Top Tuscany Private Sightseeing Tours

Q: Got any more Tuscany trip ideas?

We sure do. Check out our curated lists of hand-picked Tuscany Tours. Top 10 Tuscany 2026 Senior-friendly tours Tuscany The best tours and activities for culture lovers in Tuscany Top Day Trips from Tuscany Things to do in Tuscany this summer View all Tuscany Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Tuscany?

Based on our sales data over the past year, the most popular styles of tours and activities in Tuscany are: Tuscany Cultural & Theme Tours Tuscany Luxury & Special Occasions Tuscany Luxury Tours Tuscany Cultural Tours Tuscany Historical & Heritage Tours View all tour styles in Tuscany →

The Medicis: The Movie, The Family, The Palace!

Are you in love with Florence? Are you passionate about History, Art and especially about the events of the Medici family? Did you enjoy the …More

Florence, Italy

4.8 (9)

The Medicis: The Movie, The Family, The Palace!

Are you in love with Florence? Are you passionate about History, Art and especially about the events of the Medici family? Did you enjoy the...

3 hours Free Cancellation

4.8 (9)

from
$85

Private Guided Tour of Siena with a Licensed Local Tour Guide

Together we will embark on a journey going back in time to discover the fascinating history of one of the greatest Medieval cities in Italy. …More

Siena, Italy

5.0 (9)

Private Guided Tour of Siena with a Licensed Local Tour Guide

Together we will embark on a journey going back in time to discover the fascinating history of one of the greatest Medieval cities in Italy....

2 hours Free Cancellation

5.0 (9)

from
$31

Pisa and Lucca from the Livorno Cruise Port

Live a different experience from the tours with the ship's bus. On board our vehicles with permission to enter the historic centers, you will be …More

Livorno, Italy

5.0 (9)

Pisa and Lucca from the Livorno Cruise Port

Live a different experience from the tours with the ship's bus. On board our vehicles with permission to enter the historic centers, you will be...

8 hours Free Cancellation

5.0 (9)

from
$889

Florence Like a Local: Private & Personalized

This tour reveals the quieter, more intimate side of Florence—beyond the crowds and guidebooks. With your local host, you’ll explore meaningful places like Via Taddea, …More

Florence, Italy

5.0 (9)

Florence Like a Local: Private & Personalized

This tour reveals the quieter, more intimate side of Florence—beyond the crowds and guidebooks. With your local host, you’ll explore meaningful places like Via Taddea,...

2 to 3 hours Free Cancellation

5.0 (9)

from
$69

Private Siena to Florence Chianti and San Gimignano Transfer Tour

Travel between destinations and visit sights along the way. Stop to visit the medieval fortress of Monteriggioni before spending leisure time in the hill-town of …More

Siena, Italy

5.0 (9)

Private Siena to Florence Chianti and San Gimignano Transfer Tour

Travel between destinations and visit sights along the way. Stop to visit the medieval fortress of Monteriggioni before spending leisure time in the hill-town of...

7 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$902

Private Renaissance Discovery Tour of Florence

Go deep into Florence artistic heritage and let your professional private guide unveil every corner of the cradle of Renaissance. An enlightening guided promenade at …More

Florence, Italy

4.8 (8)

Private Renaissance Discovery Tour of Florence

Go deep into Florence artistic heritage and let your professional private guide unveil every corner of the cradle of Renaissance. An enlightening guided promenade at...

3 hours Hotel pickup offered Free Cancellation

4.8 (8)

from
$331

The Uffizi discovery tour with your private guide in Florence

The Uffizi Gallery in Florence is not just a museum, it is a journey through centuries of artistic genius and history. Home to one of …More

Florence, Italy

4.9 (8)

The Uffizi discovery tour with your private guide in Florence

The Uffizi Gallery in Florence is not just a museum, it is a journey through centuries of artistic genius and history. Home to one of...

3 hours Hotel pickup offered

4.9 (8)

from
$86

Elba Island - Aperitif on the boat at sunset - private

The experience takes place on a boat, aboard a modern 11-meter Sorrento gozzo equipped with every comfort. We will sail at sunset in the splendid …More

Isola d'Elba, Italy

4.8 (8)

Elba Island - Aperitif on the boat at sunset - private

The experience takes place on a boat, aboard a modern 11-meter Sorrento gozzo equipped with every comfort. We will sail at sunset in the splendid...

2 to 3 hours Free Cancellation

4.8 (8)

from
$149

2 hours - Private Walking Tour in Montepulciano

This tour will be a slow one, giving you the opportunity to decide if you wanna stop for an unplanned visit or, just to get …More

Montepulciano, Italy

5.0 (8)

2 hours - Private Walking Tour in Montepulciano

This tour will be a slow one, giving you the opportunity to decide if you wanna stop for an unplanned visit or, just to get...

2 to 3 hours

5.0 (8)

from
$79

Florence by Night: Private Tour with Optional Steak Dinner

As the sun sets over the Tuscan hills, Florence transforms into a city of golden lights and timeless beauty. This evening tour begins with a …More

Florence, Italy

5.0 (8)

Florence by Night: Private Tour with Optional Steak Dinner

As the sun sets over the Tuscan hills, Florence transforms into a city of golden lights and timeless beauty. This evening tour begins with a...

2 hours Free Cancellation

5.0 (8)

from
$101

Complete Uffizi Gallery Private Tour with Art Historian Guide

One the world's most famous art museums, Florence's Uffizi Gallery, with this 2-hours and a half guided tour led by a local expert. Make the …More

Florence, Italy

4.9 (8)

Complete Uffizi Gallery Private Tour with Art Historian Guide

One the world's most famous art museums, Florence's Uffizi Gallery, with this 2-hours and a half guided tour led by a local expert. Make the...

2 hours 30 minutes Free Cancellation

4.9 (8)

from
$125

Private Brunello & Nobile Wine Tour with Lunch in Val d'Orcia

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location …More

Arezzo, Italy

4.9 (8)

Private Brunello & Nobile Wine Tour with Lunch in Val d'Orcia

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location...

8 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$261

Exclusive lunch, Winery tour, Organic wines in Chianti Classico

Immerse yourself in the beauty of the Tuscan countryside of Panzanello. You will be fascinated by the spectacle of the cypress trees that will accompany …More

Florence, Italy

5.0 (8)

Exclusive lunch, Winery tour, Organic wines in Chianti Classico

Immerse yourself in the beauty of the Tuscan countryside of Panzanello. You will be fascinated by the spectacle of the cypress trees that will accompany...

2 to 3 hours Free Cancellation

5.0 (8)

from
$126

Michelangelo's David & Florence Highlights Tour

Join on this great 3 hour walking tour in the company of a local guide who will introduce you to the very best sights of …More

Florence, Italy

5.0 (8)

Michelangelo's David & Florence Highlights Tour

Join on this great 3 hour walking tour in the company of a local guide who will introduce you to the very best sights of...

3 hours

5.0 (8)

from
$113

Kids Friendly Tour of Florence Highlights including the David & Gelato Tasting

If you would like to discover Florence in a fun and entertaining way, this is the tour you are looking for! In this 3 hour …More

Florence, Italy

4.9 (8)

Kids Friendly Tour of Florence Highlights including the David & Gelato Tasting

If you would like to discover Florence in a fun and entertaining way, this is the tour you are looking for! In this 3 hour...

2 hours 30 minutes

4.9 (8)

from
$108

The Essence of Tuscany: Private Chianti & Estate Winery Lunch

Join our highest-rated private escape into the Tuscan countryside. Discover the charm of a medieval hilltop town of your choice and enjoy a legendary, family-style …More

Florence, Italy

4.9 (8)

The Essence of Tuscany: Private Chianti & Estate Winery Lunch

Join our highest-rated private escape into the Tuscan countryside. Discover the charm of a medieval hilltop town of your choice and enjoy a legendary, family-style...

5 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$369

Chianti & Supertuscan Private Tour 2 Wineries with light lunch

Live as a Tuscan is out way to say. Don't loose the oportunity to visit places where Tuscan are usually to spend time. If you …More

Versilia, Italy

5.0 (8)

Chianti & Supertuscan Private Tour 2 Wineries with light lunch

Live as a Tuscan is out way to say. Don't loose the oportunity to visit places where Tuscan are usually to spend time. If you...

7 hours Free Cancellation

5.0 (8)

from
$169

Bella Toscana Private Tour: 2 Chianti Wineries and San Gimignano From Livorno

The best unforgetable tour in Tuscany in order to discover the real life in Tuscany. You will visit the great countryside, you will discover the old …More

Livorno, Italy

5.0 (8)

Bella Toscana Private Tour: 2 Chianti Wineries and San Gimignano From Livorno

The best unforgetable tour in Tuscany in order to discover the real life in Tuscany. You will visit the great countryside, you will discover the old...

7 to 8 hours Free Cancellation

5.0 (8)

from
$125

Private Day Trip to the Cinque Terre from Florence

Enjoy free time to stroll the winding streets or take a swim at the picturesque beaches. And don't forget to taste the regional specialties with …More

Florence, Italy

5.0 (8)

Private Day Trip to the Cinque Terre from Florence

Enjoy free time to stroll the winding streets or take a swim at the picturesque beaches. And don't forget to taste the regional specialties with...

10 to 11 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$1,084

Ancient Olympia full day private tour from Athens

Drive through the scenic and beautiful landscape of the Peloponnese Peninsula to reach the birthplace of the Olympic Games. Admire the emblematic temples and athletic …More

Montecatini Terme, Greece

4.9 (8)

Ancient Olympia full day private tour from Athens

Drive through the scenic and beautiful landscape of the Peloponnese Peninsula to reach the birthplace of the Olympic Games. Admire the emblematic temples and athletic...

13 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$658

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Tuscany Private Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Tuscany Private Sightseeing Tours are:

What are the best kid-friendly options for Tuscany Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Tuscany Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Tuscany Private Sightseeing Tours have Instant Confirmation?

Tuscany Private Sightseeing Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Tuscany Private Sightseeing Tours have Free Cancellation?

Tuscany Private Sightseeing Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Tuscany Private Sightseeing Tours have Hotel Pickup?

No problem. These Tuscany Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Tuscany trip ideas?

What are the most popular styles of Tours and Activities in Tuscany?