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 →

Visit Siena & San Gimignano | Livorno Cruise Excursion

Discover two distinctive Tuscan towns on a private shore excursion from Livorno. Travel through the countryside in an air-conditioned minivan, with independent time to explore …More

San Gimignano, Italy

5.0 (3)

Visit Siena & San Gimignano | Livorno Cruise Excursion

Discover two distinctive Tuscan towns on a private shore excursion from Livorno. Travel through the countryside in an air-conditioned minivan, with independent time to explore...

8 to 9 hours Free Cancellation

5.0 (3)

from
$1,419

Women of Florence Walking Tour with City Highlights and Medici Chapel

The history we hear of is often dominated by men, and this can also be said for the history of Florence and the influential Medici …More

Florence, Italy

5.0 (3)

Women of Florence Walking Tour with City Highlights and Medici Chapel

The history we hear of is often dominated by men, and this can also be said for the history of Florence and the influential Medici...

1 to 2 hours Free Cancellation

5.0 (3)

from
$135

Private Val d'Orcia Experience - A cinematic universe

Escape the hustle and bustle of Florence and experience the heart of Tuscany by visiting the enchanting Val d’Orcia, a Unesco World Heritage Site. The …More

Florence, Italy

5.0 (3)

Private Val d'Orcia Experience - A cinematic universe

Escape the hustle and bustle of Florence and experience the heart of Tuscany by visiting the enchanting Val d’Orcia, a Unesco World Heritage Site. The...

12 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$657

Top of Giotto's Belltower and all museums of Florence Cathedral

A total new and original tour that makes you happy, while climbing the Bell Tower of Florence up to 87 metres ..... to the top! …More

Florence, Italy

5.0 (3)

Top of Giotto's Belltower and all museums of Florence Cathedral

A total new and original tour that makes you happy, while climbing the Bell Tower of Florence up to 87 metres ..... to the top!...

3 hours Free Cancellation

5.0 (3)

from
$83

Florence and Pisa Private 8 hours Tour from Livorno cruise port

Make the most of your time ashore with this private 8-hour excursion from Livorno to Florence and Pisa. Your driver will pick you up directly …More

Livorno, Italy

5.0 (3)

Florence and Pisa Private 8 hours Tour from Livorno cruise port

Make the most of your time ashore with this private 8-hour excursion from Livorno to Florence and Pisa. Your driver will pick you up directly...

8 hours Free Cancellation

5.0 (3)

from
$230

The best of Pisa: a self-guided audio tour from Tuttomondo to the Leaning Tower

Escape the typical tourist itineraries and experience Pisa like a Pisan! There is so much more to see here than the Leaning Tower. The tour …More

Pisa, Italy

5.0 (3)

The best of Pisa: a self-guided audio tour from Tuttomondo to the Leaning Tower

Escape the typical tourist itineraries and experience Pisa like a Pisan! There is so much more to see here than the Leaning Tower. The tour...

40 to 60 minutes Free Cancellation

5.0 (3)

from
$9

If you have seen the David just in photos, and you want to enjoy the David, learn about Michelangelo this is the tour for you! …More

Florence, Italy

5.0 (3)

The David from Michelangelo.

If you have seen the David just in photos, and you want to enjoy the David, learn about Michelangelo this is the tour for you!...

1 hour 30 minutes

5.0 (3)

from
$125

Private Medici Walking Tour – Discover Florence’s Royal Past

TOUR HIGHLIGHTS • Discover the stories of the most elite families of the time • Walk to see the most important streets and palaces • …More

Florence, Italy

5.0 (3)

Private Medici Walking Tour – Discover Florence’s Royal Past

TOUR HIGHLIGHTS • Discover the stories of the most elite families of the time • Walk to see the most important streets and palaces •...

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$138

The Best of Florence Private Walking Tour with a Local Guide

Enjoy an introduction to Florence's history and arts from the mouth of a Florentine local guide and feel free of asking about contemporary Florence, its …More

Florence, Italy

5.0 (3)

The Best of Florence Private Walking Tour with a Local Guide

Enjoy an introduction to Florence's history and arts from the mouth of a Florentine local guide and feel free of asking about contemporary Florence, its...

2 hours Free Cancellation

5.0 (3)

from
$159

Wine Tour Bolgheri Half day Shore Excursion from Piombino Port

Relax and enjoy the beauty of Tuscany on this 6-hour tour from Piombino to the countryside of Bolgheri. Your English-speaking driver/guide will take you from …More

Livorno, Italy

5.0 (3)

Wine Tour Bolgheri Half day Shore Excursion from Piombino Port

Relax and enjoy the beauty of Tuscany on this 6-hour tour from Piombino to the countryside of Bolgheri. Your English-speaking driver/guide will take you from...

6 hours Free Cancellation

5.0 (3)

from
$865

Ferrari Parmesan Cheese Balsamic Vinegar wine & food PRIVATE TOUR from FLORENCE

Private, Exclusive, Customizable, door-to-door tour of Modena area: * Parmesan cheese tasting * Ferrari museum * Balsamic vinegar tasting * Lambrusco tasting * Luxury Mercedes …More

Florence, Italy

5.0 (3)

Ferrari Parmesan Cheese Balsamic Vinegar wine & food PRIVATE TOUR from FLORENCE

Private, Exclusive, Customizable, door-to-door tour of Modena area: * Parmesan cheese tasting * Ferrari museum * Balsamic vinegar tasting * Lambrusco tasting * Luxury Mercedes...

10 hours Hotel pickup offered

5.0 (3)

from
$276

Chianti e-bike tour from Florence with wine tasting

Bike tour to discover the hills around Florence, the beautiful area of Chianti Colli Fiorentini and Chianti Classico. The tour start from San Donato, small …More

San Gimignano, Italy

5.0 (3)

Chianti e-bike tour from Florence with wine tasting

Bike tour to discover the hills around Florence, the beautiful area of Chianti Colli Fiorentini and Chianti Classico. The tour start from San Donato, small...

6 hours Free Cancellation

5.0 (3)

from
$217

Chianti Region and San Gimignano including wine tasting and light lunch

Indulge in the perfect tour for those seeking to explore the Tuscan Countryside. Your private driver, at your disposal for the day, will guide you …More

Florence, Italy

5.0 (3)

Chianti Region and San Gimignano including wine tasting and light lunch

Indulge in the perfect tour for those seeking to explore the Tuscan Countryside. Your private driver, at your disposal for the day, will guide you...

8 to 9 hours

5.0 (3)

from
$362

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english …More

Florence, Italy

5.0 (3)

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$922

Brunello di Montalcino wine experience with a sommelier

This private tour is designed to offer an authentic experience with maximum comfort and local insight. It starts directly from your hotel in a fully …More

Siena, Italy

5.0 (3)

Brunello di Montalcino wine experience with a sommelier

This private tour is designed to offer an authentic experience with maximum comfort and local insight. It starts directly from your hotel in a fully...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$228

Day trip to Florence and Pisa from Livorno

Spend a day in Tuscany visiting the most famous tower in the world, the Tower of Pisa and the city of Florence known as "the …More

Livorno, Italy

5.0 (3)

Day trip to Florence and Pisa from Livorno

Spend a day in Tuscany visiting the most famous tower in the world, the Tower of Pisa and the city of Florence known as "the...

8 hours Free Cancellation

5.0 (3)

from
$1,134

Lucca Private Day Trip To Portovenere & Cinque Terre

A customized day trip to Portovenere & the Cinque Terre for the discerning traveler seeking an authentic Italian experience on a small group tour for …More

Lucca, Italy

5.0 (3)

Lucca Private Day Trip To Portovenere & Cinque Terre

A customized day trip to Portovenere & the Cinque Terre for the discerning traveler seeking an authentic Italian experience on a small group tour for...

9 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$1,022

***WARNING THIS TOUR CAN BE AN ENTERTAINING, ENJOYABLE, FUN WAY OF LEARNING FULL OF LAUGHS, GREAT MEMORIES, AND AMAZING PHOTOS*** If you have seen the …More

Florence, Italy

5.0 (3)

Enjoy Michelangelo's David Tour

***WARNING THIS TOUR CAN BE AN ENTERTAINING, ENJOYABLE, FUN WAY OF LEARNING FULL OF LAUGHS, GREAT MEMORIES, AND AMAZING PHOTOS*** If you have seen the...

1 hour

5.0 (3)

from
$136

Private Chianti with Lunch Half Day Experience from Florence

Discover the symbiosis between wine and food! In Italy, pairing food with wine is sacred, as it amplifies the flavors and creates a perfect balance. …More

Florence, Italy

5.0 (3)

Private Chianti with Lunch Half Day Experience from Florence

Discover the symbiosis between wine and food! In Italy, pairing food with wine is sacred, as it amplifies the flavors and creates a perfect balance....

7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$435

Accessible Cinque Terre and Pisa Private Excursion from Livorno

Designed for guests with limited mobility or who use a mobility aid, our accessible Cinque Terre & Pisa shore excursion from Livorno is the perfect …More

Livorno, Italy

5.0 (3)

Accessible Cinque Terre and Pisa Private Excursion from Livorno

Designed for guests with limited mobility or who use a mobility aid, our accessible Cinque Terre & Pisa shore excursion from Livorno is the perfect...

8 to 9 hours Free Cancellation

5.0 (3)

from
$183

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?