Chianti Wine Tour: Tuscany Vineyards and Tasting

Embark on a private Chianti landscape tour from Florence, indulging in wine tastings and exploring charming towns like Monteriggioni, San Gimignano, and Siena. Discover the beauty of the Tuscan countryside and savor the flavors of Chianti wine, olive oil, pecorino, salami, and prosciutto.

Duration: 9 hours
Cancellation: 24 hours
Highlights
  • Piazzale Michelangelo - Embark on a Chianti wine tour and enjoy breathtaking landscapes. Delight in an unforgettable day trip through the Chianti region, featuring stunning views, intriguing insights into Italian culinary traditions, visits to San Gimignano, Monteriggioni, and Siena, and a winery tour to learn about Classico and savor exquisite…
What's Included
  • Private tour max 8 people in a Mercedes Van
  • Bottled water
  • Lunch
  • Hotel pickup and drop off for centrally located Florence hotels only
  • Wine tour and Wine tasting
Additional Information

Chianti wine tour and landscapes. Experience an unforgettable day trip in the Chianti Region. The tour includes visits to San Gimignano and Siena, followed by a stop at a winery for a wine tour, wine and olive oil tasting, and a full lunch. Embark on a full-day excursion into the Tuscan countryside. Travel along the Chianti highway with a local…

Location
Hotel Boccaccio
Via della Scala
In front Hotel Entrance
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(15 Ratings)
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1 star
Secondos960
Apr 12, 2026
A Guarantee Day - Well, these days, it is rare to still find professional drivers like Gionata, but this really I can say that I have known not only a professional but also, a polite, kind person and with a clean and safe drive. The car kept in a maniacal way. I recommend to everyone Gionata if you want to have the guarantee of dealing with a real driver. TOP.
Review provided by Tripadvisor
Mariaft3072gb
Mar 20, 2026
A Fantastic Day! - We had a fantastic 1/2 day tour with Andrea! They did a customized tour for us from Florence to San Gimgnano and Fattoria Montecchio. It was a beautiful day! We most highly recommend!!!!
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Grantcn7310oy
Nov 18, 2025
Claudius is the best! - What a great day! Beautiful Tuscany countryside trip with scenic stops. Outstanding lunch and vineyard tour and he made a special stop at the American WWII Cemetery for this old soldier to pay my respects. The best part of the trip was our new friend and perfect guide Claudius.
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Lucilleeleanor
Sep 28, 2025
Tuscan Beauty - We had an amazing day in Tuscany with our amazing driver Claudius! The trip was magical and made even more special with Claudius as our friend for the day. He was so knowledgable about the history of Tuscany and told us the most interesting stories. We felt very spoiled and very well taken care of! It was so nice to travel through these beautiful towns in Tuscany later in the day and very relaxing. We arrived at a vineyard at dusk and that was truly magical! I would definitely recommend this trip, this amazing company for their excellent tours, their attention to detail and of course our very special guide Claudius!
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Jeffreytq598om
Sep 27, 2025
Best experience ever - I CANNOT give enough compliments to this company ... especially Claudio. Besides being an extremely experienced and knowledgeable travel guide he and the management of the company went out of their way to help us when my wife left her cell phone in Lucca. After Claudio dropped us off at the winery he went back to Lucca to get the phone and brought it back to our hotel . The boss picked us up from the winery and brought us to the hotel. Claudio came 40 minutes later with the phone. Ps. The tour was amazing even with all our self inflicted mistakes. Claudio is one of the most personable guides I have ever had. He said next time if we go to Milan we can have a home cooked meal with his family. I can guarantee we will next trip here. Thank you Claudio!
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Rickyl673
Sep 15, 2025
Firenze trip - Jack was awesome he gave us a very nice tour and talked about the city. We liked how he was with us and explained a lot. We recommend him
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W8107fdgiuliag
Jul 31, 2025
San Gimignano and Siena Food and Wine Tour - It was an amazing experience! I visited two pearls of Tuscany, participated in an excellent wine tasting, and spent a beautiful day in the company of Francesco (our guide) who told us a lot of curiosities about San Gimignano and Siena making it more interesting and fun.
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Trek707535
Jul 27, 2025
Bravissimo Francesco👍👏 - The trip was very nice, well organized. We stayed at this Torciano estate, great place the wines, food and people. I recommend you try it. The guy who accompanied us very kind, cute, nice, prepared in the explanations of the tour, San Gimignano, estate Torciano and Siena a great person Francesco, I recommend him too 👍. In short, a wonderful day in total 🫶
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N9986kcriccardog
Jul 27, 2025
Tasting tour with San Gimignano and Siena - Tour S.Gimignano, lunch and tasting and then Siena. Beautiful experience. Francesco, our companion, professional, helpful, super kind. A really nice day 🥰
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B284kujacksonr
Jun 13, 2025
Andrea is the only option! - Andrea is the best of the best! Speaking in both Italian and English and keep conversation light, inclusive and fun; he’s a go to for the best experience. Pleasantly surprised and refreshed by him!
Review provided by Tripadvisor