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 →

Private Vespa Sidecar Tour of Florence with Panoramic Views

Your professional English driver will meet you at your hotel (within Florence) and take you on a beautiful panoramic drive. Leaving the hustle and bustle …More

Florence, Italy

5.0 (29)

Private Vespa Sidecar Tour of Florence with Panoramic Views

Your professional English driver will meet you at your hotel (within Florence) and take you on a beautiful panoramic drive. Leaving the hustle and bustle...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (29)

from
$399

A day in Tuscany & Medieval Towns Private Tour

This is a unique opportunity for you to spend a day with a local driver-guide, a day off the beaten path where you will visit …More

Florence, Italy

5.0 (29)

A day in Tuscany & Medieval Towns Private Tour

This is a unique opportunity for you to spend a day with a local driver-guide, a day off the beaten path where you will visit...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$1,255

Accademia Gallery & David Tales - Private Tour + Skip-the-line reservation

A guided tour of the Accademia Gallery is highly recommended if you’d like to make the most of your visit. Your guide will bring to …More

Florence, Italy

5.0 (29)

Accademia Gallery & David Tales - Private Tour + Skip-the-line reservation

A guided tour of the Accademia Gallery is highly recommended if you’d like to make the most of your visit. Your guide will bring to...

1 hour

5.0 (29)

from
$114

Think beyond the Leaning Tower and discover Pisa's vibrant urban art scene on this self-guided bike tour. Ride through the city's colorful streets to admire …More

Pisa, Italy

5.0 (28)

Pisa Street Art Self-Guided Bike Tour

Think beyond the Leaning Tower and discover Pisa's vibrant urban art scene on this self-guided bike tour. Ride through the city's colorful streets to admire...

3 hours Free Cancellation

5.0 (28)

from
$22

Cinque Terre PrivateTour by van from Lucca, Pisa or LaSpezia Port

Five small fishing villages scattered on the cliff of Mediterranean sea, not bad isn’t it? If your dream is to discover all the hidden corners …More

Lucca, Italy

5.0 (28)

Cinque Terre PrivateTour by van from Lucca, Pisa or LaSpezia Port

Five small fishing villages scattered on the cliff of Mediterranean sea, not bad isn’t it? If your dream is to discover all the hidden corners...

6 hours Free Cancellation

5.0 (28)

from
$680

Pisa: Self-Guided Bike Tour to the Sea & Adventure Park

Leave the city behind and discover the Tuscan coast on this self-guided bike tour from Pisa to the sea. Follow our easy GPS-guided route along …More

Pisa, Italy

5.0 (28)

Pisa: Self-Guided Bike Tour to the Sea & Adventure Park

Leave the city behind and discover the Tuscan coast on this self-guided bike tour from Pisa to the sea. Follow our easy GPS-guided route along...

5 hours Free Cancellation

5.0 (28)

from
$68

Private Half day Tour in Chianti, San Gimignano with wine tasting

Let us guide you through the medieval and legendary towers of San Gimignano. In the heart of Chianti, treat yourself to a break among centuries-old …More

Florence, Italy

5.0 (28)

Private Half day Tour in Chianti, San Gimignano with wine tasting

Let us guide you through the medieval and legendary towers of San Gimignano. In the heart of Chianti, treat yourself to a break among centuries-old...

5 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$126

PRIVATE: Guided Uffizi Gallery Tour with timed entry Ticket

Enjoy a 2-hour private guided tour of the Uffizi Gallery plus free time inside the museum to continue your visit when the guide has finished. …More

Florence, Italy

5.0 (27)

PRIVATE: Guided Uffizi Gallery Tour with timed entry Ticket

Enjoy a 2-hour private guided tour of the Uffizi Gallery plus free time inside the museum to continue your visit when the guide has finished....

2 hours Free Cancellation

5.0 (27)

from
$94

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
$295

Best of Tuscany: Full Day Private Tour to Val D'Orcia

Experience the charm of Tuscany on a private tour led by a local expert. Wander through the stunning UNESCO-listed Val d'Orcia, where every road is …More

Florence, Italy

4.9 (27)

Best of Tuscany: Full Day Private Tour to Val D'Orcia

Experience the charm of Tuscany on a private tour led by a local expert. Wander through the stunning UNESCO-listed Val d'Orcia, where every road is...

8 hours Hotel pickup offered Free Cancellation

4.9 (27)

from
$344

Get this private tour to visit the greatest attractions of Florence: the Cathedral, the Baptistery, the Ponte Vecchio, the Piazza Della Signoria, Piazza della Repubblica, …More

Florence, Italy

4.9 (27)

Half Day Private Tour in Florence

Get this private tour to visit the greatest attractions of Florence: the Cathedral, the Baptistery, the Ponte Vecchio, the Piazza Della Signoria, Piazza della Repubblica,...

3 hours Hotel pickup offered Free Cancellation

4.9 (27)

from
$101

Private Chianti Classico Wine Tasting Tour in Two Family Wineries

Live an authentic experience in the heart of Chianti Classico with a visit to two family-run wineries, where you will be welcomed directly by the …More

Florence, Italy

5.0 (27)

Private Chianti Classico Wine Tasting Tour in Two Family Wineries

Live an authentic experience in the heart of Chianti Classico with a visit to two family-run wineries, where you will be welcomed directly by the...

5 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$184

Florence private city car Tour by Mercedes Car with driver

Seeing the sights of Florence can involve a lot of walking. Cover the ground, including hidden lanes that traditional cars can’t enter, without wearing out …More

Florence, Italy

4.9 (27)

Florence private city car Tour by Mercedes Car with driver

Seeing the sights of Florence can involve a lot of walking. Cover the ground, including hidden lanes that traditional cars can’t enter, without wearing out...

2 hours Free Cancellation

4.9 (27)

from
$40

Exclusive Private Photoshoot in Florence

A unique experience: a photo shoot in one of the most beautiful cities in the world, lasting about 1 hour and 30 minutes, where I …More

Florence, Italy

5.0 (26)

Exclusive Private Photoshoot in Florence

A unique experience: a photo shoot in one of the most beautiful cities in the world, lasting about 1 hour and 30 minutes, where I...

1 to 2 hours Free Cancellation

5.0 (26)

from
$114

Private Chianti wine tour leaving from Florence

This private tour will make you discover and enjoy the essence of this land made of breathtaking views, the rolling hill, the small towns, that …More

Florence, Italy

4.9 (26)

Private Chianti wine tour leaving from Florence

This private tour will make you discover and enjoy the essence of this land made of breathtaking views, the rolling hill, the small towns, that...

8 hours Hotel pickup offered Free Cancellation

4.9 (26)

from
$148

Semi-Private Truffle Hunting & lunch @ Winery, San Gimignano

After a one-hour comfortable drive from Florence to the Chianti region, you will meet with our professional truffle hunter. You will enjoy hiking through vineyards …More

Florence, Italy

5.0 (26)

Semi-Private Truffle Hunting & lunch @ Winery, San Gimignano

After a one-hour comfortable drive from Florence to the Chianti region, you will meet with our professional truffle hunter. You will enjoy hiking through vineyards...

7 to 8 hours Free Cancellation

5.0 (26)

from
$548

Private Bike Tour & Chianti Wine Tasting in Tuscany

A full-day cycling tour from Florence into the enchanting Chianti region promises a delightful escape into the Tuscan countryside. Pedal along serene country roads surrounded …More

Florence, Italy

5.0 (26)

Private Bike Tour & Chianti Wine Tasting in Tuscany

A full-day cycling tour from Florence into the enchanting Chianti region promises a delightful escape into the Tuscan countryside. Pedal along serene country roads surrounded...

7 to 8 hours Free Cancellation

5.0 (26)

from
$238

Photo Shoot in Florence with a Professional Photographer

Experience Florence and get some of the best vacation photos you'll ever see with a professional private photo shoot. Spend time with your own private …More

Florence, Italy

5.0 (25)

Photo Shoot in Florence with a Professional Photographer

Experience Florence and get some of the best vacation photos you'll ever see with a professional private photo shoot. Spend time with your own private...

90 to 240 minutes Free Cancellation

5.0 (25)

from
$465

Private Tour of Palazzo Pitti with Boboli Garden

Vieni a visitare l’ultima residenza dei Medici a Firenze con una guida locale privata. Il museo si svolge attraverso la vita quotidiana della famiglia dei …More

Florence, Italy

5.0 (25)

Private Tour of Palazzo Pitti with Boboli Garden

Vieni a visitare l’ultima residenza dei Medici a Firenze con una guida locale privata. Il museo si svolge attraverso la vita quotidiana della famiglia dei...

1 hour 30 minutes Free Cancellation

5.0 (25)

from
$96

Private Tour: Chianti Region Tour by Minivan

Escape from the city traffic to enjoy a lovely day in the Chianti wine region with stop in a small winery for lunch and wine …More

Florence, Italy

5.0 (25)

Private Tour: Chianti Region Tour by Minivan

Escape from the city traffic to enjoy a lovely day in the Chianti wine region with stop in a small winery for lunch and wine...

8 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$848

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?

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?