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 →

Tuscany countryside from Livorno: Private Volterra, San Gimignano & Wine Tasting

Admire the two gems nestled in the Tuscan countryside, Volterra and San Gimignano, the best medieval villages. A jump in the past, great atmospere in …More

Livorno, Italy

5.0 (7)

Tuscany countryside from Livorno: Private Volterra, San Gimignano & Wine Tasting

Admire the two gems nestled in the Tuscan countryside, Volterra and San Gimignano, the best medieval villages. A jump in the past, great atmospere in...

8 to 9 hours Free Cancellation

5.0 (7)

from
$129

From Florence: PRIVATE Siena and San Gimignano with wine tasting

Discover 3 of the most authentic towns nestled in the heart of the tuscany countryside. Siena, the famous Palio city, San Gimignano, UNESCO heritage and …More

Florence, Italy

5.0 (7)

From Florence: PRIVATE Siena and San Gimignano with wine tasting

Discover 3 of the most authentic towns nestled in the heart of the tuscany countryside. Siena, the famous Palio city, San Gimignano, UNESCO heritage and...

9 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$388

Private Guided Tour to the Vasari Corridor and the Uffizi Gallery

Exclusive news for 2025: the world-famous Vasari Corridor is reopening after 8 years, and now you can experience it in a private tour! Combine this …More

Florence, Italy

5.0 (7)

Private Guided Tour to the Vasari Corridor and the Uffizi Gallery

Exclusive news for 2025: the world-famous Vasari Corridor is reopening after 8 years, and now you can experience it in a private tour! Combine this...

3 hours

5.0 (7)

from
$160

Private Tour of Leaning Tower Pisa Top Attractions w Local Guide

In the company of your own private tour guide enjoy the wonders of Pisa. You visit the city highlights including the Cathedral, the Baptistery and …More

Pisa, Italy

5.0 (7)

Private Tour of Leaning Tower Pisa Top Attractions w Local Guide

In the company of your own private tour guide enjoy the wonders of Pisa. You visit the city highlights including the Cathedral, the Baptistery and...

3 hours Free Cancellation

5.0 (7)

from
$121

Private Guided Hiking Cinque Terre Day From Florence

Great Day Hiking at Cinque Terre with a Local Guide from Florence by Luxury transportation. PRIVATE, only your party. Visiting the Villages. A full day …More

Florence, Italy

5.0 (7)

Private Guided Hiking Cinque Terre Day From Florence

Great Day Hiking at Cinque Terre with a Local Guide from Florence by Luxury transportation. PRIVATE, only your party. Visiting the Villages. A full day...

10 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$454

Exclusive Private Shore Excursion from Livorno port to Cinque Terre

Let the Italian Riviera take your breath! You’ll be completely blown away from the amazing views of the Cinque Terre. Meet your driver at the …More

4.9 (7)

Exclusive Private Shore Excursion from Livorno port to Cinque Terre

Let the Italian Riviera take your breath! You’ll be completely blown away from the amazing views of the Cinque Terre. Meet your driver at the...

8 hours Free Cancellation

4.9 (7)

from
$150

From Florence: Exclusive Chianti, San Gimignano & Wine Lunch

An exclusive private day in the Chianti hills and San Gimignano, with a long Tuscan lunch overlooking the medieval towers. • Private tour just for …More

Florence, Italy

4.9 (7)

From Florence: Exclusive Chianti, San Gimignano & Wine Lunch

An exclusive private day in the Chianti hills and San Gimignano, with a long Tuscan lunch overlooking the medieval towers. • Private tour just for...

6 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$176

Private Guided Tour of Florence Basilicas and Their Cloisters

Embark on a captivating journey through Florence with a private guide. Start at the Basilica di Santa Maria Novella, where you’ll admire its stunning Renaissance …More

Florence, Italy

4.9 (7)

Private Guided Tour of Florence Basilicas and Their Cloisters

Embark on a captivating journey through Florence with a private guide. Start at the Basilica di Santa Maria Novella, where you’ll admire its stunning Renaissance...

3 hours Free Cancellation

4.9 (7)

from
$57

Private All-inclusive Heart of Florence Walking Tour with Accademia and Uffizi

Begin with an awe-inspiring visit to the Accademia Gallery, home to Michelangelo’s legendary David. Explore the gallery’s extensive collection of Renaissance art. Wander through the …More

Florence, Italy

5.0 (7)

Private All-inclusive Heart of Florence Walking Tour with Accademia and Uffizi

Begin with an awe-inspiring visit to the Accademia Gallery, home to Michelangelo’s legendary David. Explore the gallery’s extensive collection of Renaissance art. Wander through the...

4 hours Free Cancellation

5.0 (7)

from
$225

Best of Tuscany Private Tour: Siena, San Gimignano, Monteriggioni

Experience the best of Tuscany and its gorgeous hilltop towns in one day! Currently due to Covid-19 regulations, this tour can only be run as …More

Florence, Italy

5.0 (7)

Best of Tuscany Private Tour: Siena, San Gimignano, Monteriggioni

Experience the best of Tuscany and its gorgeous hilltop towns in one day! Currently due to Covid-19 regulations, this tour can only be run as...

9 hours

5.0 (7)

from
$1,541

Private Chianti Wine Tour from Florence: 2 Wineries Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years …More

Florence, Italy

5.0 (7)

Private Chianti Wine Tour from Florence: 2 Wineries Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years...

5 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$379

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in …More

Siena, Italy

5.0 (7)

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in...

8 hours Hotel pickup offered

5.0 (7)

from
$193

Embark on a memorable journey through Florence that combines the timeless charm of its old wooden boats with the delight of sipping exquisite wine. As …More

Florence, Italy

5.0 (7)

Panoramic Florence by Boat with Wine

Embark on a memorable journey through Florence that combines the timeless charm of its old wooden boats with the delight of sipping exquisite wine. As...

1 hour

5.0 (7)

from
$76

Private Tour: Guided Hike in Tuscany with Transport from Siena

Explore Tuscany's picturesque rolling hills on a private, full-day hiking and sight-seeing tour with transport from Siena. Enjoy a scenic, full-day adventure with your expert …More

Siena, Italy

5.0 (7)

Private Tour: Guided Hike in Tuscany with Transport from Siena

Explore Tuscany's picturesque rolling hills on a private, full-day hiking and sight-seeing tour with transport from Siena. Enjoy a scenic, full-day adventure with your expert...

7 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$217

Pisa and Florence Private Tour from Lucca

This is a prefect tour for first time travellers visiting this Region. You will have the chance to admire the famous Leaning Tower of Pisa, …More

Lucca, Italy

5.0 (7)

Pisa and Florence Private Tour from Lucca

This is a prefect tour for first time travellers visiting this Region. You will have the chance to admire the famous Leaning Tower of Pisa,...

8 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$1,233

Daily excursions and guaranteed fun in Argentario

The tours we offer will make you fall in love with Argentario and its islands. The coast of Porto Ercole offers you crystal clear waters …More

Porto Ercole, Italy

5.0 (7)

Daily excursions and guaranteed fun in Argentario

The tours we offer will make you fall in love with Argentario and its islands. The coast of Porto Ercole offers you crystal clear waters...

4 to 14 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$1,484

Fascinating walk to discover Siena, the most famous monuments and the least known and most precious places. We will walk through alleys and medieval streets, …More

Siena, Italy

5.0 (7)

Siena private guided tour for families

Fascinating walk to discover Siena, the most famous monuments and the least known and most precious places. We will walk through alleys and medieval streets,...

2 hours Free Cancellation

5.0 (7)

from
$264

Photography Guided Tour in the Heart of Val D'Orcia and Tuscany

Book now the best tour with photographic experience in the heart of Valdorcia in Tuscany, to have magnificent memories of your trip with your partner …More

Montepulciano, Italy

5.0 (7)

Photography Guided Tour in the Heart of Val D'Orcia and Tuscany

Book now the best tour with photographic experience in the heart of Valdorcia in Tuscany, to have magnificent memories of your trip with your partner...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$230

VIP Florence Private Sunset Boat Tour with Prosecco

Discover Florence from a Unique Perspective Let yourself be captivated by the timeless charm of Florence, the cradle of the Renaissance and a treasure trove …More

Florence, Italy

5.0 (7)

VIP Florence Private Sunset Boat Tour with Prosecco

Discover Florence from a Unique Perspective Let yourself be captivated by the timeless charm of Florence, the cradle of the Renaissance and a treasure trove...

1 hour 15 minutes Free Cancellation

5.0 (7)

from
$149

Florence: Duomo Complex Private Guided Tour

Enjoy a walk in the city of beauty discovering the majestic Duomo and discover with your guide step by step all the phases of its …More

Florence, Italy

5.0 (7)

Florence: Duomo Complex Private Guided Tour

Enjoy a walk in the city of beauty discovering the majestic Duomo and discover with your guide step by step all the phases of its...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$68

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?