The 15 Best Wine Tours in Italy

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.”

Check availability →Read our full review

Cooking Classes, Pasta, Tour Reviews, Wine Tours Around the World, Wine Tours in Florence, Wine Tours in Italy, 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

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.”

Check availability →Read our full review

Chianti Wine Tours, Food & Drink, Tour Reviews, Tours, Wine Tastings, Wine Tours Around the World, Wine Tours in Florence, Wine Tours in Italy, Winery Tours

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!”

Check availability →Read our full review

Food & Drink, Tour Reviews, Wine Tastings, Wine Tours Around the World, Wine Tours in Florence, Wine Tours in Italy

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,”

Check availability →Read our full review

Cooking Classes, Pasta, Tour Reviews, Wine Tours Around the World, Wine Tours in Florence, Wine Tours in Italy, 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

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!”

Check availability →Read our full review

Cooking Classes, Pasta, Tour Reviews, Wine Tours Around the World, Wine Tours in Florence, Wine Tours in Italy, Workshops

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!”

Check availability →Read our full review

1-Day Tours, Lunch Experiences, Tour Reviews, Wine and Food Pairing, Wine Tours Around the World, Wine Tours in Florence, Wine Tours in Italy

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!”

Check availability →Read our full review

1-Day Tours, Food & Drink, Lunch Experiences, Tour Reviews, Wine Tastings, Wine Tours Around the World, Wine Tours in Italy, Wine Tours in Rome

Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

8.Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 5,232 reviews · 12 hours (approx.) · from $83

Travel from Rome to Montepulciano and Pienza with an English-speaking guide, a three-course farm lunch, Tuscan wine, and free time for pecorino, photos, and gelato. Expect a long but well-organized day with scenic drives, steep streets, and up to 25 people.

“I really enjoyed this day tour of Tuscany from Rome. Our guide Antonino was great and knowledgeable. The tour first stopped in Montepulciano which was my favorite. Unfortunately, I felt visiting Montepulciano was rushed, we didn't have much time to explore on our own. We then stopped for lunch, I agree with others, we just got small splashes of wine to try and the food was kind of underwhelming. We stopped in Pienza as well which was beautiful. Unfortunately, the day I was there, everything was closed. There was not much to do. My recommendation is give us more time in Montepulciano and less time in Pienza. Otherwise, I really…”

Check availability →Read our full review

Food & Drink, Tour Reviews, Tours, Wine Tastings, Wine Tours Around the World, Wine Tours in Florence, Wine Tours in Italy

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

9.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”

Check availability →Read our full review

Evening Experiences, Food, Food & Drink, Sunset Wine Experiences, Tour Reviews, Tours, Wine Tours Around the World, Wine Tours in Florence, Wine Tours in Italy

Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

10.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.”

Check availability →Read our full review

Pasta, Tour Reviews, Wine Tours Around the World, Wine Tours in Italy, Wine Tours in Rome, Workshops

Rome: Pasta & Tiramisu Class with Fine Wine by the Vatican

11.Pasta & Tiramisu Class with Fine Wine by the Vatican

★★★★★★★★★★4.9 · 4,852 reviews · 2.5 - 3.5 hours · from $41

Make fresh pasta and traditional tiramisu with an English-speaking chef at a local restaurant near the Vatican. The 2.5 to 3.5-hour class includes fine wine, Prosecco, soft drinks, recipes, and a sit-down meal. Vegetarian substitutions are available, but the standard lesson uses gluten, dairy, and eggs.

“I had an amazing time with Chef Carlos. This was my first cooking experience and it did not disappoint. His bubbly personality ensured that all participants were catered for and didn’t feel behind or get left out while the class was going on. We all had a great time. A lot of laughs and generally a fun activity for all ages! If I’m ever back in Rome, I’ll rebook the class and the wine was definitely unlimited! His assistant was also very helpful too”

Check availability →Read our full review

Lunch Experiences, Tour Reviews, Wine Tours Around the World, Wine Tours in Florence, Wine Tours in Italy, Winery Tours

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

12.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!”

Check availability →Read our full review

1-Day Tours, Chianti Wine Tours, Food & Drink, Lunch Experiences, Tour Reviews, Wine Tastings, Wine Tours Around the World, Wine Tours in Florence, Wine Tours in Italy

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

13.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.”

Check availability →Read our full review

Chianti Wine Tours, Lunch Experiences, Tour Reviews, Wine Tours Around the World, Wine Tours in Florence, Wine Tours in Italy

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

14.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!”

Check availability →Read our full review

Chianti Wine Tours, Tour Reviews, Tours, Wine Tours Around the World, Wine Tours in Florence, Wine Tours in Italy

Chianti Wine Tour from Florence

15.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.”

Check availability →Read our full review