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Explore Pisa and San Gimignano from Florence on this private 8-9 hour tour, including sightseeing, free time, and stunning Tuscan countryside views.
Discover the charm of Tuscany’s most iconic towns with this private day trip from Florence. Priced at $1,026.63 per group (up to 8 people), the tour offers a personalized experience with hotel pickup, private transportation, and the flexibility to explore at your own pace. With a rating of 5.0 based on 7 reviews, it’s clear that travelers appreciate the seamless logistics and personalized service.
The tour spans 8 to 9 hours, making it an ideal choice for those who want to see Pisa’s Leaning Tower, stroll San Gimignano’s medieval streets, and enjoy panoramic Tuscany countryside views. The small group size ensures an intimate experience, and the private driver adds a layer of comfort and convenience. While the tour does not include lunch or wine tasting, it leaves plenty of time for dining and shopping independently.
This tour is especially well-suited for visitors who prefer independent exploration without the rush of larger bus tours. The flexibility to enjoy each town with free time and the comfort of private transport makes it a popular choice, often booked 35 days in advance.


This tour departs from Florence with a private vehicle and an English-speaking driver. The round-trip transport ensures a hassle-free day, avoiding the need to coordinate trains or buses. The private nature of the tour guarantees a relaxed pace and personalized service, ideal for those who prefer independence combined with reliable logistics.
The drive takes you through the rolling hills of Tuscany, offering picture-perfect views along the way. The itinerary balances sightseeing with ample free time to explore each town, shop, or dine at your leisure.
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Your first stop is at the famous Leaning Tower of Pisa, where you have 1 hour and 30 minutes to enjoy the area. This landmark’s unmistakable tilt makes it a must-see, and the surrounding Miracles’ Square provides a stunning backdrop for photos. You can stroll around, take pictures, and soak in the atmosphere of one of Italy’s most recognizable monuments.
Adjacent to this is the Piazza dei Cavalieri, a less crowded yet breathtaking square behind Miracles’ Square. With 15 minutes allocated, you can admire its architectural beauty and historical significance, often overlooked by larger groups.
Between Pisa and San Gimignano, the tour includes a 1 hour and 15-minute drive through Tuscany’s famous rolling hills. During this time, the driver makes photo stops, allowing travelers to capture the landscape’s classic vineyards, olive groves, and scenic vistas. It’s a great way to experience the essence of Tuscan countryside without feeling rushed.
This part of the journey enhances the overall experience, providing a visual feast of Tuscany’s natural beauty, setting the stage for the medieval towns ahead.

The tour’s final stop is San Gimignano, known for its well-preserved medieval towers and charming streets. You get 1 hour and 30 minutes to explore the old town, renowned for its unique skyline of towers, historic architecture, and local shops.
San Gimignano also boasts excellent wines and delicious local cuisine, making it a perfect spot for a leisurely stroll, shopping for souvenirs, or sampling regional specialties. The town’s intact medieval walls and UNESCO World Heritage status highlight its historical importance.

While the tour price does not include lunch or wine tasting, these experiences are available to be paid on the spot. Many visitors enjoy sampling local wines or enjoying a meal in San Gimignano’s picturesque settings, adding to the trip’s authenticity.
This flexibility allows you to customize your experience, whether seeking a quick bite or a more indulgent tasting session.

The driver—notably praised in reviews—Emanuele is described as phenomenal, contributing to the overall enjoyment of the tour. The English-speaking driver provides informative commentary and ensures smooth logistics throughout the day.
The tour is fully private, meaning only your group participates, which enhances comfort and allows for personalized attention. The timing and pacing are well managed, ensuring a balance between sightseeing and leisure.

At $1,026.63 per group, the tour offers excellent value for a personalized experience with up to 8 people. It’s often booked about 35 days in advance, indicating strong demand and popularity among visitors seeking a stress-free day trip.
The full cancellation policy allows for free cancellation up to 24 hours before the start, providing peace of mind.

This private day trip caters to travelers who value comfort, flexibility, and personalized service. It’s ideal for those who want to see Pisa and San Gimignano without the constraints of large group tours or complex transportation arrangements. It suits visitors who appreciate free time to explore independently and are interested in stunning scenery and medieval architecture.
This Pisa and San Gimignano tour from Florence offers a balanced mix of famous landmarks, scenic drives, and free exploration. The private transport and dedicated driver make it a stress-free way to discover Tuscany’s highlights comfortably.
While the price may seem high for some, the personalized experience and flexibility justify the cost, especially for groups up to eight. If you want to enjoy stunning views, iconic sights, and leisurely exploration without the rush of bus tours, this option delivers.
Most suitable for those who prefer customized itineraries and small-group intimacy, this tour promises a relaxing and scenic day through one of Italy’s most beautiful regions.
“Emanuele was our driver and he was phenomenal!! We had such an amazing experience going to Pisa and San Gimignano from Florence.”
What is included in the price of the tour?
All taxes, fees, handling charges, private transport, hotel pickup and drop-off, and an English-speaking driver are included.
Can I cancel the tour if my plans change?
Yes, there is a full refund available if you cancel at least 24 hours before the scheduled start.
Are lunch and wine tasting included?
No, they are not included but can be arranged on the spot at an additional cost.
How much time do I have in each location?
You get about 1 hour 30 minutes in Pisa and 1 hour 30 minutes in San Gimignano, with time allocated for sightseeing, shopping, or dining.
Is the tour suitable for children or people with mobility issues?
The tour’s duration and walking involved make it suitable for most people, but specific mobility considerations are not detailed.
Who is the driver, and what is their role?
The driver, such as Emanuele in reviews, provides professional, friendly service, and offers informative commentary during the drive.
How far in advance should I book?
Most bookings are made approximately 35 days ahead, which helps secure availability in peak seasons.
What is the overall experience like?
The tour offers stunning views, free time for personal exploration, and a comfortable, private environment—perfect for those seeking a relaxed yet comprehensive day in Tuscany.