Top Tuscany Private Sightseeing Tours

Q: 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: Top of Giotto's Belltower and all museums of Florence Cathedral Inferno by Dan Brown Novel 4 hours with Boboli Gardens Private tour Wine and cheese a perfect combinations val 'Orcia Florence and Pisa Private 8 hours Tour from Livorno cruise port Uffizi, Enjoy the highlights

Q: 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: Lucca: Self-Guided Tour by Bike with MAP Pisa Street Art Self-Guided Bike Tour Private Kids Treasure Hunt in Palazzo Vecchio. Timed entry! Florence - The Medici's Private Walking Tour Pisa: Self-Guided Historic Center Bike Tour View all kid-friendly Tours →

Q: Which Tuscany Private Sightseeing Tours have Instant Confirmation?

Tuscany Private Sightseeing Tours with Instant Confirmation include: Florence's Hidden Gems: A Self-Guided Walking Tour Self-Guided Tours In Florence With 100 Captivating Audio Stories Florence Private Personalized Self-Guided App Tour Florence Haunted Secrets: Echoes of the Dead Exploration Game Florence Self-Guided Audio Tour View all Tours with Instant Confirmation →

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

No problem. These Tuscany Private Sightseeing Tours include Hotel Pickup: Florence - The Medici's Private Walking Tour Private Guided Walking Tour of Florence The Best Of Classic Florence - Private Tour Early morning Lucca private walking tour Florence : Private Custom Walking Tour with a Local Guide View all Tours with Hotel Pickup →

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 →

Private Vintage Fiat 500 tour in Chianti

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s …More

Siena, Italy

5.0 (2)

Private Vintage Fiat 500 tour in Chianti

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s...

6 hours Free Cancellation

5.0 (2)

from
$295

Cortona has become very popular several years ago thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is …More

Arezzo, Italy

4.9 (27)

Cortona Private Guided Tour

Cortona has become very popular several years ago thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is...

2 hours Free Cancellation

4.9 (27)

from
$296

Emotionaltour life in medioeval Florence

From a Roman colony to the leading city of the world: Firenze in Medieval Times  What was life like in the Middle Ages? How was the …More

Florence, Italy

5.0 (2)

Emotionaltour life in medioeval Florence

From a Roman colony to the leading city of the world: Firenze in Medieval Times  What was life like in the Middle Ages? How was the...

2 hours 30 minutes Free Cancellation

5.0 (2)

from
$297

2-Hour Private Treasure Hunt in Florence

A game moment dedicated to budding detectives, a treasure hunt with a professional animator, a walk through the historical center among squares, palaces, statues, animals, …More

Florence, Italy

5.0 (3)

2-Hour Private Treasure Hunt in Florence

A game moment dedicated to budding detectives, a treasure hunt with a professional animator, a walk through the historical center among squares, palaces, statues, animals,...

2 hours Free Cancellation

5.0 (3)

from
$297

Montepulciano, Pienza, and the Essence of Val d'Orcia

Embark on an exclusive Val d’Orcia tour, starting from Florence or any Tuscan location, for an unforgettable journey through rolling hills, medieval towns, and world-renowned …More

Florence, Italy

5.0 (11)

Montepulciano, Pienza, and the Essence of Val d'Orcia

Embark on an exclusive Val d’Orcia tour, starting from Florence or any Tuscan location, for an unforgettable journey through rolling hills, medieval towns, and world-renowned...

10 to 11 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$297

Siena & San Gimignano Private Day Trip with Lunch From Florence

After being picked up from your Florence hotel, the day will start with a trip to Florence's historic rival, Siena! A UNESCO World Heritage site, …More

Florence, Italy

5.0 (1)

Siena & San Gimignano Private Day Trip with Lunch From Florence

After being picked up from your Florence hotel, the day will start with a trip to Florence's historic rival, Siena! A UNESCO World Heritage site,...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$297

Cinque Terre and Pisa Shared Shore Excursion from Livorno

Enjoy the Cinque Terre region with the best views from the water, and a stop in Pisa to see the famous sites. Your guide will …More

Livorno, Italy

4.3 (11)

Cinque Terre and Pisa Shared Shore Excursion from Livorno

Enjoy the Cinque Terre region with the best views from the water, and a stop in Pisa to see the famous sites. Your guide will...

10 hours Free Cancellation

4.3 (11)

from
$297

Private E-bike Tour in Chianti from San Gimignano

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills …More

San Gimignano, Italy

4.7 (3)

Private E-bike Tour in Chianti from San Gimignano

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills...

6 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$297

Private Tour: 2 Hours Florence Walking Tour

Accompanied by your own private guide, you can discover some of the most fascinating locations of Florence city center and top attractions of the city …More

Florence, Italy

5.0 (24)

Private Tour: 2 Hours Florence Walking Tour

Accompanied by your own private guide, you can discover some of the most fascinating locations of Florence city center and top attractions of the city...

2 hours Free Cancellation

5.0 (24)

from
$298

Private Day Trip from Rome to Florence by Fast train

Travel to the heart of the Renaissance, Florence. See the Duomo, Uffizi Gallery, Accademia with Michelangelo's David, Palazzo Signoria and Ponte Vecchio with your private …More

Florence, Italy

4.4 (7)

Private Day Trip from Rome to Florence by Fast train

Travel to the heart of the Renaissance, Florence. See the Duomo, Uffizi Gallery, Accademia with Michelangelo's David, Palazzo Signoria and Ponte Vecchio with your private...

9 hours Free Cancellation

4.4 (7)

from
$297

Private 12h Tour to Siena San Gimignano and Chianti from Florence

Siena is most famous for its beautiful churches, the Palazzo Pubblico and the Piazza del Campo. San Gimignano boasts a wealth of medieval architecture, including …More

Florence, Italy

Private 12h Tour to Siena San Gimignano and Chianti from Florence

Siena is most famous for its beautiful churches, the Palazzo Pubblico and the Piazza del Campo. San Gimignano boasts a wealth of medieval architecture, including...

12 hours Hotel pickup offered Free Cancellation

from
$299

Private Classic Wine Tour in Chianti from Florence

Chianti Classico is more than just wine—it’s a way of life. On this tour, you will discover the passion, history, and unique terroir that make …More

Florence, Italy

5.0 (4)

Private Classic Wine Tour in Chianti from Florence

Chianti Classico is more than just wine—it’s a way of life. On this tour, you will discover the passion, history, and unique terroir that make...

7 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$300

Pisa, Siena and Chianti Private Tour from Florence by Car

Spend a day exploring Pisa, Siena and San Gimignano with a Private Guide. Travel comfortably from Florence by private car, see the Leaning Tower of …More

Florence, Italy

Pisa, Siena and Chianti Private Tour from Florence by Car

Spend a day exploring Pisa, Siena and San Gimignano with a Private Guide. Travel comfortably from Florence by private car, see the Leaning Tower of...

11 to 12 hours Hotel pickup offered Free Cancellation

from
$300

Private Tour from Florence: Venice Full Day Tour by Train

Discover the most beautiful places in Venice in just one day during this magnificent private trip from Florence. Travel in comfort on a high-speed train …More

Florence, Italy

4.5 (6)

Private Tour from Florence: Venice Full Day Tour by Train

Discover the most beautiful places in Venice in just one day during this magnificent private trip from Florence. Travel in comfort on a high-speed train...

11 hours Free Cancellation

4.5 (6)

from
$301

Private E-bike Tour in Chianti from Florence

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills …More

Florence, Italy

5.0 (4)

Private E-bike Tour in Chianti from Florence

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills...

7 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$303

Private Chianti Winery Tour from Livorno with pick up and drop off

Once you reach Chianti Classico from Livorno in your cruise, enjoy this private tour of Chianti Classico. Take this opportunity and visit one of the most beautiful …More

Livorno, Italy

4.0 (1)

Private Chianti Winery Tour from Livorno with pick up and drop off

Once you reach Chianti Classico from Livorno in your cruise, enjoy this private tour of Chianti Classico. Take this opportunity and visit one of the most beautiful...

8 hours

4.0 (1)

from
$305

3 hours: Private walking tour of Florence and Accademia Gallery guided visit

Accompanied by your own private guide, you can discover some of the most fascinating locations of Florence city center and top attractions of the city …More

Florence, Italy

4.9 (17)

3 hours: Private walking tour of Florence and Accademia Gallery guided visit

Accompanied by your own private guide, you can discover some of the most fascinating locations of Florence city center and top attractions of the city...

3 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$307

Private Chianti Classico wine tour - 2 wineries + lunch

I am Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022, and it will be …More

Lucca, Italy

5.0 (2)

Private Chianti Classico wine tour - 2 wineries + lunch

I am Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022, and it will be...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$307

If you like cycling and admiring beautiful landscapes we will take you from the most famous wine area in Tuscany to the fantastic hilltop town …More

Florence, Italy

5.0 (2)

Chianti to San Gimignano Bike Tour

If you like cycling and admiring beautiful landscapes we will take you from the most famous wine area in Tuscany to the fantastic hilltop town...

8 hours Free Cancellation

5.0 (2)

from
$307

A peaceful bike ride from Chianti through Certaldo to the Etruscan town of San Gimignano. If you are not an avid cyclist and you just …More

Florence, Italy

5.0 (2)

San Gimignano Bike Tour (SOFT)

A peaceful bike ride from Chianti through Certaldo to the Etruscan town of San Gimignano. If you are not an avid cyclist and you just...

8 hours Free Cancellation

5.0 (2)

from
$307

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?

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

Which Tuscany Private Sightseeing Tours have 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?

Got any more Tuscany trip ideas?

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