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
(187 Ratings)
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Riley
Jul 4, 2025
10+/10 ⭐️ - Claudius was AMAZING! We booked the semi private tour from Florence. Claudius was knowledgeable and gave us so many good recommendations. The two wineries we visited were welcoming and delicious! Began as strangers and ended as friends!
Review provided by Tripadvisor
Gagerobe87
Jul 4, 2025
Perfect day in Italian wine country - Amazing trip, Claudius was incredible. Could not recommend this company enough. They picked us up and dropped us off at our hotel.
Review provided by Tripadvisor
Beth
Jul 2, 2025
Fabulous Day In Tuscany - Our guide for the day was Diana who was absolutely amazing from the very beginning to the end! She expertly managed the drive throughout our tour and explained in detail what we were going to be seeing and the history of each stop. What’s not to love exploring San Gimignano and the wineries included in the tour? Don’t hesitate booking this tour with TrueScany and ask for Diana to be your guide!❤️
Review provided by Tripadvisor
146hayleyk
Jul 2, 2025
Love the Chianti tour! - Highly recommend this tour! The wineries, San Gimignano and Diana(our tour guide) were absolutely amazing! Wine tasting, great food, beautiful scenery and a tour guide with a wealth of information made for a fantastic day!
Review provided by Tripadvisor
John_m
Jun 17, 2025
Amazing experience 10/10 - Gabriel was excellent. Friendly and informative. He was an excellent driver and guide. The vineyards were great. I really can't say enough good things. We had an incredible day. This was a highlight of our trip.
Review provided by Viator
Tessk476
Jun 10, 2025
The perfect tour to see it all! - My husband and I had an INCREDIBLE day with Diana. She was so full of knowledge, she was kind, and she answered every question we had! We had a blast! We couldn’t imagine a better day touring such perfect vineyards, and the suggestions we had on San Gimignano only added to the day! Would recommend Diana and Truescany to anyone who asked!
Review provided by Tripadvisor
Emily
Jun 7, 2025
Perfect Day Tour of Tuscany - Lovely tour. Highlight of our stay in Florence. Our guide, Alberto, was positively delightful. Each vineyard was lovely and the timing of visiting San Gimignanowas perfect, just before the big crowds.
Review provided by Tripadvisor
Trip24011676062
Jun 2, 2025
Amazing Tuscany! - Diana is an amazing and informative tour guide. She is very friendly and knowledgeable. We would recommend her to anyone looking to tour the area. We loved every minute of our tour!
Review provided by Tripadvisor
Joslynw594
May 30, 2025
Amazing semi-private tour with Claudius!! - Claudius was amazing! Couldn’t have asked for a better driver! Very engaging and funny! Great tour. Would come back. 10/10
Review provided by Tripadvisor
Juliet_m
Jun 3, 2025
Good, but not our favorite - It was a good day in Tuscany. The stops were well worth it, however there was less wine tasting than I would have hoped for the price. We’ve done several wine tours in many countries and this was unfortunately not one of my favorites. We did two tours in Florence and we both preferred the other to this one. It was nice to have a small group, but I would look elsewhere for a little more laid back free form tasting.
Review provided by Viator
From $245
up to 8 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).