Tuscan Wine Tour: Chianti Tasting and San Gimignano

Embark on a semi-private tour from Florence and indulge in the enchanting flavors of Tuscan Chianti wines. Immerse yourself in the picturesque landscapes while visiting two wineries and savoring a delectable lunch. Don’t miss the chance to explore the iconic village of San Gimignano and capture stunning photos. Join us for a wine-filled adventure with luxury amenities and a delightful champagne toast!

Duration: 8 hours, 30 minutes
Cancellation: 24 hours
Highlights
  • Piazzale Michelangelo - We start from the pick up point 8:00 and then drive for 15 minutes towards Piazzale Michelangelo. Piazzale Michelangelo offers a stunning panoramic view of Florence, where you can take in the city in all its glory. The large square is home to a replica of Michelangelo’s David in bronze.
  • San Gimignano - At 8:30 we’ll…
What's Included
  • Tasting of various Chianti wines
  • Complimentary iPad with mobile data per couple
  • On-board WiFi access
  • Bottled water included
  • Wine and olive oil tasting experience
  • Travel comfortably in an air-conditioned vehicle
  • Complimentary bottle of Prosecco White Wine for the group
  • Enjoy a delicious lunch
What's Not Included
  • Gratuity
Additional Information

This tour is crafted to fulfill your Tuscan wine-tasting aspirations. Experience the iconic, postcard-perfect landscapes of Tuscany as you journey from one winery to another. You will explore two wineries and have the chance to sample a selection of premium Tuscan Chianti wines. Lunch is provided. If you appreciate fine wine, exquisite cuisine, and…

Location
Hotel Boccaccio
Via della Scala
The tour starts at 8:00. Please show up at the meeting point 15 minutes in advance.
Cancellation Policy

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

Customer Ratings
4.9
(193 Ratings)
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Joanne_d
Feb 12, 2026
Sensational trip - This experience was exceptional. Our driver Gabriel was amazing, enthusiastic, engaging and informative about the various destinations. We visited 2 wineries and found the level of information, food/lunch superb and wines extremely interesting. We also visited San Girimingao loved it. Couldn’t ask for a better trip.
Review provided by Viator
Luceys2026
Jan 2, 2026
A wonderful day trip to Chianti & San Gimignano - Our experience with Claudius was amazing. He gave us great information throughout our entire trip, made sure we were on time to every activity/stop, and was overall just so nice. The wineries were great and were perfect for what we were looking for. The tour guides at each winery did a wonderful job. I could not recommend this tour enough - but definitely ask for Claudius, he is the best!!
Review provided by Tripadvisor
Kkelley55
Nov 17, 2025
A wonderful day in Tuscan wine country! - We had a fabulous time with Andrea on our San Gimignano trip along with two wineries!! We started off at Piazzale Michelangelo - it had rained and there was a beautiful rainbow over Florence-very luck for that! San Gimignano was a great village and we got to taste the saffron gelato and try a glass of the Vernaccia di San Gimignano! We loved the two wineries and the lunch was a very hearty meal! Both wineries had great guides and answered all my husbands hundreds of questions!! Andrea was very informative and a great guide - I would highly recommend this trip for a day trip outside of Florence!
Review provided by Tripadvisor
Fitgirl2
Oct 2, 2025
An exceptional Tuscany tour experience - This tour was excellent and our tour driver, Claudia’s, was fantastic! We visited San Gimignano and two different vineyards in the Chianti region in Tuscany. The lunch at the first vineyard was excellent and the tour at the second vineyard (which was organic and also made olive oil) was the perfect finish to the day. Highly recommend!
Review provided by Tripadvisor
Carolanng654
Sep 20, 2025
Our favorite wine tour! - Sara was excellent as our guide and driver. The 4 stops were exactly what we wanted.... Scenic views, leisure time to walk the town, great winery tours and foods. Highly recommend this activity.
Review provided by Tripadvisor
Q4438zxcarolynj
Sep 9, 2025
Perfect day wine touring! - Diana was terrific! She gave us lot of information and history about the region. She was funny and fun to hang out with! Lots to do on this excursion.
Review provided by Tripadvisor
Melinda_f
Sep 6, 2025
Great Day Trip. - It was a great day trip. Our driver Francisco was awesome! Very knowledgeable of the Area, and personable. We had a four course lunch at the first winery. (That took a bit long for us) we learned at both wineries and the wine at both were great
Review provided by Viator
Amy_f
Sep 4, 2025
Excellent experience - All aspects of this excursion were enjoyable…the vineyards, the San Gimignano stop, and lots of delicious food and wine! Our driver was very friendly and knowledgeable, and we were grateful for the small group dynamic. Nice to have someone else do all the planning and driving. Vehicle was very comfortable.
Review provided by Viator
Kathryn_l
Aug 27, 2025
Great tour - Fantastic! Fantastic! If you’re going to do one tour in Florence make it this one. If you can book with Diana, we met at 8am and left with a friend in Italy at 5. Great food and wine and very knowledgeable about the area. I can’t recommend this trip enough just book it!
Review provided by Viator
818cydneym
Aug 7, 2025
Best of Exploration and Wine - Took this tour for my birthday and it was the best way to celebrate with family and friends. Sara was great and both wineries blew us away.
Review provided by Tripadvisor
From $241
up to 8 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).