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

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based on 276 reviews
  • Duration:8 hours (approx.)
  • Location: Florence, Tuscany
From $709.08
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Traveler (Age : 0 to 99)


Free Cancellation

Upto 24 hours in Advance.
Mobile or paper ticket accepted
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*Experience for your private party*

Explore the art, culture and medieval history of Italy on this private 8 hrs tour.
Discover the delights of Tuscany on a private day trip from Florence.
With a knowledgeable English-speaking private driver, travel through the renowned Chianti wine region to visit the towns of Siena, the fortress of Monteriggioni and San Gimignano.
See world-famous landmarks like Siena’s Piazza del Campo, home to the annual Palio horserace, and the medieval hilltop towers of San Gimignano.

• Our drivers are all extremely familiar with Tuscany and with the main destinations. They will always share historical information, curiosities and traditions about the area of the sightseeing and they are available at any needs.
* Would you like to have a traditional Italian meal’s experience? With agreements during the reservation we can organize lunch in wine cellars or in the farms. This is a highly recommended experience, especially for the wine lovers.


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Posted By : joannelM569AG
This was such an amazing day trip of Tuscany! Many thanks to our driver Michele who was knowledgeable and gave us an opportunity to take memorable photos! Our lunch and wine tasting with Francesco at Corbucci winery was the highlight of our trip! We will definitely recommend this intimate experience to all of our friends and family.
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Posted On : 2024-05-19 13:47:38 full ratings


Posted By : mx7p2j9j7g
Francisco was very kind and an excellent driver. This is not a guided tour, which was perfect for us. After two very long guided tours in Rome, we just wanted to wander around and explore on our own. Also, we don’t drink wine so we skipped the winery so we could have more time visiting the two cities. Francisco arranged for an excellent lunch at Turtufo’s. We didn’t know much about this restaurant before we went. It’s excellent and some gave reviews that called it the best they have ever had. For us traveling with our young adult sons, it wasn’t the right fit. It’s a special dinner where you would eat 5 courses. The portions are very small and the chef is serious about each course, each ingredient. If it’s your thing definitely ask Francisco. You will not be disappointed. Had we known we would have declined the invitation for the reservation and grabbed pizza or sandwich for more time in the cities. Once again. He was an excellent driver, made us feel welcomed and special and this was what we were looking for.
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Posted On : 2024-05-19 05:49:34 full ratings


Posted By : Ellen_K
Wonderful experience! Highly recommend, the winery tour of Casa Emma was very special with excellent tour, wine and wonderful food
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Posted On : 2024-05-18 16:10:20 full ratings


Posted By : Raanan_N
The tour of Tuscany was amazing. Simone, the tour guide, was so friendly and knowledgeable about the area. He answered our questions and allowed us to stop for the perfect photos. The van was very comfortable for the 6 of us. We skipped the wine tour of Chianti to have more time in Sienna. Simone made us reservations at a local restaurant outside of the Piazza and the food was excellent and very reasonable. The only complaint we would have is that we wish we had more time in San Gimignano. The private tour was worth the money.
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Posted On : 2024-05-18 03:33:18 full ratings


Posted By : Dr_J
Michael was an enthusiastic and knowledgeable tour guide. The sites were all fantastically memorable. The farmhouse wine tasting and lunch was the consummate Tuscan experience.
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Posted On : 2024-05-17 00:44:38 full ratings


Posted By : Seaside118985
We had an excellent time going to San Gimignano and Chianti wine tour and Siena with Maurizio Bellini.
He was very knowledgeable and courteous.
Overall excellent experience for our group of 6.
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Posted On : 2024-05-16 11:28:50 full ratings


Posted By : Stephen_L
Our private tour of Sienna and Tuscany with Michael was terrific! He’s an outstanding driver, has a thorough knowledge of the region, and has a great sense of humor! Sienna is well worth seeing but I’m not sure I would visit during high season. Lunch at a local family owned winery was highly enjoyable.
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Posted On : 2024-05-15 14:47:39 full ratings


Posted By : page49
Massimo our driver was charming and informative. Enjoyed Siena, San Gimignano and a wine tasting at a beautiful vineyard. Highly recommend as a day trip!
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Posted On : 2024-05-12 04:23:54 full ratings


Posted By : MaryBeth_C
One of the best tours we have taken! Well worth it to get a private tour. Our guide and driver Simone was fabulous. So friendly and knowledgeable about Florence and made sure to point out things as we drove along giving us history and context. Wine tasting was superb. Perfect day!
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Posted On : 2024-05-11 07:09:05 full ratings


Posted By : Joan_M
Beautiful day in the Tuscan countryside. Our driver/ guide Mossimo was fabulous, he took us to see the lovely view of Florence from Michelangelo Park before heading off to the countryside. He dropped us off at the gate of San Gimignano, we wandered around for exploring the walled city. He drove us to Sienna and suggested a local restaurant where we had a delicious lunch. On the way back to Florence we stopped at a vineyard Cassa Emma for a tour and wine tasting. Massimo picked us up and dropped us off at our Hotel, which was very convenient.
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Posted On : 2024-05-05 16:01:48 full ratings