The 15 Best Wine Tours from Florence

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Starting at Santa Maria Novella

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

Travel by air-conditioned coach from Florence with an English-speaking guide to Siena, San Gimignano, Pisa, and a Chianti winery. Expect Siena’s cathedral, free time in three towns, farmhouse food, four wines, and an optional Leaning Tower climb.

“An absolutely amazing day. One of the highlights of our trip. The guides were great, everything was very well organized and the food was simple yet unbelievable. Don’t miss this excursion.”

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Florence: Pasta Cooking Class with Unlimited Wine

2.Pasta Cooking Class with Unlimited Wine

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

In a 13th-century tower near Brunelleschi’s Dome, an English-speaking chef such as Andrea, Victoria, Antonio, or Valentino guides you through ravioli, tortelli, pappardelle, and matching sauces. You cook, eat everything you make, and enjoy Tuscan wine or unlimited soft drinks.

“This activity was a ton of fun and was actually the BEST pasta we ate our entire trip! Chef Victoria was funny and helped us make 3 different pastas. Wine was great too! Definitely recommend fitting this in your itinerary while in Florence.”

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Florence: Chianti Wineries Tour with Wine Tasting

3.Chianti Wineries Tour with Wine Tasting

★★★★★★★★★★4.5 · 10,071 reviews · 5 - 5.5 hours · from $41

Ride from Florence into the Chianti Hills for two winery visits, guided tastings, vineyard walks, and samples of cheese, salami, bread, olive oil, and balsamic vinegar. Guides such as Ana, Alex, Martina, and John bring local color, while the two wineries often contrast family tradition with larger-scale production.

“Loved the two wineries we went to! They had a good variety of wines and amazing cheeses, especially the first winery! You even get to meet the goats who made the cheese! And the Tuscan countryside was beautiful. The transportation was comfortable and safe. The guide and driver were helpful and friendly. Highly recommend!”

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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

Travel from Florence to two Chianti Classico wineries with an English-speaking guide such as Leo, Jonathan, Matteo, or Leonardo. Tour vineyards and cellars, taste six wines with olive oil and Tuscan specialties, and enjoy a small-group escape that fits neatly into half a day.

“Leo was amazing. He was informative and told us all about the history of the vineyards and Chianti wine. We went to 2 vineyards which also had EVOO and Balsamic Vinegar. Delicious. I would do this again,”

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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

In a Florence restaurant, an English-speaking chef such as Alessandro, Amber, Clive, or Narghess guides you through fresh pasta and tiramisu. You cook, eat your meal with wine, and finish with limoncello or coffee. The three-hour class suits beginners, families, and food-loving couples.

“Great experience. The drinks kept poring and this was genuinely the best tiramisu I have ever had. The guide was great, and even gives you a printout of the recipes to take home!”

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Florence: Pasta Cooking Class with Unlimited Wine

6.Pasta Cooking Class with Unlimited Wine

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

In central Florence, a professional chef guides you through ravioli, tortelli, and pappardelle in a 1200s medieval tower near Brunelleschi’s Dome. You make the pasta from scratch, learn three sauces, then sit down to eat with Tuscan wine and unlimited soft drinks. Classes are in English and welcome all skill levels.

“Had a great experience with Nico - very easy to follow cooking class and he was super friendly. Plus accomodating for my friend who is vegetarian. Would definitely recommend, thank you!”

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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

Leave Florence at 7:30 a.m. for Siena, San Gimignano, and Pisa. Choose guided Siena touring and a three-course winery lunch with wine pairing, then enjoy free time in the hill towns and at Pisa’s Square of Miracles. Guides such as Constantino, Sara, and Jacopo are noted for clear organization.

“My husband and I really enjoyed the day trip. We loved that we got to experience another part of Italy during our vacation. Highly recommended!”

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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

Meet your English-speaking wine guide in central Florence and ride a custom air-conditioned 4x4 into Chianti or Val d’Orcia. Expect cellar visits, olive oil and wine tastings, local cheeses and salumi, plus a Tuscan lunch or dinner. Guides may include Ginevra, Sara, Alex, Fabio, or Aldo.

“very pleasant experience, perfect timing, and ginevra and luca were both very professional. well worth the time”

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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

Spend 3.5 hours walking through Santo Spirito and Oltrarno with an English-speaking guide such as Antonella, Martino, Sara D., or Dimitri. Taste Prosecco, four Tuscan wines, cheese, gnudi pasta, local dishes, a Negroni, and artisan gelato at small neighborhood spots.

“Sara Giovanna was an amazing tour guide. She took us all over Florence and we ate so much yummy food and learned a lot about florentine cooking. We would definitely recommend.”

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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

Travel from Florence by air-conditioned coach to Siena, San Gimignano, Pisa, and a Chianti winery. Expect a guided Siena walk, cathedral entry, four regional wines, and a generous farmhouse lunch if you choose that option. Guides such as Alessandro, Sara, and Manolo bring the day to life.

“Brilliant Alex was an excellent, friendly and knowledgeable tour guide and Gisueppe the driver also great and helped the older and less abled customers loads when they needed on and off coach etc. whistle stop tour of Tuscany great to cover places especially if your only in Florence for a short trip . And the lunch was great with all the wine you could drink!”

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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

Travel from Florence through Chianti vineyards to San Gimignano, Monteriggioni, Siena, and a winery lunch. You get free time in the medieval towns, optional Siena guiding, and an optional skip-the-line Cathedral and Piccolomini Library visit. Guides such as Sandro, Marta, and Ilaria are often praised for clear, friendly help.

“Lovely informative day to see a slice of Tuscany. Our guides were great and the bus very comfortable. Met some lovely people also. Would recommend this tour.”

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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

Spend 12 hours touring Tuscany from Florence, with stops at Pisa’s Square of Miracles, tower-filled San Gimignano, the Chianti Hills, and Siena. Choose the lunch and wine tasting, plus Siena’s guided walk and cathedral entry. English and Spanish guides may include Marta, Aaron, Sandro, or Federico.

“Very well organised from start to finish! Guides were brilliant, transport very comfortable, lunch was lovely and got to see some beautiful parts of Italy! A great day thank you!”

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Chianti Wine Tour from Florence

13.Chianti Wine Tour from Florence

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

Leave Florence by air-conditioned coach for two Chianti wineries along the Via Chiantigiana. Walk through vineyards, visit cellars, taste Tuscan wines with cheese, salami, bruschetta, olive oil, and balsamic vinegar, and return to Piazzale Montelungo after about five hours.

“That the tour guide will rush you and tell you there will be time for you to take pictures after the wine tasting and then tell you there is no time. Get on the bus . Get on the bus. She will attempt to tell you this again at the next stop but by that time you know she’s not telling the truth. My suggestto the company is that after purchasing the wine and bathroom they give 10 to 15 minutes for photo opportunities Other than that best tour I took while in Italy.”

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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

Leave Florence by air-conditioned minibus for two Chianti Classico estates. Taste six wines, olive oils, cheese, salami, cold cuts, and bruschetta while guides explain Tuscan wine traditions. The small-group format, with guides such as Leo, Jason, or Jonathan, makes the cellar visits easy to follow.

“We had an amazing wine tasting tour in Tuscany, and a big part of the experience was our fantastic guide, Lio from Bari. He was incredibly friendly, always smiling, and full of energy and enthusiasm. Lio made the whole tour fun and engaging, sharing interesting stories and information about the wines and the region, while also making sure everyone felt comfortable and relaxed. His positive attitude really made the day special and memorable. Highly recommended—if you get Lio as your guide, you’re in great hands! 🍷 our best wishes to all the team !”

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

15.S. Gimignano, Siena, Chianti Wine Tasting & Lunch

★★★★★★★★★★4.6 · 3,102 reviews · 11 hours · from $82

Travel from Florence by air-conditioned coach to San Gimignano, Siena, Monteriggioni, and a Chianti winery. Expect free time in the hill towns, a three-course Tuscan lunch, three wine tastings plus Vin Santo, and optional guided visits in Siena with guides such as Marta, Riccardo, or Sandro.

“Incredible value for what you get. Constantino was an excellent host for the day, and Alexa was so helpful and kept things running on time. Sylvio was an incredible driver- I felt very safe the whole time we were in the bus. The tour was so fun and the food at the winery was absolutely incredible. I would absolutely recommend this tour- it’s such a great way to see some of the beauty Tuscany has to offer.”

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