Private Day Tour of Pisa, San Gimignano and Siena from Florence
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September 2026
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Adults
Age 13 and over
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Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 33 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Day Tour of Pisa, San Gimignano and Siena from Florence worth booking?
Private Day Tour of Pisa, San Gimignano and Siena from Florence is a 9-hour experience in Florence, Italy, from $142 per person. It scores 75 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 5/5 rating across 33 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 75 / 100
- Rating
- 5/5 (33)
- Duration
- 9 hours
- From
- $142 per person
• 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.
What you get
About this experience
• 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 the scenic Tuscan countryside, and into the historic centers of Siena, San Gimignano and Pisa. Travel in premium comfort and at your own pace with invaluable advice and suggestions from your local driver. • 9/10-hr Full-Day private tour of Pisa, San Gimignano and Siena. • Pick-up and Drop-off at your Hotel or address provided. (Florence down town) • Travel in a private luxury Minivan. • Visit three UNESCO World Heritage sites in a single day. • Learn about the area's history and culture from a private driver.
What's included
Included
- English-speaking licensed driver
- On-Board WiFi
- Unlimited cold mineral waters
- Transportation by luxury Minivan Air-Conditioned (up to 6 passengers)
- Private transportation
- Pick-up and drop off at your selected hotel/ location (Florence Down Town)
Not included
- Lunch (to be paid on location)
- Entrance fees (museums, churches, historic sites, etc.)
- City tour guide
What you'll see and do
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 Mediterranean coasts from Turkish and pirate fleets. At the heart of the square you will find the statue of the Grand Duke of Tuscany, made in 1596. Behind it stand Palazzo della Carovana and Palazzo degli Anziani del Popolo, which was transformed by Giorgio Vasari. Piazza dei Cavalieri is the location of the Scuola Normale Superiore, commissioned by Napoleon based on the model of the Parisian Ercole. The greatest Italian professors, such as Pacinotti, Carducci, Pascoli, Fermi and Rubbia, have all studied and taught here. You will then arrive at the breathtaking Leaning Tower of Pisa, the unmistakable tilting tower that has people marvel from all over the world!
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Leaning Tower of Pisa
Pisa and its Piazza dei Miracoli have always been a fundamental part of a trip to Tuscany, and despite the presence of the many tourists, the place radiates a timeless, evocative and powerful beauty. Visitors from every corner of the world typically try to keep the leaning tower upright, with a little help from their camera’s perspective, to make for amusing photos!
60 minutes here
San Gimignano
The beautiful stronghold of San Gimignano is one of the most popular tourist attractions in Tuscany. San Gimignano is a treasure of medieval architecture, frozen in time in the year 1300. Above all, it is famous for its ancient towers, which still stand out from its skyline, earning it the nickname Manhattan of the Middle Ages. Don't forget to stop by the famous Dondoli ice cream shop, winner of many awards for the best ice cream in the world.
120 minutes here
Piazza Della Cisterna
Piazza della Cisterna dates back to 1287. It is located exactly in the center of the city, at a crossroads between the two main streets of the upper medieval village. While the city’s Piazza del Duomo served both as a religious and political center, Piazza della Cisterna was instead used as a local market and as a stage for social gatherings, parties and tournaments.
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Collegiata di Santa Maria Assunta - Duomo di San Gimignano
The Duomo of San Gimignano is also known as La Collegiata. Visiting this beautiful cathedral is a must! Because it has never been restored, you will be able to marvel at the original colors used in the unique frescoes, which remain vivid, bright and truly splendid. La Collegiata has also been used as a set to film a few scenes of Franco Zeffirelli’s Tea with Mussolini (1999).
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Siena
Siena is one of the most popular and visited places in Tuscany. It is known throughout Italy for its distinguished medieval architecture. Upon arrival, explore its rich history and art, through its notable local monuments such as the famous seashell-shaped Piazza del Campo and the outstanding Siena Cathedral. Many local shops fill the historic streets of Siena, a great opportunity for you to taste local food or buy some gifts
180 minutes here
Duomo di Siena
TThe Cathedral of Santa Maria Assunta is the main location of Catholic worship in Tuscany, and the diocese of Siena. The building is located in the square of the same name in the center of the city. Built in Italian Gothic style, it is one of the most significant and spectacular churches built in Italy.
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Piazza del Campo
Piazza del Campo (or simply, il Campo) is the main square of the city of Siena. Unique for its particular and original seashell shape, it is renowned all over the world for its beauty and architectural integrity, as well as for being the place where the Palio di Siena takes place twice a year.
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Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 7 travelers per booking
- Operated by
- UNIQUETUSCANY private tours
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
- Departure is suggest at 8,30am/9:00am.
- A confirmation is appreciated the day before the appointment by e-mailing
- In case of rain, umbrellas will be provided by your driver
- This tour/experience is for a maximum of 6 travelers (your private party).
- You will be picked up directly at your hotel or address provided at the time of booking at the exact time of the start of the tour.
- Our drivers will happily assist with any questions or requests. They are vastly familiar with Tuscany and will share curiosities and facts, or offer suggestions about the area being toured, and more.
Photos
What travelers are saying
Outty’s summary of the themes that recur across 33 traveler reviews. Written by us, not quoted from reviewers.
The guide
6 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
5 mentionsReviewers describe the commentary as informative rather than scripted.
Small groups
3 mentionsThe group size is repeatedly described as intimate rather than packed.
Organization
2 mentionsPickup, timing, and logistics are described as running smoothly.
Food and drink
2 mentionsThe tastings and food stops are a highlight for most reviewers.
Traveler reviews
33 verified traveler reviews for Private Day Tour of Pisa, San Gimignano and Siena from Florence. Ratings and reviews provided by Viator and Tripadvisor.
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.
via Tripadvisor
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.
via Tripadvisor
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!
via Tripadvisor
Best Day Trip!
Excellent service and tour guide. Perfect locations- safe and beautiful! The.best local shopping. Alessandro was awesome!
via Tripadvisor
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.
via Tripadvisor
Good to know
- Duration
- 9 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $142 to $780
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 12
- Verdict
- Strongly Recommended
Why this scores 75
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Day Tour of Pisa, San Gimignano and Siena from Florence: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Private Day Tour of Pisa, San Gimignano and Siena from Florence cost?
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Prices start at $142 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Florence usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private Day Tour of Pisa, San Gimignano and Siena from Florence take?
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Plan for about 9 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Florence is not rushed.
Is Private Day Tour of Pisa, San Gimignano and Siena from Florence worth it?
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It holds an Outty Ranking of 75 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (5/5 across 33 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Day Tour of Pisa, San Gimignano and Siena from Florence?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Private Day Tour of Pisa, San Gimignano and Siena from Florence suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 9-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private Day Tour of Pisa, San Gimignano and Siena from Florence?
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Around 12 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Florence can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Florence and add a light layer if any part of the 9-hour experience runs outdoors or after sunset.
Where does Private Day Tour of Pisa, San Gimignano and Siena from Florence start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Florence within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Florence?
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On Outty we rank every Florence experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Best tour in Florence: Renaissance & Medici Tales - guided by a STORYTELLER, Florence Pizza or Pasta Class & Gelato Making at a Tuscan Farm, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Florence?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Florence?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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