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

119 Ratings

Florence

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Embark on a private tour of Tuscany and discover the enchanting cities of Siena and San Gimignano. Immerse yourself in the medieval atmosphere and indulge in the beauty of the Chianti wine region. Book now!

Duration: 8 hours

Cancellation: 24 hours

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Highlights

Florence - Prepare for a day of absolute bliss as you discover the best of Tuscany… A private driver will pick you up directly from your accommodation in the comfort of a luxury Mercedes vehicle. Simply relax and enjoy the beautiful rolling hills throughout your journey from Florence to Siena. You will arrive there in about an hour.

What's Included

Mercedes vehicle
Hotel pickup and drop-off
Bottled water
Speaking driver
Wi-Fi
Free time in Siena, San Gimignano and Chianti wine region

What's Not Included

Lunch
Local guides in San Gimignano and Monteriggioni

Additional Information

Escape for a day from Florence and explore Siena, San Gimignano and the idyllic Chianti region. Experience all the wonders of Tuscany at your own pace. Bask in the exclusive service of your private driver and absorb the medieval ambience of Siena and San Gimignano, two genuine treasures in the midst of Tuscany. As you return to your Florence hotel,…

Location

Florence

Cancellation Policy

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

Customer Ratings

4.7

(119 Ratings)

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Florencevd4754fp

Jul 16, 2025

Wonderful tour! - Cristian, our fantastic guide, took us on an incredible tour of the Chianti region that included stops at two charming family vineyards. The scenery was amazing and Cristian went out of his way to make our experience memorable. Highly recommend

Review provided by Tripadvisor

Adam_s

Jul 12, 2025

An epic day in the Chianti region of Tuscany. - Our experience with Christian was five star. He gave us some structure in our private tour yet offered advice based on our love of wine and history. He located a local family owned winery where we enjoyed a wonderful meal in a Tuscan farmhouse, enjoyed beautiful Chianti wine, and toward the medieval cities in the region. It was an epic day and would recommend this to anyone traveling to Florence looking to cover a lot of ground in one day. Christian was hospitable, educational, funny, proud, and knew how to show our family a perfect day. This tour is something that we will talk about for many years.

Review provided by Viator

Rahas897

Jun 30, 2025

Beautiful view - The views were spectacular and it was interesting to learn about the wine vineyards history. Our tour guide Cristian was very informative and did a great job of explaining the history of all the squares that we visited.

Review provided by Tripadvisor

Reem

Jun 20, 2025

A day in Tuscany - Our guide Valentine was so nice and courteous and explained everything to us. He answered all of our questions too! He also recommended a beautiful winery to have lunch in. The views were incredible!

Review provided by Tripadvisor

Travel47282102719

Jun 16, 2025

Absolutely Fantastic Tuscany Tour with Cristian! - Our private tour to a Tuscany winery, Siena, and San Gimignano with Cristian was an absolute highlight of our trip! From start to finish, Cristian was incredibly knowledgeable, engaging, and genuinely passionate about sharing the beauty and history of Tuscany. He tailored the experience perfectly to our interests, recommending an exquisite winery, navigating us seamlessly through charming Siena, and ensuring we had ample time to explore the breathtaking San Gimignano. We can't recommend him highly enough – a truly exceptional guide!

Review provided by Tripadvisor

Judypi9390pa

Jun 15, 2025

Wondered experience touring with Ciaoflorence Tours - Cristian was our tour guide and he was so enjoyable!! He explained everything so well and knew so much of the history. We listened to try to remember all of the info. He made our tour!!

Review provided by Tripadvisor

Letim2

Jun 10, 2025

Punctuality, efficiency and very good driver Luca was our friendly driver on Private trip to Siena and San Gimignano.. - We took a private tour 5 women. To SIENA and San Gimignano, the car is excellent. Luca is a perfect driver.

Review provided by Tripadvisor

Lora

May 31, 2025

Memorable trip to Tuscany - Placido, our driver, was prompt, friendly, experienced and helpful. He gave us plans for our visit that were easy to follow. Our trip to the Siena Duomo was quite memorable. The special lunch he arranged for us was excellent!

Review provided by Tripadvisor

T1727xikendram

May 13, 2025

Best tour of Tuscany with Cristian! - What a fabulous day with Cristian touring Siena, San Gimignano and the Chianti wine region! Our guide was the best! As a native Florentine, he was very knowledgeable about the region and provided great commentary. We were picked up at our hotel and transported in a comfortable Mercedes vehicle. The scenery was gorgeous and the stops along the way provided us a window into the many aspects of Tuscany. Cristian was so professional and accommodating. Safe driver too! We highly recommend this private tour!

Review provided by Tripadvisor

Sherpa54768493923

Jul 1, 2025

Great views - Great views! Amazing tour guide. Our bus driver on the other hand, coughed for the entire tour. Did not cover his mouth. Unlucky for me who sat right behind him, 3 days later got sick with the flu (spent the last 3 days of my trip in bed, missed out on tours that had been booked cause I couldn't get out of bed) and now I have bronchitis possibly pneumonia

Review provided by Tripadvisor

Check Availability

From $123

up to 8 guests

1 - Adult