOK IT HERE

A Multi-Day Tour To Tuscany from Florence

Experience the Best of Tuscany in 3 Days with a Local , a delightful multi-day trip into the countryside that allows you to discover all of its gems without rushing.  Day 1 starts in San Gimignano, where you’ll explore its delightful attraction followed by a visit to Siena’s magnificent ancient center. 

You’ll spend the night in this interesting city and then make your way to the renowned Chianti Classico region to explore three wineries and sample delicious olive oil and wine. You’ll also visit a very famous butcher and deli shop in Greve. 

On Day 3 you’ll unwind in the natural hot springs of San Filippo and delve into the stunning landscapes of Val d’Orcia, with a visit to a medieval village like Montalcino or Montepulciano included. It’s the ultimate Tuscany experience, and the perfect excursion if you’re looking for a Val d’Orcia tour from Florence.

📝 This tour includes : All transfers, 2 nights’ accommodation, all meals, fuel surcharge, and a driver/guide. ➥ BOOK IT HERE

Tours To Tuscany from Florence FAQs

In my opinion, the best tours in Tuscany from Florence include these:  • Tuscany Day Trip: Siena, San Gimignano, Pisa, and Wine Tour from Florence with Lunch • Tuscany in a Day Tour from Florence: Chianti, Siena and San Gimignano • Chianti Safari: Villas with Vineyards, Cheese, and Tuscany Food and Wine tour from Florence  

You certainly can! There are many amazing day tours from Florence to Tuscany that you can join to make the most of your time and explore the major attractions in the countryside. 

I think that these are the ultimate private tours from Florence to Tuscany. Check them out! • Private Siena, San Gimignano and Chianti Day Trip from Florence • Private Tuscany Tour: Siena, Pisa and San Gimignano from Florence • Private Tuscany Wine Tour Experience from Florence

Stefania Guglielmi is the founder of Every Steph. Originally from Bologna, Italy, she's been traveling full-time since 2016 and has visited over 50 countries across 6 continents. She believes sustainable travel and luxury travel can go hand in hand and has been advocating for responsible tourism since 2014. Stefania's advice and travel experiences have been featured in important publications such as Business Insider, Refinery29, and Yahoo Money.

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Best Florence Wine Tours, Wine Tastings & Day Trips 2024

Learn About and Book the Best Wine Tours & Wine Tasting Experiences near Florence, Italy

Florence is not just famous for its Renaissance art, historic architecture like the Duomo, and the Uffizi Gallery, but also stands as a portal to the illustrious world of Italian wine. The city’s prime location offers #Winetravelers an unparalleled opportunity to delve into local enotecas and wine bars, as well as venture into the surrounding vineyards that have put regions like Chianti on the global wine map.

Why Florence Serves as an Excellent Base for Wine Tasting in Chianti and Beyond

Within the city itself, Florence is home to a plethora of both classic and new school wine bars and enotecas, offering a highly curated selection of local wines. A brief journey from Florence will take you to some of Italy’s most renowned wine regions, such as Chianti, Montalcino, Carmignano, Bolgheri and Montepulciano. Each of these regions offers stunning and unique scenery, diverse terroir, local cuisine and winemaking styles.

RELATED: Best Wine Tours to Book in Tuscany in 2024 and Beyond

Florence’s accessibility to these iconic wine regions is second to none. With a range of well-connected transportation options, including trains and organized tours , day trips to these vineyards are not just possible but highly encouraged. Exploring Florence and the surrounding countryside through the lens of wine offers an experience that goes beyond traditional tourism. It’s a multi-sensory journey that connects you to the very essence of the region.

Imagine sipping a glass of Chianti Classico while overlooking the vineyard-scapes and Tuscan Hills from the Piazzale Michelangelo. Secure your ideal experience here .

Quick Tips for Wine Tasting in Florence

Getting to florence, where to stay in florence.

• Best Florence Wine Tasting Experiences

Fly into the Florence Peretola Airport (FLR) . For the most current flight prices, check here . Upon landing, you’ll find that the city center is conveniently accessible, making it easy to start your Florentine wine adventure right away.

If you’re someone who values the freedom to explore at your own pace and wishes to soak in stunning landscapes, we recommend renting a car in advance through Kayak . This gives you the flexibility to venture beyond Florence and into the surrounding wine regions like Chianti and Montalcino.

For travelers seeking a more personalized and stress-free arrival, especially if it’s your first time in Florence or you simply prefer the ease of pre-arranged transport, booking a private transfer through a reputable service like Ciao Florence is an excellent option.

Once you’re in Florence, you’ll discover that taxis and public transportation options like buses are readily available. These provide a convenient way to navigate the city and reach local wine bars and other attractions if you opt not to rent a car. Additionally, some of the wine tours mentioned in this guide offer transportation as part of their packages, ensuring pick-up and drop-off services from your accommodation in Florence for a seamless wine-tasting experience.

Grand Hotel Minerva

• Location : Piazza Santa Maria Novella 16, Florence
• Star Rating : 4 stars
• Lowest Rate : $640 per night
• Booking : Grand Hotel Minerva

Grand Hotel Minerva is a sanctuary of luxury and sophistication, located in the historic Piazza Santa Maria Novella. The hotel offers an extensive wine list featuring local wines, perfect for the discerning Winetraveler to use as a base for exploration.

• Fun Fact : The hotel’s rooftop pool offers panoramic views of Florence, providing a unique setting to enjoy a glass of wine.

Four Seasons Hotel Firenze

• Location : Borgo Pinti, 99, Florence
• Star Rating : 5 stars
• Booking : Four Seasons Hotel Firenze

Four Seasons Hotel Firenze is a masterpiece of Renaissance splendor, offering an unparalleled luxury experience. The hotel’s wine cellar is a treasure trove of fine wines, including rare Italian vintages.

• Fun Fact : The hotel is set within a centuries-old private park, offering a serene backdrop for wine tasting sessions.

COMO Castello del Nero Hotel & Spa

• Location : Strada Spicciano, 7, Tavarnelle Val di Pesa, Tuscany
• Booking: Castello del Nero Hotel & Spa

For a countryside experience, we recommend looking into Castello del Nero Hotel & Spa in Tavarnelle Val di Pesa, Tuscany. This 5-star hotel is set in a restored castle and offers wine-tasting experiences, including vineyard tours.

• Fun Fact : The hotel has its own Michelin-starred restaurant, La Torre, where you can pair your wine with some of the best cuisine in the region.

Best Wine Tasting Experiences from Florence

Voted best tour in Florence in 2023 (also very affordable), learn about Florentine history, culture, and the legendary Medici dynasty behind the city’s rise to power with this introductory walking tou r. Stroll by highlights like the cathedral, Uffizi Gallery, and Piazza della Signoria for an overview of the city’s wonders in just a couple of hours

Go on a day trip from Florence to Siena, San Gimignano and Pisa , plus have lunch at a Winery

Visit “Italy’s Riviera” in Cinque Terre on a guided day trip from Florence

Go horseback riding or rent a Vespa to explore the countryside

Best Florence Wine Tasting Experiences & Food and Wine Tours, Day Trips

Day trip from florence: siena, san gimignano, pisa and lunch at a winery.

Winetraveler Rating (over 12,675 reviews):

For Winetravelers pressed for time but eager to experience the essence of Tuscany, this one-day tour from Florence offers a meticulously planned itinerary that covers the region’s must-see attractions. Priced at $93.27 per adult, this tour is an all-encompassing journey through the countryside, medieval towns, and world-renowned landmarks.

RELATED: Best 25 Things To Do in Florence Italy: Visitor’s City Guide

Images courtesy Walkabout Florence

Highlights:

• Spectacular Countryside Views: Explore the rolling hills of Tuscany, capturing the essence of the region’s natural beauty.
• Guided Tour of Siena: Begin your day with an expert-led walking tour of Siena, including exclusive entry to its awe-inspiring Gothic cathedral.
• Chianti Wine and Culinary Experience: Elevate your day with a traditional local lunch paired with a wine tasting session, all set against the backdrop of the picturesque Chianti hills. This experience is available as an upgrade and takes place at an organic wine estate, offering a genuine taste of the region.
• Explore at Your Own Pace: Enjoy free time to wander through the cobblestone streets of Siena, the medieval skyscrapers of San Gimignano, and the iconic Piazza dei Miracoli in Pisa.
• Up-Close with the Leaning Tower of Pisa: Witness the UNESCO World Heritage-listed Leaning Tower of Pisa in all its glory. Skip-the-line admission tickets are available as an upgrade, allowing you more time to marvel at this architectural wonder.
• English-Only Tour: To ensure the highest quality of customer service and a cohesive tour experience, this excursion is conducted exclusively in English.

Price: from $93.27 per adult

Lowest price guarantee, Reserve now & pay later, Free cancellation

Chianti Safari: Villas with Vineyards, Cheese, Wine & Lunch from Florence

Winetraveler Rating (over 2,550 reviews):

This full-day tour from Florence, also offered by Walkabout Tours, provides a meticulously planned itinerary in a 4×4 vehicle, safari style. The tour includes visits to three distinct wineries, one of which is a historic villa’s private Chianti cellar, typically off-limits to the general public. The 3-course lunch is not a generic meal but a curated dining experience at a winery restaurant renowned for its local cuisine and setting.

Images courtesy Walkabout Tours

• Expert Commentary: Gain in-depth insights into Tuscan cuisine, winemaking, and history from your knowledgeable guide.
• Exclusive Access to Wineries: The tour’s 4×4 off-road vehicle allows you to visit three unique wineries, including a private Chianti cellar at a historic villa, for tastings of premium wines, extra-virgin olive oil, and artisanal cheeses.
• Authentic Tuscan Lunch: The 3-course lunch is served at a handpicked winery restaurant, known for its traditional Tuscan recipes and locally-sourced ingredients.
• Safe and Convenient Transportation: The tour includes a designated driver, allowing you to fully engage in the wine tasting experience.
• Travelers’ Choice Best of the Best 2023

Price: Currently on sale for Winetravelers at $182.71 per adult, down from $203.01

RELATED: Best Wineries in Tuscany to Visit This Year

Scent of the Sea: Full-Day Cinque Terre Exploration from Florence – A Comprehensive Trip to the Italian Riviera

Winetraveler Rating (over 1,924 reviews):

Suitable for solo travelers, couples or families, and those interested in experiencing the Italian Riviera’s unique blend of natural beauty and cultural richness, this full-day trip to Cinque Terre from Florence offers a well-organized and hassle-free experience.

Led by Ciao Florence, this excursion provides seamless transportation between each of the small, picturesque fishing villages, through a combination of pre-arranged car, train, and boat transport. The tour covers most of the region’s key destinations including Monterosso, Riomaggiore, Manarola, and Vernazza, each offering its own distinct character and scenic views.

Images courtesy Ciao Florence

• Multi-Modal Transportation: The tour efficiently uses coach, rail, and boats to transport you between the villages, maximizing your time and experience in each location.
• UNESCO-Listed Cinque Terre: Explore the unique character and scenic beauty of each fishing village, all of which are part of a UNESCO World Heritage site.
• Traditional Italian Lunch: An optional upgrade allows you to enjoy a traditional Italian lunch in Monterosso, known for its quaint atmosphere and local cuisine.
• Swimming Opportunity: The tour includes a stop for a swim in the turquoise waters of one of the area’s pristine beaches, offering a refreshing break.
• Why Travelers Choose This Tour: The tour takes the guesswork out of transportation and dining, providing an affordable and efficient way to experience the Italian Riviera’s diverse offerings.

Price: from $64.74 per adult

Florence Vespa Tour: Tuscan Hills and Italian Cuisine

Winetraveler Rating (over 2,479 reviews):

This special Vespa tour from Florence offers a unique way to explore the region’s scenic hills and lesser-known landmarks. Led by a local guide, you’ll ride your own iconic Italian scooter through winding roads, passing notable sites like the Piazzale Michelangelo and the Church of San Miniato al Monte. The tour culminates in a traditional Italian meal at a country estate, providing a fitting end to an unforgettable journey. To ensure a personalized experience, this tour is limited to just 15 travelers.

• Drive Your Own Vespa: Experience the thrill of navigating the Tuscan hills on your own iconic Italian scooter, guided by a local expert.
• Off-the-Beaten-Path Sights: Visit lesser-known landmarks like the Church of San Miniato al Monte, offering a unique perspective on the region.
• Traditional Tuscan Meal: The tour concludes with a meal at a country estate, featuring a menu of bruschetta, pasta, and a cheese and salami board.
• Small-Group Experience: With a maximum of 15 people, this tour ensures you receive personalized attention from your guide.

Price: from $246.90 per adult

Horseback Ride: Visit San Gimignano, Countryside Lunch, Chianti Wine Tasting

Winetraveler Rating (over 230 reviews):

This full-day tour from Florence combines the adventure of horseback riding with wine tasting and lunch at a beautiful location. Your guide from Chianti Wine Tours provides a gentle horse and all necessary riding gear for a journey through the vineyards, olive groves, and rolling hills of Chianti. The tour also includes a visit to the medieval town of San Gimignano and concludes with a 3-course Tuscan lunch accompanied by a wine tasting session. With an option to substitute a farm tour for the horseback ride and limited to just eight people, this tour offers both flexibility and intimacy.

Images courtesy Chianti Wine Tours

• Horseback Riding Experience: Witness the scenic landscapes of the Chianti region on horseback, guided by an experienced local.
• San Gimignano Exploration: Visit the picturesque medieval town known for its historic towers and charming streets.
• 3-Course Tuscan Lunch and Wine Tasting: Enjoy a traditional Tuscan meal and learn the nuances of local wines through a guided tasting session.
• Small-Group Limit: With a maximum of eight people, this tour ensures a personalized and intimate experience.

Price: from $208.50 per adult

Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Hills and Italian Cuisine

Winetraveler Rating (over 532 reviews):

Offered by Walkabout Florence, this half-day tour offers the unique opportunity to drive a retro Fiat 500 through the region’s scenic landscapes. Led by an expert guide, you’ll venture into the Tuscan hills, making a stop at the Church of San Miniato al Monte and enjoying panoramic views of Florence. The tour includes a visit to a private terrace where you’ll enjoy in a traditional Tuscan lunch before returning to your original departure point in Florence.

• Drive a Retro Fiat 500: Take the wheel of an iconic Italian car and explore the Tuscan countryside, guided by an expert.
• Visit to San Miniato al Monte: Stop at this historic church, known for its stunning views over Florence.
• Photo Opportunities: The tour includes stops for photo opportunities, and the option to change drivers if you wish, ensuring everyone gets a turn behind the wheel.
• Tuscan Lunch on a Private Terrace: Enjoy a traditional Tuscan meal in an exclusive setting, adding a touch of luxury to your adventure.

Top 5 Wine Bars in Florence for Wine Tasting

Le volpi e l’uva.

Piazza dei Rossi, 1R, Florence

Le Volpi e l’Uva is a charming wine bar located near the Ponte Vecchio. It offers a curated selection of Italian wines, focusing on small producers. The intimate setting and knowledgeable staff make it a must-visit for any wine enthusiast.

Enoteca Pitti Gola e Cantina

Piazza de’ Pitti, 16, Florence

Situated across from the Pitti Palace, Enoteca Pitti Gola e Cantina is renowned for its extensive wine list, including rare Tuscan vintages. The elegant ambiance and exceptional service make it a standout choice for wine lovers.

EnotecaBar Fuori Porta

Via del Monte alle Croci, 10R, Florence

EnotecaBar Fuori Porta is a vibrant wine bar located in the Oltrarno district near Piazza Michelangelo. Known for its extensive wine list and casual atmosphere, it’s a popular spot for both locals and tourists. The bar also offers a variety of small plates, making it ideal for a wine and food pairing experience.

La Divina Enoteca

Via Panicale, 19R, Florence

La Divina Enoteca is a modern wine bar that offers a diverse selection of wines from around the world. The bar also features wine-tasting events and masterclasses, making it a hub for wine education in Florence.

Enoteca Alessi

Via delle Oche, 27R-31R, Florence

Enoteca Alessi is located near the Duomo and offers a wide range of Italian and international wines. The bar also has a deli section, where you can find gourmet products to pair with your wine.

*All Florence day trip and wine tour pricing is accurate at the time of publication. Prices are subject to change based on operator availability.

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Tuscany Wine Tour by Vespa from Florence

Taste the food and wine of Chianti as you ride through the Tuscan countryside on a vintage scooter

( 22 ) From: $187.59

Private Tour

Private Wine Day in the Chianti Hills from Florence

Enjoy an intimate day trip tasting wine and organic food from local farms and vineyards in Tuscany

( 5 ) From: $1,147.74

Tuscany Day Trip from Rome with Vineyard Lunch and Wine Tasting

Wander through the medieval towns of Montepulciano and Pienza and enjoy a 3-course meal!

( 6 ) From: $148.74

Pizza and Gelato Cooking Class in a Tuscany Farmhouse in Florence

Pick fresh ingredients and learn to make authentic, Italian cuisine on an unforgettable day trip!

From: $133.20

Tuscany Wineland Safari from Florence

Get off the beaten track to explore vineyards, castles, food, and Chianti wine on this 4x4 day tour

( 9 ) From: $276.39

Vintage FIAT 500 Tour from Florence​

Vintage FIAT 500 Self-Drive Tuscany Tour from Florence

Get behind the wheel of an iconic Italian car, cruising to the Tuscan countryside

From: $138.75

Chianti Vineyards Tour and Wine Tastings from Florence

See two luxurious wine estates, taste local wine, and sample delicious produce on this half day tour

( 2 ) From: $61.05

Pisa and Lucca in a Day

Pisa and Lucca Day Trip from Florence

Book a stress-free trip to see the Leaning Tower of Pisa and Lucca's medieval walls in a day

( 16 ) From: $72.15

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Best Wine Tastings & Tours to book In Florence

In a city known for its art, history, and culture, you’ll be filled with “I can’t believe this is happening” moments. Booking a wine tour and/or wine tasting is one of the most booked experiences in Florence.

Florence, Italy , often referred to as “Firenze” in Italian, is the capital of the Tuscany region and is considered one of the world’s most beautiful and influential cities. It offers fantastic opportunities for wine enthusiasts to explore and indulge in wine tastings and tours.

We’ve lined up the best wine tastings and tours in Florence that you’ll find. No matter what your budget or interests, there is a wine tasting or tour in Florence that is perfect for you.

So raise a glass and enjoy the best of Tuscan wine!

unforgettable Sunset Wine Tour In Florence

Region: Florence, Tuscany, Italy

Tour : Florence Sunset Wine Tour

Combined wine tasting with sightseeing on a Florence sunset tour . The evening walking tour goes from the Ponte Vecchio to Oltrarno and then back across the river to return to the historical center.

Throughout the trip, you’ll be able to enjoy snacks and up to five tastings of Tuscan wines.

Our tour went over 2 hours because we were asking a lot of questions. No complaints here!

Why we love this tour: You know, I just love the classics. The history lessons from this tour while drinking fine wines really got me. Have you heard about the Medici family???

From $84.67

Florence Wine Tasting and Aperitif with the Best View

Tasting : Florence rooftop wine tasting

This is an opportunity to enjoy the most breathtaking view of Florence and its monuments while sipping fine wine from a private rooftop accessible only to owners and their guests.

Spend two hours on the roof enjoying bottomless Prosecco while your guide tell your the story of Florence.

It really is an incredible experience to drink wine with the best view in the entire city. Talk about an insta-worthy moment to make everyone at home jealous!

Why we love this tour: The view!!! It’s a simple wine-tasting experience, but memorable. includes light snacks too.

From $64.88

Discover hidden-gem wineries, learn how to get around, explore Tuscany’s food scene, find the perfect accommodation, experience Tuscany’s stunning landscapes, and much more .

Florence Private Food and Wine Tasting Tour with Local Expert

Tour : Private Florence neighborhood tour

Experience authentic Florentine cuisine during this private culinary tour in the center of Florence while you meander around the city and take in its sights.

As you explore neighborhood restaurants, market stalls, and artisan food stores, get to know your gastronomic guide and learn about the best places to get anything from espresso to gelato.

Savor up to ten delectable and savory delicacies while taking in views of Ponte Vecchio, the Duomo, and the old Sant’Ambrogio area.

Why we love this tour: The food is insane! We had cantucci, coccoli, pizette, meats, cheeses, olive oil, truffle, and more!

From $131.95

Florence Walking Tour with Wine Tasting

Tour : Walking Tour with Wine Tasting in Florence

Enjoy a guided walking tour of Florence and make the most of your stroll through the city. Take in a detailed account of the history and culture of the city as you walk.

The Old Bridge, the Santa Maria del Fiore Cathedral, and an aperitivo at the famed Cafe Gilli are among the highlights of this tour.

Why we love this tour: The best part is that you can stop and explore everything because you’re traveling by foot. If you’re a fan of art and architecture you’ll also love this tour. 

From $97.86

E-Bike Tour and Wine Tasting in Tuscany from Florence

Tour : Private tour from Florence

Dream tour alert! Take a guided private 6-hour bike tour through the Tuscan countryside.  

Nestled amidst rolling hills bathed in golden sunlight, you discover a haven of tradition and taste – a family-owned farm where generations have poured their hearts (and grapes!) into crafting culinary magic.

Silvia, the owner with a smile as warm as the Tuscan sun, will personally whip you up an exquisite lunch that’ll tantalize your taste buds. But before you dive into deliciousness, your guide will embark on a captivating journey through time, revealing the farm’s rich history dating back to 1825! ️

Prepare to be mesmerized as you witness the secrets behind their exquisite wines, extra virgin olive oil, and even honey.

And then, the moment you’ve been eagerly awaiting – lunchtime! ️ Get ready to savor a symphony of flavors as you indulge in:

• 4 wines:  Each sip bursting with the essence of the Tuscan terroir.
• Grappa:  A fiery finish to cleanse your palate and ignite your senses.
• Amazing extra virgin olive oil:  Drizzle it on everything, because trust me, you’ll want to! 
• Homemade pasta:  Crafted with love and guaranteed to melt in your mouth.
• Luscious bruschettas:  Fresh, vibrant, and bursting with flavor.
• Mouthwatering cold cuts:  Artisan-made and bursting with savory goodness.
• Homemade biscotti:  The perfect sweet ending to an unforgettable experience.

Why we love this tour: Ummm…. I already said above! It was all so perfect!

From $391.45

Chianti Wine Tour From Florence

Tour : Florence and Chianti Wine Tasting

This is the perfect opportunity to experience the city and the countryside. Take part in a five-hour sidecar trip of Florence and Chianti .

First, you’ll travel up and down the Oltrarno district and Piazzale Michelangelo. Learn about the wine making process and meet the winemakers who will guide you through their portfolio.

After that, indulge in endless savory sampling or, if your appetite so demands, a Tuscan lunch. On this sidecar tour, you’ll be able to take pictures of classic rural vistas as you tour the vineyards.

Why we love this tour: This sidecar tour is a unique experience. It was fun to ride down the most famous street in Florence then into Chianti. We loved our much needed stop for coffee in Impruneta.

From $229.81

Wine Tasting in Two Family Wineries Near Florence

Tour : Wine tasting with a Tuscan lunch

Antica Fattoria del Giogo is a winery located in the Chianti hills outside of Florence. They offer a variety of wine tastings, including a Chianti Classico tasting and a Super Tuscan tasting, as well as a delicious Tuscan lunch.

The owner of the winery will give you a tour of the wine cellars and give you overview and history of their land.

Why we love this tour: The 1400s villa is incredible.

From $175.93

Guided Floating Tour of Florence with Wine Tasting

Tour : Boat tour on the river Arno

The Arno River runs through the center of Florence and has helped the city’s political and economic development over the millennia.

On this tour, you’ll float (or be rowed, rather) under the Ponte Vecchio to Ponte alla Carraia. All while drinking Tuscan wine and snacking on tasty “schiacciata” (traditional Tuscan flatbread with tomatoes, yum!).

Why we love this tour: I learned a lot about Florence’s history through this boat tour. You will pass by several historic places you’ll want to come back to visit.

From $335.37

wine day trip from florence

Tour : Full day tour from Florence across the country to Bolgheri

Prepare for an incredible day trip exploring some of the top wines from Tuscany that will blow your mind. Discover the world of Bolgheri and the processes involved in producing the esteemed Super Tuscan wines. 

During your two stops on this amazing tour, you will get a guided tour of two wineries, their vineyards and cellars. You’ll sample a variety of wines. 

Enjoy the ride along the cypress-lined Via Bolgherese as you spend a whole day exploring the distinctive Bolgheri wine region in the cozy car that is included in the tour package.

Why we love this tour: Tenuta Campo Al Signore and Tenuta Di Vaira are the two wineries we visited on this tour. I’m not sure if I enjoyed the food or the wine better.

From $493.71

Wine Tasting Near Florence with Castle and Ancient Cellars Tour

Tour : Castle Tour

Take a tour of a 900-year-old castle and winery to learn about the history and cuisine of Tuscany.

You’ll tour the castle courtyard, the grounds, and a few private chambers to learn about the history of the estate and the Italian family who has resided there for many centuries.

After that, make your way down to the historic wine cellars to discover more about the age-old techniques used in winemaking. 

You can also sample four distinct wines made on the premises, each served with a snack consisting of cheese, salami, and extra-virgin olive oil. You can upgrade this tour to include a true Tuscan meal at the castle restaurant.

Why we love this tour: We upgraded our tour to experience having dinner at the castle restaurant. We wouldn’t pass up the opportunity to feel like royals!

From $76.97

Book The Best Wine Tour in Florence, Italy

Numerous companies in Florence organize guided wine tours to various wineries in Tuscany.

These tours often include transportation, visits to vineyards and cellars, explanations about the winemaking process, and, most importantly, tastings of different wines.

Within the city, there are plenty of wine bars, enotecas, and tasting rooms where you can sample various local wines.

These establishments often have knowledgeable staff who can guide you through the tasting process and provide information about the different wine regions.

But if you want to experience the local food and drink without the worry of planning the perfect vacation, book a tour!

Wine Tours In Florence FAQs

What is the most famous wine in florence.

One of the most famous wines associated with Florence and Tuscany is Chianti. Chianti is a red wine that originates from the Chianti region, which includes parts of the provinces of Florence and Siena. Chianti Classico, a subregion of Chianti, is particularly renowned for its high-quality Sangiovese grapes.

Is Florence good for wine tasting?

Yes, Florence is an excellent destination for wine tasting. It is located in the heart of the Tuscan wine region, known for producing some of the world’s finest wines. The surrounding countryside is dotted with vineyards and wineries offering wine tours and tastings, allowing visitors to savor the rich flavors of Tuscan wines.

What wine city is near Florence?

The city of Siena is a notable wine destination near Florence. Siena, like Florence, is located in the Tuscany region and is surrounded by renowned wine-producing areas. The Chianti region, which is famous for its Chianti Classico wine, is situated between Florence and Siena.

Can you walk around with wine in Florence?

Generally, it is legal to walk around with an open container of alcohol, including wine, in most public areas of Florence. However, being mindful of local regulations and cultural norms is always a good idea. It’s advisable to use discretion and consider the specific rules of your area.

What is the best red wine from Florence?

While Florence is not known for producing its own red wine, the region of Tuscany, including areas near Florence, is renowned for its high-quality red wines. Some notable red wines from Tuscany include:

Chianti Classico: A red wine made primarily from Sangiovese grapes, known for its rich, robust flavor.

Brunello di Montalcino: Produced in the Montalcino region, this red wine is made from 100% Sangiovese grapes and is known for its complexity and aging potential.

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The original Best of Tuscany Tour

Florence, Metropolitan City of Florence, Italy

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About this trip

The first and original Best of Tuscany Tour. A small group Tuscany tour that takes you to the region’s most stunning hilltop towns: Siena, San Gimignano, and Monteriggioni. The Ultimate Tuscany Tour

Do you want to experience the real Tuscan life? Drink wine, soak up the rolling hills and stroll in the hill top towns? Look no, further, this is the only Tuscany Tour you need!

See the Best of Tuscany on this full-day guided small group trip from Florence!

Our Best of Tuscany tour has rolling hills, lush vineyards, and food to die for. We’ll take you to three of Tuscany’s most charming hilltop towns in an accompanied day trip from Florence. Break for a dream lunch at a beautiful Tuscan estate, and enjoy an exclusive tasting of Chianti’s finest wines.

Small Group, Private Transfers – Covid-19 note*

ArtViva has only high quality small group tours. Usually you’ll either be in a car or a minivan as you travel through the Tuscan countryside. No big buses, or groups of 100 plus like some tours! *For this reason in the current months we are unable to run the small group semi-private version of this tour as we are not able to maintain social distancing. Please book a private tour from the calendar if you wish to join us this summer.

Visit Siena

The first stunning hilltop town of the three we visit.

Visit San Gimignano

The Manhattan of Tuscany. A wonderfully atmospheric small hilltop town.

Visit Monteriggioni

A small jewel of a hilltop town. Monteriggioni is a quaint, charming, medieval hamlet.

Free time to explore the fabulous medieval hilltop villages visited

We always make sure you have enough time to wander and wonder without making the day too long.

Lunch at a Tuscan estate, including a wine tasting

A delicious Italian style Tuscan lunch and wine to wash it down.

Fascinating stories to bring the past to life while you travel between towns

A great guide with your small group.

Classic Tuscan landscapes and iconic views

See the very best of beautiful classic Tuscany. Rolling hills, shimmering olive groves and glorious vineyards.

Tasting of top-quality Tuscan olive oil

Enjoy the great tastes of Tuscany.

Private mini-bus transport – no large buses!

Enjoy a serene ride through the hills! No horrible large crowds or stuffy buses.

The scenic route through Tuscany

Take in Tuscany’s picturesque countryside while learning the territory’s deep and ancient history. Our (very) small group Tuscany tour will guarantee that you get the most out of your experience. That means spacious minivans and small groups, and a fun guide eager to share the region’s history. We’ve designed this tour to give you the chance to meet and get to know your fellow travelers and guide. We want you to feel comfortable asking questions, to share your own stories, to stop for pictures. We know the best highway stops for those iconic Tuscan shots, so be sure to bring your camera!

Small town charm – Tuscany Tour

Enjoy free time to tour Tuscany’s 3 most famous medieval towns on your own. Stroll through Siena’s historic city centre, a designated UNESCO World Heritage Site. See the soaring medieval towers of San Gimignano. Visit Monteriggioni, known as the Gateway to the Middle Ages. In each town, we’ve given you free reign to spend the time the way you want. Visit churches and museums. Wander the cobblestone streets and narrow stone alleys. Unwind with an afternoon gelato at the world’s best gelateria.

A Dream Italian Lunch

You’ll taste a gourmet lunch of local Tuscan specialties and homegrown ingredients. Yes, that means real extra-virgin olive oil and Chianti’s finest wines! And if you have allergies or dietary requirements, don’t worry. Tuscan food has something for everyone.

See the Best of Tuscany on this full-day

Available packages.

Full price for group of 12 ppl 

Your Organizer

Best Tuscany Wine Tours

W hen we think of Italy’s food, there are a few things that come immediately to mind. Fresh pasta, hand-made and served al dente …  the sun-dried tomatoes and delicious cheese… there’s fresh herbs and cured meat… and of course, there’s wine! Because what Italian meal would be complete without a helping of red wine ?

Producer of some of Italy’s best wines, Tuscany  is also one of the world’s best wine regions. It is a place that grows the important Sangiovese grapes. They are primarily used for such wines as Brunello di Montalcino, Vino Nobile di Montepulciano, and Chianti.

When you’re in Tuscany , your experience would not be complete without getting to know some of the wineries more intimately. Hence, this list of the best Tuscan wine tours that allow you to indulge in the taste and culture of the Italian regions!

Siena Wine Tours : Chianti and San Gimignano 5-Hour Tour

Siena is second only to Florence when it comes to tourism in the Tuscan region, what with its extensive collection of art, history, and architecture. It’s also from here where you could strike out to the Chianti vineyards and the magnificent landscapes that surround them. In this wine tour, your guide will lead you beyond the beaten path and onto the place where the ruby fragrance of Chianti wine is born.

Your tastebuds will enjoy this product in one of the best cellars of the area, complete with a platter of cheeses, bruschetta, salami and meats — perfect companions for this drink.

After enjoying the sights, sounds, and tastes of the Chianti countryside, the tour will lead you to the UNESCO World Heritage Site that is San Gimignano. This medieval town has perhaps one of the first tower-lined skylines in the world, long before the skyscrapers of the modern day.

It is also home to the famous Vernaccia di San Gimignano wine, which you will also taste. The experience goes perfectly with a tour that spans the whole of the town, with its many squares, churches, alleys, and more.

Book Siena wine tours here .

Florence Wine Tours: Small Group Wine Tasting Tour to Tuscany

The attraction-dense Florence is also a great starting point for a wine tour! Take your time to walk around this treasure-laden city on your own. Then join your guide and a small group as you travel to the historic Chianti Classico area.

There’s just something special in this part of the world that produces some of the best wines known to man. It’s more than the beautiful sights. You will learn more about the secrets of the earth as your first stop, a wine estate, tours you around the wine’s production process.

This particular estate has three special wines for you to sample, together with some fresh olive oil. A second wine estate tour allows you to compare and contrast not just the taste but also the production methods of the various wines. As a plus, you’ll get a firsthand experience of just how well the wines pair with famous local meats such as ham, salami, bruschetta, and more!

Book this wine tour Tuscany here .

Poggibonsi: 4-Course Cooking Class with Wine Tasting

A good wine is best savored with a good meal, and fortunately Italy is all about both. This tour takes place within the picturesque confines of San Gimignano . It is a bottega that is as authentic an Italian kitchen as you can get.

After taking your own time to absorb the town’s treasures, a chef will give you and expert-level cooking class. Feel like an expert yourself as you make some of Tuscany’s classic kitchen specialties, such as pasta, chicken stew, and some dessert.

Join 14 other students as you master the traditions and techniques of the Tuscan kitchen. After this, take time to appreciate how well your meal pairs with a few fine glasses of local wine.

Don’t worry — a bit later on you’d be able to go on a proper local wine tasting session where you’ll learn to appreciate the finer flavors of the red nectar. Other wine tours shift your focus to the sights around you. But this one focuses on the stimulation of your palate.

Book this Poggibonsi wine tour here .

San Gimignano: Vineyard Walk and Lunch with Wine Tasting

Lately, vineyards are no longer simply revered places that produce wine grapes. They have also been turned into aesthetic marvels, especially with the introduction of “spiral vineyards” — grape vines arranged in a spiral pattern, with a vantage point at the center from which to view the marvel.

Visit one such spiral vineyard in this tour, owned by the Giachi family. Here you’ll learn not just about the vines but also about the history and context of almost every structure in sight. Of course, you will also get ataste and context of the estate’s wines. You’ll be able to trace their interesting history.

The tour is capped with a sumptuous Italian lunch, with such Tuscan food as Truffle lasagna, Tuscan ribollita, cantuccini, and more.

Book the San Gimignano wine tour here .

Montalcino, Pienza, and Montepulciano Food Tour from Siena

It says food tour on the label, but the real highlights here are the wine cellars you would be visiting. There’s one in Montalcino, which on its own is famous for its IG-worthy rolling hills and fresh produce. Its streets and fortress are typical of the Tuscan region, and its wines are as excellent.

The Pienza leg of the tour explores the area’s architectural treasures, especially the Val d’Orcia whose lanes overlook beautiful landscapes. The last leg, at Montepulciano, explores the stately buildings hand-in-hand with the area’s own ancient wine-making tradition. Finally, a bus drives you back down to Siena. Your exploration of the finer points of wine and history may continue there.

This is just a small cross-section of what Tuscany has to offer in terms of wine and all the fun that surrounds it. Wine production and wine-tasting is as much an art as is the region’s paintings and architecture. It is as much a product of nature as the unrivaled landscape that makes Tuscany such a draw for tourists the world over.

Book this multi-town Tuscany wine tasting tour here .

Of course, since the place is such a draw. You’ll want to have a way to avoid the crowds and jump the lines. This is why pre-booking, especially with a reputable tour company as Get Your Guide, is highly recommended!

Best Tuscany Wine Tours was written and photographed by Karla Ramos

Best Tuscany Wine Tours – Pin for Later