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Private Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Tuscany, Italy
Book online or call: (888) 651-9785(888) 651-9785

From US$523.83

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8 to 9 hours (Approx.)
Hotel pickup offered
Mobile ticket
Offered in: English


Discover the delights of Tuscany on a private day trip from Florence. With a knowledgeable private driver, travel through the renowned Chianti wine region to visit the towns of Siena and San Gimignano. You’ll see famous landmarks like Siena’s Piazza del Campo, home to the annual Palio horserace, and the medieval hilltop towers of San Gimignano.

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33 Reviews
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Reviews by Viator travelers
, Sep 2019
Alex was very informative, professional and patient. He gave a great tour of the vineyards and explained the wine making process to the point of stopping and showing us the grapes.
Great experience with Alessandro
, Aug 2019
My wife and I had a great time with our private tour guide Alessandro. It was our first time in Tuscany and did not want to go through the hassle of renting a car and navigating through the cities. Alessandro went out of his way to give us the history and explanations of everywhere we visited along with the history of the Tuscany region. The tour was flexible and catered to our wishes with Alessandro going out of the way to show us specific things we wanted to see. Highly recommended.
Alex is awesome
Dan H
, Aug 2019
This was a great private day trip. Private is the way to go. We were able to customize the itinerary a bit and Alex/Alessandro was very knowledgeable and helpful This was a highlight of our trip!!!! We really liked walking through the small villages.
Wonderful Day Trip
, Jun 2019
We had a wonderful day with Alesandro. He have us so much history about Sienna and communicated very well about our pick up areas. He made a great lunch reservation for us too. I would book with him again on our next trip!
Wonderful experience
, Jun 2019
Our experience with Alex as our private tour driver was excellent. He was on time, friendly and corteous and provided good information along the way. He managed time very well, the tour did not felt rushed in any way, and all the cities visited wonderful. The farm lunch was excellent, except for our waiter who seemed to be presenting a sales pitch for the products of the farm and wines. This however did not ruined the experience. Otherwise, the tour is highly recommended and would definitely repeat.
Best Private Tour
, Jun 2019
Silvia was a fantastic guide and a great person. She recommended a private wine tour at Casanova and it was the best part of our trip. Would highly recommend this trip to anyone. As an FYI, there is no “ guided tour” of Siena or San Gimignano as we had time in each city to explore which we prefer.
Wonderful experience in the Tuscany countryside
, May 2019
The private tour in our limo service with our driver Alex was excellent. He was on time to pick us at the hotel and is a very corteous, friendly and well prepared driver. Although he is not a tour guide, he provided us with useful and enough information about the placed we were going to visit and along the way. He managed to schedule proper times for visiting the towns of Siena and San Giminiagno as well as to book a wonderful lunch at a local farm were we tasted good Chianti wines and food prepared by the owners. The only down side was the server at lunch, which tried to do a good job but prevented us from enjoying a peaceful time from all the information she gave about everything. This of course is not a problem of the company which provided our private tour but more of the farm staff. Other than that the tour went flawless, we enjoyed a lot the experience and we returned on time to our hotel feeling refreshed and not tired because of the one to one service and the comfortable ride. We would highly recommend the tour to friends and family.
Response from Host , May 2019
Thank you very much dear!
Best tour of the entire trip. Had...
, Aug 2018
Best tour of the entire trip. Had no idea what to expect out in the country. Siena was a beautiful old town with a round city square. A stop by Monteriggioni for lunch was fun. The drive through Tuscany was filled with beauty. Highly recommend this private tour so you can spend the time you want along the way!
Our driver Alessandro was...
John C
, Apr 2018
Our driver Alessandro was outstanding!! He was so knowledgeable about the region and especially the wine. In addition to our visits Siena and San Gimignano, he helped us pick a great winery for lunch.and was able to squeeze in another winery stop for a tasting on our way back to Florence. He also took us on a backroads tour through the Chianti Classico area so we really were able to see and appreciate the amazing area rather than just driving in and out of a winery.
Alex was amazing, nice, very easy...
, Feb 2018
Alex was amazing, nice, very easy going person. He made you feel right at home providing all the information you needed. It was a nice trip away from the big city. Definitely would do it again especially with Alex as the guide!

Product code: 23322P7

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