Private Full-Day Tour of Pisa, San Gimignano and Siena from Florence

Embark on a private full-day tour from Florence to explore the enchanting medieval cities of Pisa, San Gimignano, and Siena. Travel in comfort, visit UNESCO World Heritage sites, and learn from a knowledgeable local driver.

Duration: 10 hours
Cancellation: 24 hours
Highlights
  • Pisa - A comfortable one-hour drive will take you to Pisa. As soon as you arrive, you will pass by the historic suburbs and encounter Piazza dei Cavalieri, the original political center of medieval Pisa. It was later transformed by Cosimo I de’ Medici into the center for the Order of the Knights of Santo Stefano, created to defend the…
What's Included
  • English-speaking licensed driver
  • On-board WiFi
  • Unlimited cold mineral waters
  • Private transportation in a Mercedes Minivan
  • Air-conditioned comfort
  • Convenient pick-up and drop-off at your selected hotel/location in Florence Downtown
What's Not Included
  • Lunch (to be paid on location)
  • Entrance fees (museums, churches, historic sites, etc.)
  • City tour guide
Additional Information

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate one day to the enchanting exploration of the three best-preserved medieval cities in the world (UNESCO World Heritage sites) in Tuscany on a private day trip from Florence. Avoid the stress of renting a car or driving, and let an English-speaking private driver take you directly from the hotel door, through…

Location
Pisa
Cancellation Policy

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

Customer Ratings
5.0
(33 Ratings)
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Breezyb689
Oct 18, 2025
Fantastic Private Tour with Alessandro! - We took a private ride with Alessandro, and it was an absolutely wonderful experience! He was incredibly informative and made the trip feel personal and relaxed. Alessandro customized our route perfectly — even went out of his way and contacted a winery to add to our route! It was a beautiful winery where we had a fantastic time. At each stop, he gave us great local tips on where to go and what to see, so we could make the most of our visit. Everything ran smoothly from start to finish. We couldn’t have asked for a better guide — it truly made our day special! Highly recommend Alessandro for anyone looking for a personalized, enjoyable, and authentic experience.
Review provided by Tripadvisor
Stef_travel_and_eat
Sep 26, 2025
Amazing day tour with a wonderful guide - Alessandro was absolutely great. We started our day at 9.30am, my husband and I being picked up directly from the front door or our Airbnb. Fitting in three cities in a one day tour means a lot of driving, and what could have been quite dull was anything but that because Alessandro is a font of information and facts about the region, and I’ve now got a huge number of pins on my map app for a future visit. He’s also a great conversationalist generally and we covered language, travel and politics amongst other topics throughout the day. At each stop on the tour, Alessandro dropped us off and made solid recommendations about how long we would need, where we could eat and what we should do and it all worked out perfectly at each stop, it felt like we had just the right amount of time to do what we should whilst not being in a rush. At the end of the day, arriving back in Florence, we stopped off for an additional sunset viewpoint which just ended the day on a really lovely note. We would absolutely recommend this tour and hope you will enjoy it as much as we did.
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546deirdrer
Sep 11, 2025
Tuscan Memories - The tour was fabulous. Alex was informative but not overwhelming with information. We had ample time to explore the Tuscany towns and take pictures that will create lifetime memories!
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Katrynan2025
Sep 11, 2025
Best Day Trip! - Excellent service and tour guide. Perfect locations- safe and beautiful! The.best local shopping. Alessandro was awesome!
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Roving655010
Jul 24, 2025
Perfect tour - We had an amazing time with Alessandro as our tour guide. He is very kind, patient and knowledgeable about wine and the area. We went to Pisa, La Marronaia Winery, San Gimignano, Castello di Montefioralle, Greve, and Piazzale Michelangelo. We would not hesitate to book with him again.
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Travelvacay4me
Jun 11, 2025
Super - Alessandro’s tour was excellent! He gave us time to truly enjoy every place, and we really appreciated the relaxed pace. We especially enjoyed the private tour experience—it made everything more personal and special. Thank you for a wonderful day
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Idacp4093qu
Jun 10, 2025
Alex we loved your tour. Alfredo and Ida from PR - Alexandro was a great tour guide and driver. The experience we had with him was sublime. He explained every step of the way what we wanted to know and more. I garantee Alex is the best of the best. ❤️ Alfredo and Ida from PR
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Coastal67286512665
May 8, 2025
Absolutely the Best Tour We’ve Ever Taken - Our Tuscany tour was hands down the best tour we have ever been on. Everything was seamless—from the pick-up and drop-off at each location to the incredible restaurant recommendations. Alessandro was an exceptional guide; his deep knowledge, warm personality, and thoughtful insights added so much richness to every stop. If you have any hesitation about booking this trip—DON’T! It was the highlight of our time in Italy and an experience we’ll never forget.
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Dklyn247
Apr 17, 2025
A great day in Tuscany - The four of us had a wonderful day on a private tour exploring Pisa, San Gimignano and Siena with Alessandro. His knowledge of Firenze and the Tuscany area, especially in relation to food and wine, was much appreciated. He was flexible and helpful to make sure the tour suited what we wanted. Highly recommend.
Review provided by Tripadvisor
Karmachameleonn
Dec 23, 2024
Excellent experience - Alessandro was very accommodating and friendly and our family had an excellent time. Would definitely recommend to family and friends.
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From $150
up to 7 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).