Key West Private Charters
Language $Currency
Login / Sign up
Bookings
Bookings
Wallet
$0.00
Wishlists
Wishlists
Rewards Rewards
Gift cards
Profile
Help Center
Language
Log out
Things To Do Things To Do Top 10 Top 10 City Tours City Tours Swamp Tours Swamp Tours Steamboat Natchez Steamboat Natchez Gift Cards Gift Cards Rewards Rewards Groups Groups FAQ FAQ Contact Contact
Start your search
Change your search
Place or activity
Select Dates
You booked this experience
You're departing on
Google Calendar
Apple Calendar
Microsoft Outlook
Make your trip unforgettable

Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany

133 Reviews 4.87 out of 5 stars Based on 133 reviews collected by Key West Private Charters and TripAdvisor |
Recommended by 97% of reviewers
97% of reviewers gave this experience a rating of 4 or higher.
|
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards. Florence, Italy
Book online or call us

from $177.28 per person

Lowest Price Guarantee
Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany Image 1
Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany Image 2
Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany Image 3
Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany Image 4
Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany Image 5
Don't miss out!
On average, this is booked 15 (0) days in advance.
10 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English
and 1 more
Spanish
Instant confirmation

Overview

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

  • Bottled water
  • Air conditioning and USB charger on board
  • Independent Sightseeing in Pisa, Siena and San Gimignano
  • Lunch
  • Siena
See 9 moreSee 9 more

Meeting and Pickup

Pickup point
Pickup details

We also offer a pick up service to private homes and apartments

What To Expect

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
Read more

Safe & secure Easy breezy Hassle‑free

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.
Read more

1 hour Admission Ticket Free

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.
Read more

2 hours Admission Ticket Free

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.
Read more

1 hour Admission Ticket Free

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.
Read more

30 minutes Admission Ticket Free

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.
Read more

30 minutes Admission Ticket Free

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.
Read more

30 minutes Admission Ticket Free

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.
Read more

1 hour Admission Ticket Free

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.
Read more

15 minutes Admission Ticket Free

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.
Read more

15 minutes Admission Ticket Free

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.
Read more

1 hour Admission Ticket Free

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.
Read more

30 minutes Admission Ticket Free

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.
Read more

30 minutes Admission Ticket Free

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.
Read more

1 hour Admission Ticket Free

Show 12 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Not recommended for travelers with spinal injuries
  • Travelers should have at least a moderate level of physical fitness
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CET). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-6367P34

Traveler Photos

Reviews

4.87
133 reviews

Average 4.87 out of 5 stars based on 133 traveler reviews collected by Key West Private Charters and partner sites such as Cool Destinations and TripAdvisor

5 stars
124
4 stars
5
3 stars
1
2 stars
2
1 star
1
Don't miss out!
On average, this is booked 15 (0) days in advance.
Florence Tours
Attractions
Guides
Calendar
View more

Similar Tours & Activities

Florence: Accademia Gallery private tour; Michelangelo’s David
5.0 (9)

Florence: Accademia Gallery private tour; Michelangelo’s David

Give yourself a beautiful time and visit Accademia Gallery, a must-see in Florence. Our informative tour with local guide provides wonderful exploration within museum rooms,...

2 hours
5.0 (9)
from
$103
Montepulciano Pienza Montalcino Tour from Florence
4.9 (15)

Montepulciano Pienza Montalcino Tour from Florence

Today we will take you to the famous Wine Region of Orcia Valley where some of the best wines in the World are produced. We...

9 hours Hotel pickup offered Free Cancellation
4.9 (15)
from
$1,124
San Gimignano & Tuscan Wine Tasting from Florence
5.0 (4)

San Gimignano & Tuscan Wine Tasting from Florence

Discover the charm of San Gimignano and experience Tuscany's culinary delights on this half-day tour from Florence. Begin your adventure in an air-conditioned van, taking...

5 hours Free Cancellation
5.0 (4)
from
$189
Accademia Gallery Timed Entrance for Statue of Real David
Likely to Sell Out
Likely to Sell Out
4.4 (21)

Accademia Gallery Timed Entrance for Statue of Real David

Enjoy the Timed Entry Ticket of world's most famous accademia gallery where you can experience iconic and marvelous statue of "David Michelangelo,15-16 century arts work...

1 to 2 hours Free Cancellation
4.4 (21)
from
$41
Florence: Accademia Gallery private tour; Michelangelo’s David

Give yourself a beautiful time and visit Accademia Gallery, a must-see in Florence. Our informative tour with local guide provides wonderful exploration within museum rooms, …More

5.0 (9)

Florence: Accademia Gallery private tour; Michelangelo’s David

5.0 (9)

Give yourself a beautiful time and visit Accademia Gallery, a must-see in Florence. Our informative tour with local guide provides wonderful exploration within museum rooms,...

2 hours
5.0 (9)
from
$103
Montepulciano Pienza Montalcino Tour from Florence

Today we will take you to the famous Wine Region of Orcia Valley where some of the best wines in the World are produced. We …More

4.9 (15)

Montepulciano Pienza Montalcino Tour from Florence

4.9 (15)

Today we will take you to the famous Wine Region of Orcia Valley where some of the best wines in the World are produced. We...

9 hours Hotel pickup offered Free Cancellation
4.9 (15)
from
$1,124
San Gimignano & Tuscan Wine Tasting from Florence

Discover the charm of San Gimignano and experience Tuscany's culinary delights on this half-day tour from Florence. Begin your adventure in an air-conditioned van, taking …More

5.0 (4)

San Gimignano & Tuscan Wine Tasting from Florence

5.0 (4)

Discover the charm of San Gimignano and experience Tuscany's culinary delights on this half-day tour from Florence. Begin your adventure in an air-conditioned van, taking...

5 hours Free Cancellation
5.0 (4)
from
$189
Accademia Gallery Timed Entrance for Statue of Real David

Enjoy the Timed Entry Ticket of world's most famous accademia gallery where you can experience iconic and marvelous statue of "David Michelangelo,15-16 century arts work …More

Likely to Sell Out
Likely to Sell Out
4.4 (21)

Accademia Gallery Timed Entrance for Statue of Real David

4.4 (21)

Enjoy the Timed Entry Ticket of world's most famous accademia gallery where you can experience iconic and marvelous statue of "David Michelangelo,15-16 century arts work...

1 to 2 hours Free Cancellation
4.4 (21)
from
$41

Travelers Who Bought This Tour Also Bought

Skip the line David Guided Experience
4.8 (1,148)

Skip the line David Guided Experience

Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to...

1 hour Free Cancellation
4.8 (1,148)
from
$33
Half-Day Chianti Wine Tasting from Florence with Two Wineries
4.6 (4,426)

Half-Day Chianti Wine Tasting from Florence with Two Wineries

Discover the best of Tuscany with a Chianti Wine Tour from Florence, a top-rated experience combining wine tasting, scenic countryside, and authentic Italian flavors. Travel...

5 hours 30 minutes Free Cancellation
4.6 (4,426)
from
$63
Private Golf Cart Tour: Michelangelo & Florence Hills
4.7 (1,852)

Private Golf Cart Tour: Michelangelo & Florence Hills

Explore Florence's hills on a small-group electric golf cart tour, along exclusive routes that reveal breathtaking panoramic views and a quieter, more authentic side of...

1 hour 30 minutes Free Cancellation
4.7 (1,852)
from
$71
Special Entry & Guided Tour of Michelangelo’s David in Florence
5.0 (1,274)

Special Entry & Guided Tour of Michelangelo’s David in Florence

Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...

1 hour 20 minutes Free Cancellation
5.0 (1,274)
from
$31
Skip the line David Guided Experience

Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to …More

4.8 (1,148)

Skip the line David Guided Experience

4.8 (1,148)

Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to...

1 hour Free Cancellation
4.8 (1,148)
from
$33
Half-Day Chianti Wine Tasting from Florence with Two Wineries

Discover the best of Tuscany with a Chianti Wine Tour from Florence, a top-rated experience combining wine tasting, scenic countryside, and authentic Italian flavors. Travel …More

4.6 (4,426)

Half-Day Chianti Wine Tasting from Florence with Two Wineries

4.6 (4,426)

Discover the best of Tuscany with a Chianti Wine Tour from Florence, a top-rated experience combining wine tasting, scenic countryside, and authentic Italian flavors. Travel...

5 hours 30 minutes Free Cancellation
4.6 (4,426)
from
$63
Private Golf Cart Tour: Michelangelo & Florence Hills

Explore Florence's hills on a small-group electric golf cart tour, along exclusive routes that reveal breathtaking panoramic views and a quieter, more authentic side of …More

4.7 (1,852)

Private Golf Cart Tour: Michelangelo & Florence Hills

4.7 (1,852)

Explore Florence's hills on a small-group electric golf cart tour, along exclusive routes that reveal breathtaking panoramic views and a quieter, more authentic side of...

1 hour 30 minutes Free Cancellation
4.7 (1,852)
from
$71
Special Entry & Guided Tour of Michelangelo’s David in Florence

Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is …More

5.0 (1,274)

Special Entry & Guided Tour of Michelangelo’s David in Florence

5.0 (1,274)

Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...

1 hour 20 minutes Free Cancellation
5.0 (1,274)
from
$31

Things To Do in Florence

Frequently Asked Questions (7)

Activity name

The answers provided below were previously given in response to questions from Key West Private Charters customers.

Filter by:

Q: What is the cancellation policy for the Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CET).
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Bottled water.
  • 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.
  • 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.
The following is NOT included:
  • Lunch.
  • Siena.
Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany is as follows:

  • Public transportation options are available nearby
  • 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
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany will be included in your confirmation email from Key West Private Charters. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

What's Included

Activity name

  • Bottled water
  • 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
  • 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
  • Lunch
  • Siena

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • 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
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available

Report Product Issue

Activity name