Private Tuscany Tour: Discover Siena, San Gimignano, and Chianti Wine Region from Florence

Embark on a private Tuscany tour from Florence and uncover the hidden gems of Siena, San Gimignano, and the Chianti wine region. Immerse yourself in art, culture, and medieval history while indulging in a wine tasting experience.

Duration: 8 hours
Cancellation: 1 day learn more
Highlights
  • Siena - Siena is known throughout Italy for the quality of its medieval architecture.
    Upon arrival, enjoy the best local monuments such as the famous Conch-shaped Piazza del Campo and the outstanding 13th-century Siena Cathedral.
    Many local shops fill the historic streets of Siena that will allow you to taste or taste local food or buy some gifts!

  • Castellina In Chianti - *Option to organize lunch at the Farm or Winery, where you can taste wines and organic local products. (to be payed on spot)
    (This option will reduce the time in the cities of Siena and San Gimignano and exclude Monteriggioni).

  • Chianti Road - We explore the country of Tuscany, we will drive through the chianti hills. Stop for picture!!!!

  • Historic Centre of San Gimignano - Here we are in the beautiful stronghold of San Gimignano. Freeze at the age 1300dc, San Gimignano a pearl of medieval architecture famous for its houses tower!
    This is our last spot of the day before returning to Florence

What's Included
  • Expert English-speaking driver
  • Extensive knowledge of Tuscany and main Italian destinations with anecdotes and curiosities
  • Complimentary bottled water
  • Onboard Wi-Fi available (request at booking)
  • Comfortable in-vehicle air conditioning
  • Convenient hotel pickup and drop-off in Florence
  • Travel in style with a private luxury minivan
What's Not Included
  • Lunch + wine tasting at farm house (to be paid on spot) around 40/60 euros per adult
  • mance
Additional Information

Experience for your private party

Explore the art, culture, and medieval history of Italy on this private 8-hour tour. Discover the charms of Tuscany on a private day trip from Florence. With an experienced English-speaking private driver, journey through the famous Chianti wine region to visit the towns of Siena, the Monteriggioni fortress, and San Gimignano. See iconic landmarks like Siena’s Piazza del Campo, known for the annual Palio horse race, and the medieval hilltop towers of San Gimignano.

• Our drivers are highly knowledgeable about Tuscany and its main attractions. They will share historical insights, interesting facts, and local traditions about the sightseeing areas and are available to assist with any needs.

  • Interested in a traditional Italian meal experience? By arranging it during your reservation, we can organize lunch in wine cellars or on farms. This is a highly recommended experience, especially for wine enthusiasts.
  • A maximum of seven people per booking
Location
Siena
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(319 Ratings)
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Sara_f
Aug 20, 2024
A Highlight of our Vacation - Massimo was a wonderful guide and drove us through the most beautiful landscapes in the Tuscany and Chianti regions. We loved our time in San Gimignano and Siena. This day trip was a highlight of our vacation!
Review provided by Viator
Timothyj_o
Aug 15, 2024
Excellent Tour - Even Better Driver/Guide - David was an outstanding driver and guide. He was knowledgeable, very nice and also accommodating. He arranged an outstanding lunch and worked to ensure that we were as close to the sites we wanted to see when he dropped us off. I would highly recommended him!
Review provided by Viator
Francescagj5416ah
Aug 9, 2024
Highly Recommend! - The trip was amazing and very worth while. We saw amazing views within the 2 villages as well as a great experience at a family owned winery. We highly recommend Gino as your tour guide. He was very friendly and always helpful with extra information and even made a special stop at the US cemetery for us to visit. Accommodations were great, air conditioned, clean and beautiful van.
Review provided by Tripadvisor
Kirk_s
Aug 7, 2024
Customized day trip from Florence - Wonderful custom day for our family. We were able to walk around the two cities for as long as we needed and when we were ready we called our driver to come and get us. The driving was so smooth and we really appreciate all of the history and comments about the area.
Review provided by Viator
Cabebe
Jul 31, 2024
Excellent Tour - Massimo was a great tour guide. Drove safely, knowledgeable about the area, and very easy to talk to. He pointed out important landmarks and things we should experience. Definitely would recommend this trip to Sienna and San Gimignano and Chianti!
Review provided by Tripadvisor
Jennifer_t
Jul 28, 2024
Fantastic Tour in Beautiful Tuscany! - My daughter and I took this tour and it was definitely the highlight of our trip! Absolutely beautiful countryside, amazing wineries and our driver was so friendly and knowledgeable. We highly recommend this tour!
Review provided by Viator
Elma_b
Jul 23, 2024
Awesome tour in the valley side - We had a wonderful time and visit to Siena with Francisco, our guide and driver. He was very accommodating and knowledgeable. He was also considerate with the needs of my husband’s disability and didn’t rush us at all. I will definitely recommend this awesome tour. Although we got stormed out at the end of the trip, it was still nice to see Tuscany and did have lunch at the winery with wine tasting.
Review provided by Viator
Marktbright
Jul 16, 2024
great trip through Tuscany - Great tour, so many photos. Sienna and San Gimignano are amazing and the winery was perfect. Having Simone as a private driver was fantastic, he was very informative and made sure we had a great experience at our own pace. Highly recommend.
Review provided by Tripadvisor
Amber_s
Jul 14, 2024
Memorable Trip - We had the most memorable day in Tuscany with David as our driver. My husband and I were grateful to spend a day with such a friendly, smart, and knowledgeable driver. David first drove us to Michelangelo Square so we could look over Florence before taking our Tuscany tour. We saw the many vineyards of Tuscany as we drove to Siena. After Siena, David took us to a family owned and operated vineyard, not visited by tour buses and not overcrowded. We had a wonderful lunch and wine tasting before heading off to San Gimignano. David gave us recommendations on where to have Gelato and things to see while we were there. Taking the tour with David was like taking a drive with an old friend. I highly recommend this company and if you’re lucky enough, you too could have David as your driver for this remarkable tour!
Review provided by Viator
Navigate04602767100
Jul 16, 2024
It doesn't have much value!!! - My daughter and I were on holiday in beautiful Tuscany and we traveled a lot. Given the wonderful experience in Cinque Terre the year before, we thought about buying a tour in Tuscany This time too our driver showed up with a beautiful and good quality car but he spoke little and his English was a little tired, he laughed a lot and I don't know how much he understood what we asked of him. We had no information about Sienna and Sangimiano. The service for the cost is a bit of a tourist trap like lunch in a place with a lot of people, the wine very expensive. Not worth the money we could have rented a car.
Review provided by Tripadvisor
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September 2024
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