Tuscan Wine Tour: Explore Chianti's Vineyards

Discover Tuscany’s wine country on a half-day tour from San Gimignano. Taste 9 wines, enjoy Chianti scenery, and savor local products.

Duration: 6 hours
Cancellation: 24 hours
Highlights
  • Tuscany on Wheels Tours from San Gimignano - The adventure begins based on the option chosen during booking, either from the Tuscany on Wheels headquarters (located just a few kilometers outside San Gimignano with complimentary parking) or directly from San Gimignano.
  • Tuscany - The first stop is a winery an hour from Florence, where…
What's Included
  • English-speaking tour guide
  • Free time in San Gimignano
  • Visit 2 Wineries
  • Alcoholic beverages
  • In-vehicle air conditioning
  • Views of the Chianti wine region surrounding San Gimignano
  • Snacks
What's Not Included
  • Gratuities
Additional Information

Experience the charm of two Tuscan wineries without the hassle of designating a driver by choosing this tour with included transportation. Dive into the Chianti wine region and savor a selection of wines. Learn about the winemaking process through tastings while taking in the beautiful Tuscan landscape. Afterwards, visit San Gimignano to explore its historic medieval walls.

Location
Tuscany on Wheels tours from San Gimignano
Strada di Sant' Appiano
Cancellation Policy

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

Customer Ratings
4.8
(66 Ratings)
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Beth
Mar 24, 2026
Absolutely perfect wine tour from beginning to end in Tuscany!! - Ema was an amazing guide for our time spent in Tuscany. We wouldn’t change a thing about our day. The two wineries we visited were amazing and Ema was very friendly and informative on such a personal level!
Review provided by Tripadvisor
Megs2282
Mar 18, 2026
Best tour ever - Ema was the most amazing!!!! I would book 100 trips with him! If you have the opportunity, take it!
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Sightsee776252
Mar 16, 2026
Wine tour - This was the best tour ever!!! Luigi was an awesome tour guide and so personable. Perfect amount of time of the tour. Not too long not too short. The first winery was more refined and a larger tasting, the second was more casual but the most beautiful views. A great blend of experiences. One hour in San gimingiano was a good amount of time as well. Definitely recommend!!! The 7 person one is one i definitely recommend.
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Ellieso9519ut
Mar 16, 2026
So much fun! - Literally the best!! So much fun. Perfect duration. Luigi is the best ever!
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N8122wdjanetm
Mar 11, 2026
Tuscany Wine Tour 11/03/2026 - Wonderful day trip in Tuscany ! Lorenzo was very accommodating as a driver and very informative. The wineries were a beautiful setting and San Gimignano was a wonderful place to visit.
Review provided by Tripadvisor
39jaral
Mar 11, 2026
Fun wine day! - Great ride with Lorenzo ! Lorenzo chauffeured us to two different wineries and San giminghno it was a great experience!
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690allysonp
Mar 8, 2026
Best tour!! - Luigi was GREAT! He was so nice and very kind! 100% recommendation this wine tour! My boyfriend and I are 24 years old and this was so much fun!
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Tinof795
Mar 7, 2026
Excellent Tour - Excellent trip! Emanuel was extremely knowledgeable, courteous and helpful. Definitely recommend for anyone that wants to have an great experience.
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Flyer46506649820
Mar 2, 2026
Amazing day! - Luigi was fantastic, extremely knowledgeable. Thanks for a great experience!
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Yasmines810
Dec 3, 2025
Great wine! 🍷 - Great experience!!! 10/10 had an amazing time wine tasting. The driver was very nice and not overbearing. We went to two wineries, and had so much appetizers to eat along with our drinks. All of the pours were very generous.
Review provided by Tripadvisor
From $177
up to 8 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).