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Chianti and San Gimignano Winery Tour: Unforgettable Wine Tasting and Food Pairing Experience
4.9
72 Ratings
Firenze
Embark on an unforgettable wine tasting and food pairing experience in Chianti and San Gimignano. Visit charming wineries, explore beautiful villages, and indulge in the best of Tuscan cuisine. Book now!
Embark on an unforgettable wine tasting and food pairing experience in Chianti and San Gimignano. Visit charming wineries, explore beautiful villages, and indulge in the best of Tuscan cuisine. Book now!
Duration:
8 hours
Cancellation:
24 hours
Highlights
- Chianti Road - Embark on a tour and tasting at the premier Chianti Classico winery. Delight in the journey with our English-speaking driver-guide, who will share insights about the region and its wines! Whenever possible, our driver guides are pleased to choose the most picturesque routes and pause for photos!
- Historic Centre of San Gimignano…
- Chianti Road - Embark on a tour and tasting at the premier Chianti Classico winery. Delight in the journey with our English-speaking driver-guide, who will share insights about the region and its wines! Whenever possible, our driver guides are pleased to choose the most picturesque routes and pause for photos!
- Historic Centre of San Gimignano - Wander through San Gimignano, the “jewel” of the region, a stunning town preserved as it was seven centuries ago. And perhaps indulge in a gelato before heading to the next winery!
- San Gimignano - Savor a delightful lunch with wine pairing at a winery in San Gimignano. Here, you will also sample white wines like Vernaccia and Vin Santo, alongside Chianti, Riserva, and Supertuscans.
What's Included
- Pick up and drop off at the designated meeting point
- English speaking Driver-guide for the day at disposal
- In-vehicle air conditioning
- Bottled water
- Lunch with wine pairing in a famous Chianti Winery
- 2 Winery tour and tasting
- Pick up and drop off at the designated meeting point
- English speaking Driver-guide for the day at disposal
- In-vehicle air conditioning
- Bottled water
- Lunch with wine pairing in a famous Chianti Winery
- 2 Winery tour and tasting
What's Not Included
- Gratuities
- Gratuities
Additional Information
Our driver guide will meet you at the specified location and embark on a journey to the heart of Chianti Classico. Enjoy an exhilarating one-day adventure in Chianti, exploring the region’s most picturesque village.
Step 1 - Delightful boutique winery in Chianti
Step 2 - Tour of Monteriggioni and/or San Gimignano
Step 3 - Lunch with wine pairing at…
Our driver guide will meet you at the specified location and embark on a journey to the heart of Chianti Classico. Enjoy an exhilarating one-day adventure in Chianti, exploring the region’s most picturesque village.
Step 1 - Delightful boutique winery in Chianti
Step 2 - Tour of Monteriggioni and/or San Gimignano
Step 3 - Lunch with wine pairing at the area’s most renowned winery
Tour Duration: 7 to 8 hours.
Departure Time: From Florence at 9:00 AM
Note: This excursion includes transportation in a Mercedes 8-seat minivan, ensuring maximum comfort with air-conditioning, large panoramic windows, and plush seating. Unless specified otherwise, you may be joined by others in the group (maximum of one van).
Popularity: * (top-rated wine and food tour in Tuscany)
Location
Florence National Central Library
Piazza dei Cavalleggeri
Tours of Tuscany Mercedes van
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.9
(72 Ratings)
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P9068qimaried
Dec 9, 2025
The best small group wine tour - Our wine tour with Camilla was fabulous!!! We all ( there were 6 of us) had such a great time! We started with a wine tasting at a very small winery then did a little sightseeing in San Gimignano, followed by another wine tasting and tour of a winery. Then ended with lunch and wine! It was the best!!! I highly recommend Tours of Tuscany, and if your lucky enough to have Camilla as your driver (and guide), it will be Fantastico!!!!
Review provided by Tripadvisor
Bgocrm
Nov 22, 2025
Fabulous time in Tuscany - Highlight of our ten day trip to Italy. Amazing and knowledgeable tour guide, comfortable vehicle and outstanding wineries. Excellent home made lunch. Great value!
Review provided by Tripadvisor
D1106onmadisong
Nov 15, 2025
A MUST in Tuscany!! - We are on our honeymoon and booked the Chianti and San Gimignano tour and it surpassed our expectations!!! Our guide, Stefan, was wonderful and so knowledgeable about the areas we went too. I did not know too much about the San Gimignano village before the tour and it is my favorite place we’ve been to in Italy!! Breathtaking. I am SO happy we devised on this exact tour. The last winery was Il Colombaio, a family owned winery for 5 generations. Incredible experience. The hospitality was great and the wines were flowing and exceptional. I would highly recommend this tour and our guide Stefan!
Review provided by Tripadvisor
David
Oct 26, 2025
A Wonderful Chianti/Tuscan Experience of Wine, Food and New Friends - We had an extraordinary journey that was led by Camilla. She shared her knowledge and love for the Tuscan countryside and people. Our visits to Casa Emma and Terre Di Sovernaja wineries were enjoyable and exposed us to small, organic farm production of outstanding wines. At Terre, a vineyard in family production for more than a century, we were served a delicious Italian pasta and pork meal by Federico’s mother Silvana — straight from her kitchen. And after sampling seven red, white and blush wines that are Federico nourished from the grapes, we bought a case. And will likely by more in the coming years. Visiting San Gimignano was also a highlight. Although we didn’t have enough time to really explore the town, it made me want to come back and revisit the area in more detail. We did make one unexpected stop requested by us at a leather factory, where my wife and our friend found purses and belts that they loved. We appreciated her taking the extra time to share this experience. I highly recommend this tour, and to ask for Camilla as your guide. Her vibrant personality, warmth, knowledge and worldly experiences help fill out a truly remarkable day. She knows the area and the people. She is part of it. And shares it.
Review provided by Tripadvisor
Joseph
Oct 14, 2025
Our wonderful Chianti wine region tour! - We had a great time on our tour of the Chianti wine region. The 2 wineries that were selected were amazing and so hospitable. Our tour guide, Camilla, was very knowledgeable, friendly and accommodating. She made the total experience outstanding! We would recommend this tour to anyone looking for a great visit to Tuscany!
Review provided by Tripadvisor
Mikiephillips
Sep 30, 2025
Great experience traveling with Tours of Tuscany! - We had 10 people and needed 2 vans. They took us to two amazing small wineries and then to small town for quick stop. They were very easy to set up trip and day of they suggested a change in one of our stops since we had already visited their suggestion and it worked out great for us all. Happy we choose this team!
Review provided by Tripadvisor
John_b
Sep 20, 2025
Unforgettable Day in Tuscany - What a wonderful and unforgettable day in Tuscany. Stefan picked us up near our hotel in Siena in his spacious, comfortable van and with two other couples set out on a day we will not soon, if ever forget.
Stefan knew all the back roads with all the amazing views as we set out to the first of two wine tastings. Then we were off to San Gimignano where we had plenty of time to enjoy that beautiful hill town.
Our final tasting and lunch outside in the Tuscan sunshine was just incredible. My wife and I have done a number of tours through Viator and this one ranks at the top. Cannot recommend too highly.
Review provided by Viator
Joshlz6457iu
Sep 8, 2025
Great tour, highly recommend! - Had a great time on the Chianti wine tour, Camilla took us to some great places and we had some amazing wine.
She was very friendly and professional ensuring we had plenty of time in each destination. Highly recommend this tour to anyone looking to see parts of Tuscany.
Review provided by Tripadvisor
Glen
Aug 3, 2025
First class through and through! - First class through and through. The tour is luxury as advertised. Personalized, well planned, and our guide and driver Camilla was amazing. She added so much to our experience. We learned about the history of the area, she managed timing of everything and kept us on track perfectly even with some extra time for conversations and extra wine tastings. Simply outstanding. You cannot go wrong with Tours of Tuscany and you would be missing out otherwise. Thank you Camilla, Silvia, and Niccolo! See you next time!
Review provided by Tripadvisor
A4378akmiguell
Jul 29, 2025
The Best Wine Tour !! - From beginning to end, this tour was completely amazing. Our first stop was at Casa Emma, where we encountered such a wonderful hostess who didn't just introduce us to the winery's passion for wine making, but taught us so much about the entire process as well. To make it even better, we were the sole couple on the property that morning, it really did feel as if we had the whole winery to ourselves!
Next, we stopped at San Gimignano, a small medieval town where we got gelato and went shopping in the local shops. Our final stop was a second winery, which we had an unforgettable lunch pairing at. Every course was paired nicely with the wines, and it was such a great dining experience.
What made this tour so wonderful, however, was our guide, Vincenzo. His knowledge, and enthusiasm, surpassed our expectations. He did not merely lead a tour, he created an experience. We enjoyed his tour so much so much that we are already planning our next visit just to have more time exploring Italy with him.
If you are considering doing this tour, don't hesitate, it's one you'll never forget!
Review provided by Tripadvisor
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