Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany
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September 2026
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Adults
Age 13 and over
Children
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
4.8/5
Based on 149 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany worth booking?
Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany is a 10-hour experience in Florence, Italy, from $155 per person. It scores 78 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 4.8/5 rating across 149 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 78 / 100
- Rating
- 4.8/5 (149)
- Duration
- 10 hours
- From
- $155 per person
Experience a full-day, private tour of the Tuscan gems, Pisa, Siena, and San Gimignano. Let your private driver do all the paperwork and explore Siena, Pisa and San Gimignano at your own pace. With hotel pickup and drop-
What you get
About this experience
Experience a full-day, private tour of the Tuscan gems, Pisa, Siena, and San Gimignano. Let your private driver do all the paperwork and explore Siena, Pisa and San Gimignano at your own pace. With hotel pickup and drop-off from Florence, you will be able to sit back and enjoy the picture postcard Tuscan countryside surrounding you and your travel companions. Make the most out of this private experience with a private and knowledgeable driver at your full disposal. Design with him the itinerary of your dreams!
What's included
Included
- Air conditioning and USB charger on board
- Independent Sightseeing in Pisa, Siena and San Gimignano
- Entrance to the Leaning Tower in Pisa - if option selected
- Expert Professional Driver at your full disposal
- Commentary on board
- Bottled water
- Door to door Hotel pickup and drop-off
- Photo Stops along the Way to portray the most beautiful landscapes of Tuscany
- Dedicated office support available before, during, and after the tour to customize the experience
- Flexible itinerary
- Direct access to the historic centre of UNESCO Listed Art Cities
- Fully-fitted Mercedes vehicle with Free Wifi on board
Not included
- Lunch
- Admission fees
What you'll see and do
Florence
Begin your journey through the heart of Tuscany in absolute comfort… A private driver will pick you up directly from your accommodation in a luxury Mercedes vehicle. Then, you will be on your way, driving through the spellbinding scenery of Tuscany with its vibrant greenery, hilltop towns, and countless vineyards. You will arrive in Siena in about an hour.
60 minutes here
Siena
Your driver will drop you off very close to the Siena Cathedral, a major perk of arriving in a private vehicle! Siena is a hidden gem of medieval glory in the Tuscany region. With a rich history of architecture, art, and culture, Siena itself is a UNESCO World Heritage Site. Enjoy two hours of exploration throughout the beautiful buildings, artisanal shops, award winning restaurants, and picturesque alleyways.
120 minutes here
Piazza del Campo
While discovering Siena, you will inevitably find your way to the most famous square in the city - Piazza del Campo. Not only is this piazza a popular place for locals to gather, but it is also home to an annual palio horse race, which is an epic competition between the different neighborhoods of Siena! After admiring the panoramic views of this large, shell shaped square, you will have free time to grab a cappuccino at one of the many cafes lining Piazza del Campo, experiencing Siena as the locals do.
60 minutes here
Torre del Mangia
Rising above Piazza del Campo, you can find Torre del Mangia, the intriguing clock tower of Siena. This incredible tower dominates the city's skyline and is the third tallest tower in all of Italy! Interestingly, the tower was built to be the exact same height as the Siena Cathedral. If you are looking for unique views of the city and Cathedral, climbing the tower is a great way to discover the beauty of Siena. Entrance is not included in this tour.
30 minutes here
Duomo di Siena
Make your way to the beating heart of Siena - the Siena Cathedral. At first sight, you will notice the breathtaking facade and its various colored marbles and a unique example of Romanesque-Gothic architecture. Inside, you will immediately be amazed by the incredible marble, mosaic floors, which depict biblical stories on 56 different scenes. As you look up, you will see masterpieces throughout the church from Renaissance masters including Donatello, Pisano, Pinturicchio, and Michelangelo. Walk through the breathtaking atmosphere inside, and don't forget to stop in the striking Piccolomini Library on your way out! Entrance is included in the price of this tour.
30 minutes here · Admission not included
Strada Statale 222 Chiantigiana
After a captivating morning of exploration in Siena, you can relax in the backseat of the air conditioned, luxury vehicle. Your driver will take you to San Gimignano along some of the most picturesque streets in Italy. Scenes that you have only seen in postcards will truly come to life! On this private tour, you have the perk of being able to ask your driver to stop as you prefer, so you can take incredible photos that will remain in your memory forever.
30 minutes here
San Gimignano
From a distance, you will begin to see San Gimignano, with its unmistakable medieval “skyscrapers.” Sometimes called a medieval Manhattan, there are still thirteen towers intact in this perfectly preserved hilltop town. Your driver will drop you off outside the ancient gate of the city, and where you can find a famous panoramic viewpoint of the Tuscan countryside. You will have an hour to explore the lovely town of San Gimignano as you please.
60 minutes here
Piazza Della Cisterna
As you wander through the characteristic alleyways of San Gimignano, the streets will lead you to Piazza della Cisterna. This is the main square of the city, and where you can find the Cathedral, Duomo, and striking medieval architecture! You can grab a gelato or a coffee during your free time while enjoying the lovely views of this Renaissance city.
15 minutes here
Collegiata di Santa Maria Assunta - Duomo di San Gimignano
During your free time in San Gimignano, discover the historic Cathedral and Duomo. Inside, you can find ancient and beautiful frescoes colorfully decorating the walls of the Cathedral. Many tourists skip entering this sacred church, and it is truly a hidden gem in the center of the town.
15 minutes here · Admission not included
Pisa
After exploring the timeless beauty of San Gimignano, it will be time to depart for a great symbol of Italy - Pisa! The drive will last about an hour, as you travel in complete comfort.
60 minutes here
Leaning Tower of Pisa
With the Leaning Tower right in front of you, a visit inside will be irresistible! Enhance your experience in Pisa by making your way to the top of the Leaning Tower. From the peak, you can admire the stunning and diverse views of Pisa from above the rooftops of these ancient buildings. Enjoy the breeze on your skin, and then take some fun photos before heading back down! Admission fee is not included.
30 minutes here · Admission not included
Duomo di Pisa
In the center of Piazza dei Miracoli, you will find the Cathedral of Pisa. Often overlooked by the Leaning Tower, this church is a hidden gem of pure beauty in Tuscany. The Cathedral is one of the first examples of “Pisan Romanesque” architecture, a form of design only found in Pisa and towns nearby. Discover the intricate carvings on the facade of the building, so precise it is almost unbelievable this was completed over almost a thousand years ago. Enter the Cathedral for truly heavenly views: Cimabue’s iconic fresches, Giovanni Pisano’s pulpit, and golden ceilings.
30 minutes here
Florence
After grabbing some last minute souvenirs from Pisa, hop into the backseat of your comfortable, private vehicle, and you will be on your way. Enjoy the return drive in the comfort of a private, luxury vehicle. The drive will take about one hour, and you will be dropped off at your accommodation in Florence.
60 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Options you can book
Private tour in English
Pickup included
Private tour in Spanish
Pickup included
Spanish and Leaning Tower
Leaning Tower Tickets: Make your experience more exciting by adding skip-the-line tickets to the Leaning Tower Pickup included
English and Leaning Tower
Leaning Tower Ticket: Make your experience more exciting by adding skip-the-line tickets to the Leaning Tower of Pisa Pickup included
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 8 travelers per booking
- Operated by
- Ciao Florence Tours Srl
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Specialized infant seats are available
- Not recommended for travelers with spinal injuries
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
Photos
What travelers are saying
Outty’s summary of the themes that recur across 149 traveler reviews. Written by us, not quoted from reviewers.
The guide
8 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
6 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
4 mentionsThe tastings and food stops are a highlight for most reviewers.
Organization
3 mentionsPickup, timing, and logistics are described as running smoothly.
Photo opportunities
2 mentionsThe views and photo stops come up again and again.
Small groups
2 mentionsThe group size is repeatedly described as intimate rather than packed.
Traveler reviews
149 verified traveler reviews for Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany. Ratings and reviews provided by Viator and Tripadvisor.
A Fabulous Day in Tuscany
Today we spent an incredible 10 hours on a private tour with Ciao Florence Tours and Travels, and it absolutely did not disappoint! Our driver, Cristian, was fantastic. He was friendly, knowledgeable, and shared the history of every place we visited, which made the day even more special. Each winery was better than the last, and we enjoyed a delicious lunch at Teruzzi Winery. It was a perfect day in Tuscany and an experience we will always remember. Highly recommend!
via Tripadvisor
My family and I had an amazing tour!!
Christian was an amazing driver with a rich knowledge of the history of Florence! We booked a tour from 8:30-5, and there was never a dull moment. He was friendly and had amazing recommendations for food, gelato, and photo opportunities. My family and I had a great time.
via Tripadvisor
Enjoyable time in Tuscany
We found Cris prompt, knowledgeable, enthusiastic, down to earth and very receptive to what we wanted in our tour. He really took good care of us. He slightly adjusted our tour to meet our needs and interests. Whenever possible, he took us the most scenic way to enjoy the Tuscan countryside. If our future guides during the rest of our time in Italy are half as good as Cris, we will continue to have a wonderful time! Bruce S & Ann H
via Tripadvisor
One of the best tours...
One of the best tours with a fantastic vineyard tour and lunch! Punctual with probably the best guide who made this trip efficient and memorable with two toddlers!
via Viator
A Must!!!! Fabulous
Christin was the most amazing guide!!! We had him for 10 hrs and it was outstanding!!! Christin also Went out of his way to find me the most amazing olive oil!!!
via Viator
Good to know
- Duration
- 10 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $155 to $1195
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 52
- Verdict
- Strongly Recommended
Why this scores 78
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany cost?
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Prices start at $155 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 Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany take?
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Plan for about 10 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 Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany worth it?
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It holds an Outty Ranking of 78 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.8/5 across 149 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 Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany?
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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 Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 10-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany?
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Around 52 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 10-hour experience runs outdoors or after sunset.
Where does Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany 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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