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

107 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
Wine tasting

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

(107 Ratings)

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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

Connector53354100522

May 1, 2025

Beautiful Tuscan experience - Valentine was very kind., informative & very safe driver. He gave us great tips at each location we stopped & made us feel like friends. We had a wonderful day!

Review provided by Tripadvisor

Passenger749912

Apr 21, 2025

Great experience with Cristian - Cristian was an amazing tour guide! We were able to customize parts of our tour and Cristian did a fantastic job of educating us along the way! We were able to go to boutique, family run vineyards and historic towns all in one day. Would recommend!

Review provided by Tripadvisor

Julianneg511

Apr 8, 2025

Great tour, a must in Florence! - A nice tour with wine tasting, very nice experience, I recommend to all! Our guides were great (Jacobo and Tabatha not forgetting Boris the driver). Great service from them and entertainment for all tastes, super smiling and give good advice on what to visit and where to go in free time. Thank you.

Review provided by Tripadvisor

Davidwy3683bg

Oct 25, 2024

Christian ensured we had a great day in the Tuscan region - Our tour with Christian was fabulous. Arrived on time, vehicle was clean and comfortable and Christian was polite and informative. We were taken to the areas of our tour as well as a few other places. His local knowledge was fantastic and it was great to chat with him. Thoroughly recommend Christian to anyone wanting to see these areas and to learn more about their history.

Review provided by Tripadvisor

Siennah_g

Oct 24, 2024

Beautiful Day in Tuscany - Placido was a great guide. He was nice, knowledgeable, prompt and dropped us very close to each site. He took us to a secluded winery that had great wine and lunch with a beautiful view.

Review provided by Viator

R3980btjessicak

Oct 23, 2024

Great day - Cristian was our tour guide and he was absolutely amazing! He was so knowledgeable and took us to the best places. We had the best day and could not recommend this tour enough!

Review provided by Tripadvisor

Charmaine_g

Sep 26, 2024

Best day ever! - We had the most amazing time in Tuscany touring with Placido! From the moment we got into the (brand new) car, he taught us so much about the history, culture and geography of the region and towns we visited. He asked us about our preferences for the day and then planned some very special stops, always asking our permission beforehand. He took us to the most incredible winery for lunch and wine and olive oil tastings. He gave us great recommendations before dropping us in Siena and San Gimignano for us to explore on our own. It was a great break to get out of the city for a day, and Placido was the perfect host. He was professional, charming, and incredibly knowledgeable!

Review provided by Viator

243jeremies

Sep 14, 2024

Day trip from Flirence with Ciao Florence tours - Excellent service. Jacob was well informed and Raph was a great driver. The tour was incredible and the food and wine were great. I highly recommend this tour!!

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Katerinas434

Sep 11, 2024

Private business tour. Florence, San Gimigniano, Siena. - We were a business group of 16 and had a wonderful Monday, touring Tuscany and visiting the incredible medieval town of San Gimignano and the vibrant town of Siena! What we deeply appreciated though, was the polite and efficient expertise of the department that organised our private tour on a Sunday, on such a short notice! Our itinerary was designed quickly and effectively by Beatrice, providing us with a quality minibus driven by Gavril which was polite and punctual! Thank you for a memorable collaboration and superbly organised tour!

Review provided by Tripadvisor

Check Availability

From $117

up to 8 guests

1 - Adult