Florence · WINE TOURS

Wine Tasting near Florence: The 15 Best Cellar Days

346 tours  ·  from $15 a head

Sangiovese in Chianti, Brunello around Montalcino, Vernaccia at San Gimignano. These 15 tastings are priced by what is poured, with transport notes for the ones that end well after lunch.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Siena Cathedral and its remarkable marble floor
Day Trips from Florence, Lunch Experiences, Pisa Day Trips, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Tuscany Day Trips, Wine Tours

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

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

★★★★★★★★★★5.0 · 21,634 reviews · 11 to 12 hours (approx.) · from $114Our pick

Review of a full-day Tuscany tour from Florence, visiting Siena, San Gimignano, Pisa, and a Chianti winery lunch.

“We had so much fun! Alex and Sergio were amazing. The fun facts throughout the tour from Alex were informative. I fell in love with Italy even more than I already have. Definitely recommend this tour.”

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Florence: Pasta Cooking Class with Unlimited Wine - What happens during the three-hour class
Pasta, Tour Reviews, Tuscan Cooking Classes, Wine Tours, Workshops

Florence: Pasta Cooking Class with Unlimited Wine

2.Pasta Cooking Class with Unlimited Wine

★★★★★★★★★★4.9 · 10,285 reviews · 3 hours · from $21Best value

Make three fresh pastas in a 1200s Florence tower, then eat them with Tuscan wine in a lively three-hour class.

“Fantastic ! Could not recommend enough. It’s fun, lively and really interesting. Super hands on the whole time - a really life way to dive into the food of Florence !”

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Florence: Chianti Wineries Tour with Wine Tasting - First winery: learning the basics with a Tuscan tasting
Chianti Wine Tours, Tour Reviews, Tours, Wine Tours

Florence: Chianti Wineries Tour with Wine Tasting

3.Chianti Wineries Tour with Wine Tasting

★★★★★★★★★★4.5 · 8,301 reviews · from $56

Escape Florence for two Chianti wineries, Tuscan wines, local snacks, rolling hill views, and a practical half-day outing for $56.37.

“Tour was amazing. The transportation was easy and accessible to find. The guide was informative throughout the whole ride there. Our favorite part were the two wineries. We loved our experience and would want to book again!”

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Small-Group Wine Tasting Experience in the Tuscan Countryside - The first estate: vineyard, cellar, and three wines
Tour Reviews, Tuscany Day Trips, Wine Tours

Small-Group Wine Tasting Experience in the Tuscan Countryside

4.Small-Group Wine Tasting Experience in the Tuscan Countryside

★★★★★★★★★★5.0 · 7,392 reviews · 4 hours 45 minutes (approx.) · from $107

Taste six Chianti wines at two Tuscan estates, with olive oil, local foods, scenic hills, and a friendly small-group ride from Florence.

“Beautiful day out! Both wineries were stunning and we learnt heaps. Got given 4 glasses at each winery. Better to book the tour in second half of the day as you see sunset over the wineries which is incredible!”

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Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine - Fresh pasta, rolled and shaped by hand
Pasta, Tour Reviews, Tuscan Cooking Classes, Wine Tours, Workshops

Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

5.Pasta & Tiramisu Cooking Class with Unlimited Wine

★★★★★★★★★★4.9 · 6,708 reviews · 3 hours · from $56

Make fresh pasta and tiramisu in central Florence, then enjoy your meal with wine, limoncello, and fellow food lovers.

“Highly recommend this class! Such a fun experience and AMAZING food. Alessandro is the best! He was warm, welcoming, knowledgeable, and funny. We hope to take another class with him again!”

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Florence: Pasta Cooking Class with Unlimited Wine - What happens during the three-hour class
Pasta, Tour Reviews, Tuscan Cooking Classes, Wine Tours, Workshops

Florence: Pasta Cooking Class with Unlimited Wine

6.Pasta Cooking Class with Unlimited Wine

★★★★★★★★★★5.0 · 6,413 reviews · 3 hours (approx.)

Make ravioli, tortelli, and pappardelle in a medieval Florence tower, then enjoy Tuscan sauces and unlimited wine in a lively class.

“It was great. Chef was personable and knowledgeable. Great dinner and more than I could eat. Great people to share the evening with.”

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - Siena, Piazza del Campo, and the striped cathedral
Day Trips from Florence, Lunch Experiences, Pisa Day Trips, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Wine Tours

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

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

★★★★★★★★★★4.5 · 6,006 reviews · 12 hours (approx.) · from $78

See Siena, San Gimignano, Pisa, and a Tuscan winery in one long day from Florence, with coach travel, lunch, and wine pairing options.

“Fabulous tour with guide Simone and Roberto. This was the best part of our trip. Thankful to see Pisa, Siena and San Gemignano was spectacular and the wine tasting with luncheon was very memorable.”

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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence - Choosing Chianti or Val d’Orcia
Tour Reviews, Tours, Wine Tours

SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

8.SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

★★★★★★★★★★5.0 · 5,088 reviews · 7 to 9 hours (approx.) · from $157

Explore Chianti or Val d’Orcia from Florence with off-road vineyard drives, cellar tastings, Tuscan food, and expert wine guides.

“WeI had the most amazing time on this wine tour! The vineyards were beautiful and the experience itself was so much fun, but what truly made it unforgettable was our guide, Sara. She was absolutely phenomenal—so knowledgeable, engaging, and genuinely hilarious. Sara had the perfect balance of expertise and personality. She explained everything in such an interesting way, answered every question with ease, and kept us laughing. Her energy made the whole tour feel special, and I can honestly say she turned a great experience into an exceptional one. She even helped practice my Italian! I would 100% come back and book this tour again specifically if Sara were the…”

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Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe - Piazza Santo Spirito starts the evening with Prosecco
Evening Experiences, Florence Food Tours, Tour Reviews, Tours, Wine Tours

Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

9.Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

★★★★★★★★★★5.0 · 5,015 reviews · 3 hours 30 minutes (approx.) · from $149

Florence sunset food and wine tour with wine windows, Chianti, Negroni, pasta, cheese, Tuscan dishes, and artisan gelato in Oltrarno.

“Food tours are a great way to see a city the first day you are there. We really enjoyed the tour and our tour guide was excellent. We absolutely would recommend this tour — the 4 star rating is really to differentiate it from other tours we have done, in which food or spots we visited (such as the Rome food tour) were more amazing.”

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - Siena: Gothic Stone and the Piazza del Campo
Lunch Experiences, Pisa Day Trips, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Wine Tours

From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

10.Siena, San Gimignano, Pisa & Lunch at Winery

★★★★★★★★★★4.8 · 4,538 reviews · 12 hours · from $112

See Siena, San Gimignano, Pisa, and Chianti on a full-day Florence tour with a winery lunch, wine tasting, and expert guides.

“It was great and perfect. Tour guide was super good, fun and friendly. Making everyone feel welcome and the tour enjoyable! 1000% to join this tour!”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - San Gimignano: towers, alleys, and a tight timetable
Chianti Wine Tours, Day Trips from Florence, Lunch Experiences, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Wine Tours

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

11.San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 4,432 reviews · 11 hours (approx.) · from $83

Explore San Gimignano, Siena, Monteriggioni, and Chianti from Florence with a winery lunch, three wines, and free time.

“Guide Alejandra was knowledgeable and give us the information in English and Spanish. The three medieval towns were charming and worth visiting as well as the family owned winery and olive oil producers. The Tuscan meal was simple (typical) and good. The family vineyard owners were charming and friendly so we had a lovely time. Their gift shop was good and we were lucky to have just been able to buy the new production of extra virgin olive oils for 2025 which were available just this week!!! Their dessert wine was delicious so we bought a bottle. All in all it was a fun experience. We did have an issue…”

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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Meeting at Piazzale Montelungo
Chianti Wine Tours, Lunch Experiences, Pisa Day Trips, Siena Day Trips, Tour Reviews, Wine Tours

Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

12.Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

★★★★★★★★★★4.6 · 4,354 reviews · 12 hours · from $77

See Pisa, San Gimignano, Chianti, and Siena in one long Tuscan day, with bus transport, optional lunch, wine tasting, and a Siena guide.

“Our tour guide Marta was perfect. She explains everything with details and we really enjoy the experience. The day trip is worth it. Also, really thanks to Silvio, the driver! 🤍”

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Chianti Wine Tour from Florence - First winery: organic production and a personal welcome
Chianti Wine Tours, Tour Reviews, Tours, Wine Tours

Chianti Wine Tour from Florence

13.Chianti Wine Tour from Florence

★★★★★★★★★★4.5 · 3,979 reviews · 5 hours (approx.) · from $59

Review of the 5-hour Chianti wine tour from Florence, with two organic wineries, Tuscan tastings, scenic views, costs, and practical tips.

“Great experience in Toscana, the tour guide Alessandra was great, we visited two vineyards, test wines and food, and the beautiful landscape of Chianti. Our deiver Massimo was great”

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From Florence: Small Group Wine Tasting Tour to Tuscany - First estate: cellar details and three wines
Tour Reviews, Tours, Tuscany Day Trips, Wine Tours

From Florence: Small Group Wine Tasting Tour to Tuscany

14.Small Group Wine Tasting Tour to Tuscany

★★★★★★★★★★4.9 · 3,902 reviews · 4.5 hours · from $105

Taste six Tuscan wines, olive oils, and local snacks at two Chianti estates on a relaxed half-day trip from Florence.

“I did this tour after I read the reviews and a lot mentioned how great the tour guide Jonathan was. I ended up having him as my tour guide and Jergio as the driver. They did not disappoint. He was fantastic and I felt safe during the ride”

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From Florence: San Gimignano, Siena, and Chianti Wine Tour - Siena and the space around Piazza del Campo
Chianti Wine Tours, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Tours, Wine Tours

From Florence: San Gimignano, Siena, and Chianti Wine Tour

15.San Gimignano, Siena, and Chianti Wine Tour

★★★★★★★★★★4.5 · 3,762 reviews · from $164

See Siena, Chianti, and San Gimignano in one full day from Florence, with five wine tastings, a Tuscan lunch, and free time in medieval towns.

“We had an incredible adventure through Chianti and surrounding towns. Marco was an excellent guide who is very knowledgeable of Tuscan and Italian history. San Gimingnano was the highlight filled with delicious treats and sights of the picturesque rolling hills.”

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