Semi Private Deep Wine Chianti and San Gimignano from Florence

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: 1 day learn more
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 drive for 01:00 hours towards San Gimignano. We then visit the beautiful walled city, San Gimignano, full of history and charm, famous for its imposing towers and delicious ice cream, this tour will be sure to delight your taste buds. The available time there will be 01:25 hours.
  • San Casciano in Val di Pesa - At 10:55 we drive for 50 minutes towards a typical Tuscan farmhouse in the Chianti area. We will travel to the heart of Tuscan wine country, and visit a beautiful farmhouse with a cellar. Here, we will enjoy a delicious Tuscan lunch with amazing regional food and some of the most wines of Italy. This will be a perfect opportunity to relax and enjoy the stunning views of Tuscany countryside. The available time there will be 02:30 hours.
  • San Michele a Torri - At 14:30 drive for 25 minutes towards San Michele a Torri where we’ll make a final stop at a family run wine estate in the province of Florence, where you will have the opportunity to try other great Chianti wines. Because you can’t say you know Chianti if you haven’t tried at least 5 or 6 different types of wine from the area. The available time there will be 45 minutes.
  • Florence - At 15:50 drive back for 40 minutes, towards the initial pick up point. We will arrive there by 16:30. Well in time to have some more fun during your Florentine afternoon.
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 excursion is tailored to fulfill your desires of wine tasting in Tuscany. You’ll experience the quintessential Tuscan landscapes, as seen in numerous postcards, as you traverse from one winery to another. You’ll have the pleasure of visiting two vineyards and sampling a variety of premium Tuscany Chianti wines. The tour also includes lunch. If you have an appreciation for fine wine, delectable meals, and landscape photography, you’ll find this tour enchanting. Additionally, the itinerary includes a visit to San Gimignano, one of the most picturesque villages globally, renowned for its majestic towers and delightful ice cream. Our trips utilise state-of-the-art Mercedes vans equipped with air conditioning, WiFi, and an iPad per couple, a bottle of water for each participant and of course, a bottle of Prosecco White Wine for a festive happy hour to round off the tour!

  • A maximum of 8 people per Mercedes van
  • Direct pick up and drop off from some hotels locates in the historic center (A zone). For all other locations private residences and B&B the meeting points is: In front of Hotel Boccaccio-Tino Caffè, Via della Scala 59 (one minute walking distance from Santa Maria Novella train station), Florence at 8,00 am. Please arrive 15 minutes before scheduled departure time. If you wish you can have breakfast there, English or continental or just a “cappuccino”. As I Just Drive guests at Tino Caffè you are entitled to have a 10% discount.
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
4.8
(126 Ratings)
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Angelic_a
Jul 27, 2024
Wonderful Experience in San Gimignano and Chianti - Wonderful tour! Sara was fantastic! The food and wine was delicious! Excellent experience! We recommend it.
Review provided by Viator
Peter_f
Jul 26, 2024
A must do when in Florence - This was an amazing experience for our group of 5. Our guides Alberto and Andrea were amazing, truly informative, making all of us confortable, feel welcomed. More than a tour, our guides acted as friends making us discover Tuscany and more specifically the Chianti region, with great stories. A truly worthwhile private tour of two wineries and beautiful San Gimignano. A must do.
Review provided by Viator
Jeanie_i
Jul 15, 2024
Fantastic! - We had a great day in the Tuscan countryside. Amazing food, service, and transportation. Sara was helpful, informative and punctual. The experience was way more than we expected. Definitely recommend!
Review provided by Viator
F388urluigif
Jul 10, 2024
Top notch tour you don’t want to miss. - This tour has a bit of everything. A wonderful wine tasting with a meat pairing at a countryside vineyard, visits to beautiful cities and villages and a fantastic authentic Tuscan dinner. My daughter is a vegetarian and they were more than happy to accommodate her both at the vineyard and at dinner. The views were absolutely stunning. My photos look like they were out of a travel magazine. Andrea the guide was incredibly engaging and friendly. He interacted with all the members of my family. His knowledge of the area was fantastic and he told many interesting stories along the way. Andrea also made sure we were on schedule throughout the tour. Andrea even gave us dinner suggestions for the remainder of our time in Firenze. Truescany is an amazing company. They deliver what they say. The tour is exactly as described. If you’re in Firenze and considering a tour check these guys out and in particular Andrea; You will be glad you did. 100% all the way. Thank you Andrea.
Review provided by Tripadvisor
Christine_m
Jul 3, 2024
Sooo good - Beautiful countryside, delicious food and fantastic wine. It was a great day. We got to spend some time in a cute walled city then have a large lunch paired with fabulous wine. Then visited a second winery with more fabulous wine. All driven in a comfortable van.
Review provided by Viator
Johnr
Jun 29, 2024
Highly recommend - Francesco (Frankie) gave us such a memorable time in Tuscany. His driving was very good and professional, we had great conversations, and he took us to such excellent places. Having a home cooked meal (which was amazing) in such a beautiful setting was so nice - and they even gave my brother a birthday treat!
Review provided by Viator
Climber12868513762
Jun 21, 2024
Review for Sara on our wine tour - We had Sara as tour guide and she was great! We took a day trip into the Tuscan countryside and visited two winery’s. Sara was very helpful, sociable, and knowledgeable for the whole day. It was one of the best parts of our vacation. She got us to our locations with no problem, and kept us entertained along the way. Sara also gifted us a bottle of wine because she knew it was our honeymoon, and we greatly appreciated that. It is an experience we will never forget!
Review provided by Tripadvisor
Karenju4860gr
Jun 15, 2024
Great tour! - We took the San Gimignano and Chanti wine tour from Florence with Sara. It ended up just being myself and my husband, which was awesome! Sara was an amazing host! She was so friendly and knowledgeable, had us laughing, learning, and she also helped us practice our Italian! :) San Gimignano was so interesting and it was the perfect amount of time there. The gelato from Dondoli was to die for (get the almond/honey/saffron flavor). Also, make sure you take photos at the scenic point. The winery tours were lovely, but the lunch at the first winery was outstanding! We ended up buying a few bottles of both wine and extra virgin olive oil to ship home. Lovely time, thank you so much Sara!
Review provided by Tripadvisor
Pjrc1
Jul 19, 2024
Nice for a day out of the city - We ended up being the only ones on this trip, so it was a private trip for us. Our driver, Gabriele, was informative and gave us some information about the area on our drives. We had two hours in San Gimignano - the historical village was interesting to walk around. If you are not touring the church there - I would recommend walking to the park at the top of the hill (inside the walls) for the views. It gets crowded once the larger buses start arriving - but you will leave shortly after that. The wineries were really nice and the lunch was good. I would recommend this tour.
Review provided by Tripadvisor
Charlinev770
Jul 5, 2024
Friendly Road Trip - Our guide was very pleasant, a nice tour in a very small group, however expensive enough for the lived experience. Lunch was however very good and the cooks adapted very well to special requests. Unfortunately the two cellar visits were quite expeditious and too similar, there was no room for frills. We were rushed to the end and did not have time to buy bottles. We expected a more traditional discovery.
Review provided by Tripadvisor
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September 2024
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