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Private Tuscany tour: Siena, San Gimignano and Chianti. Day Trip from Florence

Florence, Italy

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Number of travelers
0 Infants1 Adult2 Adults3 Adults4 Adults5 Adults6 Adults7 Adults
Free Cancellation
up to 24 hours in advance
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icon8 hours  (Approx.)
Hotel pickup offered
Mobile ticket
iconOffered in: English
Good for avoiding crowds


Discover two of the most charming and best-preserved medieval villages in Tuscany on a private day trip from Florence. Travel in a deluxe minivan through the countryside to the World Heritage-listed town of Siena, known for its majestic cathedral and pedestrian-only Piazza del Campo. After free time to explore at your leisure, continue on to the lovely hill town of San Gimignano. Get recommendations from your driver and guide on the best places to shop, dine and visit during this completely customized day.
  • Private day trip to Siena and San Gimignano from Florence
  • Explore two of Tuscany's best-preserved medieval towns
  • See Siena's famous Piazza del Campo, home to the Palio horse race
  • Flexibility to customize your itinerary to your own preferences
  • Private tour is operated with just your party and a guide/driver
  • Free hotel pickup and drop-off included
Saved to wishlist!
Hotel pickup and drop-off
Private tour
Transport by air-conditioned minivan
Food and drinks

Departure Point

Traveler pickup is offered

Departure Time

9:00 AM
  • Confirmation will be received within 48 hours of booking, subject to availability
  • Not wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Infant seats available
  • Most travelers can participate
  • This is a private tour/activity. Only your group will participate
  • OPERATED BY Tuscany Top Drivers

For a full refund, cancel at least 24 hours in advance of the start date of the experience. Learn more about cancellations.

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
What is the maximum group size during Private Tuscany tour: Siena, San Gimignano and Chianti. Day Trip from Florence?
This activity will have a maximum of 7 travelers.

See all safety measures taken by Private Tuscany tour: Siena, San Gimignano and Chianti. Day Trip from Florence.


21 Reviews
2 stars
1 star
Reviews by Viator travelers
Showing 1-10 of 21 reviews
Corey M
, Nov 2019
We had excellent time with Marco! He was very knowledgable and knew where to take us. We would highly recommend him and using Viator was very easy. thanks! Corey - Dallas
What an incredible tour!
, Sep 2019
What a great day! Marco was an incredible driver and tour guide. This private tour allowed us to make some decisions about what we wanted to do for lunch, we decided to stop at a vineyard outside of San Gimignano and it was the best 3 hours we spent that day. The wine and food was delicious! We had plenty of time in Siena and San Gimignano to get some shopping done and see the city. Would highly recommend this tour!
Martino was an excellent guide. He...
shamerz p
, Jul 2018
Martino was an excellent guide. He was a safe driver, well-versed in all things Tuscan and just really pleasant. Anything I asked him, he was able to explain to us. I did most of the asking because I simply love the Tuscan countryside and cannot get enough. We were a family of 4 and we splurged a bit on this tour. So glad we did because it was so much fun for my teens and comfortable as well. Siena was lovely, they were getting ready for the Palio, so it was an experience for us. When you stroll around, there are some great areas for picture taking. Not over crowded like I expected. Lovely shops, I found an amazing hand-made linen table runner, just love it. Martino picked us up when we were done, we were relaxed and happy. Next he took us to a winery for lunch. What an amazing experience it was. We spent way too much time, without even realizing how long. Met others traveling from America, talked, did a tour, their wines are so good, 6 tastings and food to pair with the wine, Lorenzo was our guy, he was so good at explaining what we were tasting, the sangiovese, the chianti reserva and classico which they are famous for and very proud of the fact that they aren't mass produced which I really liked. The cheese was divine! Their vegetable garden was delightful.Our backdrop was the gorgeous Tuscan countryside, who wouldn't want to eat, drink and relax with a view like that. We loved it. San Gimignano was just as lovely but much quicker because we were drinking all that wine, we did not mind. Our pace however wasn't rushed and Martino took us to a place so we could take photos as well. Completely worth while. Thank you! Marco for responding to me! Martino was simply fabulous.
We really enjoyed our tour with...
, Jun 2018
We really enjoyed our tour with Martin! He arrived on time, and was pleasant to talk to. He knew a lot about the region. The van was roomy and comfortable. We really enjoyed walking through both San Gimignano and Siena- great shopping in both cities. He took us to a small family owned winery and restaurant in Chianti Fattoria SantAppiano for lunch, which we loved! Had a fantastic homemade meal. We even liked the wine so much, we got some shipped to us. We also appreciated his flexibility, as we requested that we bring our luggage along with us and we get dropped off at our next resort outside of Siena. He was accommodating to all requests we had. It was a great day!
We booked this tour two days before...
Susan A
, Mar 2018
We booked this tour two days before and it was the best part of our trip to Italy. Our driver, Marco, was excellent and really went out of his way to accommodate our needs. I would highly recommend this tour if you want to see the beauty of Italy without the hassle of trying to keep up with a large tour group!
Donna H
, Oct 2017
THIS WAS ONE OF OUR MOST AMAZING DAYS IN ITALY!!!!! We are four friends 40s-50s. We initially considered doing this trip as a group tour, but decided to pay a little extra for the private experience. WELL WORTH EVERY PENNY!!!! We were picked up by our private driver, Marco, who was ABSOLUTELY WONDERFUL!!! He picked us up at our airbnb in Florence. He was prompt, polite, efficient and couldn't do enough to make sure we had a super day. We first went to Sienna. We loved all these medieval towns! Totally cool place to visit. Then we went to the La Podere Marronaia Winery for the lunch experience. We walked in and I heard all the noisy group tours eating their lunch on the lower levels. Marco whisked us away from the noisy crowds and took us upstairs to a sort of penthouse room. We had a private room with a table set for us with open farmhouse windows on the most beautiful day with breathtaking views of San Gimignano and the Vineyard. Once we were in the private room, we couldn't have been happier that we upgraded to the private experience. It was 40 euros per person for the lunch and wine/olive oil/balsamic vinegar tastings. The food was delicious bruschetta of different flavors, cured meats and olives, pasta and TONS OF WINE!!!! Everything was just scrumptious. We were served biscotti with dessert wine afterwards. We had the most wonderful waiter, Corrado, and he introduced us to his beautiful mother, Sylvia. We all left feeling like old friends and we ordered many goodies which would ship to the US for free. It was quite an experience for 40 euros a piece. When lunch had ended, Marco took us to San Gimignano, which was another cool town. We just loved everything about this experience -- our awesome driver, Marco, the cool towns of Siena and San Gimignano and the upgraded experience at the winery. WE HIGHLY RECOMMEND THIS TOUR!!! YOU WON'T REGRET IT
Great day in Tuscany! Paolo was so...
Dorri K
, Mar 2017
Great day in Tuscany! Paolo was so knowledgable gave us a whole history of the area as we were driving. Extremely accommodating, as our plans kept changing about which areas we wanted to visit. Mercedes Van, very comfortable . Highly recommend !
Best tour ever!! Marco was amazing...
Shelley S
, Jun 2016
Best tour ever!! Marco was amazing and totally treated us like royalty! We had the best lunch at Marronaia!! Thank you!!
Great to leave the hustle and bustle...
, Nov 2015
Great to leave the hustle and bustle of Florence and have a quiet day in Seina and San Gimignano complete with an optional stop at a local winery. We had a wine tasting and a delicious lunch. Marco, our driver, was informative and a pleasure to spend te day with. Worth every penny!
Private tour was very flexible in...
Alfred N
, Nov 2015
Private tour was very flexible in changing itinerary. Left later at 2:00pm instead of 9am and was able to visit San Gimignano first followed by Siena. This allowed us to have dinner at Siena. Our guide / driver was Marco who was very helpful and great throughout the tour.

Product code: 8451P1

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