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 →

This 2 hours walking city tour will take you to the highlights of the city of Florence after sunset with a top-rated local guide. This tour is a …More

Florence, Italy

4.9 (9)

Best of Florence Tour by Night

This 2 hours walking city tour will take you to the highlights of the city of Florence after sunset with a top-rated local guide. This tour is a...

2 hours Free Cancellation

4.9 (9)

from
$73

Private Chianti Afternoon Wine Tour with 2 Family-Run Wineries

A relaxed private afternoon in the Chianti Classico hills, visiting two small family-run wineries that really make their own wine. • Pick-up at your hotel, …More

Florence, Italy

5.0 (9)

Private Chianti Afternoon Wine Tour with 2 Family-Run Wineries

A relaxed private afternoon in the Chianti Classico hills, visiting two small family-run wineries that really make their own wine. • Pick-up at your hotel,...

5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$125

Michelangelo, Machiavelli & Galileo Tombs Exclusive Guided Tour

Experience history, art, and culture during our immersive 2-hour PRIVATE Tour of the exquisite Santa Croce Basilica; Florence's “Pantheon”. Discover the burial place of Michelangelo, …More

Florence, Italy

5.0 (9)

Michelangelo, Machiavelli & Galileo Tombs Exclusive Guided Tour

Experience history, art, and culture during our immersive 2-hour PRIVATE Tour of the exquisite Santa Croce Basilica; Florence's “Pantheon”. Discover the burial place of Michelangelo,...

2 hours Free Cancellation

5.0 (9)

from
$123

Private Florence San Marco Museum Tour with Skip-the-Line Entry

Discover the captivating beauty and rich history of San Marco, a Dominican convent designed by Michelozzo and commissioned by Cosimo "Il Vecchio" de' Medici. Begin …More

Florence, Italy

5.0 (9)

Private Florence San Marco Museum Tour with Skip-the-Line Entry

Discover the captivating beauty and rich history of San Marco, a Dominican convent designed by Michelozzo and commissioned by Cosimo "Il Vecchio" de' Medici. Begin...

2 hours

5.0 (9)

from
$111

The Best Of Classic Florence - Private Tour

Discover Florence with an exclusive walking tour, led by an expert guide who will take you through the city's most iconic landmarks, unveiling fascinating stories …More

Florence, Italy

4.8 (9)

The Best Of Classic Florence - Private Tour

Discover Florence with an exclusive walking tour, led by an expert guide who will take you through the city's most iconic landmarks, unveiling fascinating stories...

2 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$34

Pitti Palace - Private Tour At Galleria Palatina Incl. Tkts To Boboli Gardens

Enjoy a guided tour of the Palatine Gallery, the private art collection of the Medici family inside their last sumptuous residence. Admire extraordinary masterpieces by …More

Florence, Italy

4.8 (9)

Pitti Palace - Private Tour At Galleria Palatina Incl. Tkts To Boboli Gardens

Enjoy a guided tour of the Palatine Gallery, the private art collection of the Medici family inside their last sumptuous residence. Admire extraordinary masterpieces by...

3 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$78

Original Private Tuscany tour by Vintage Beetle car & Wine

Explore Tuscany in style with a classic vintage Beetle car tour from 1977. Enjoy breathtaking views, visit two renowned wineries, and taste exceptional wines including …More

4.9 (9)

Original Private Tuscany tour by Vintage Beetle car & Wine

Explore Tuscany in style with a classic vintage Beetle car tour from 1977. Enjoy breathtaking views, visit two renowned wineries, and taste exceptional wines including...

5 hours

4.9 (9)

from
$272

Palazzo Vecchio Small Group Tour, Optional Private & Tower Climb

Discover Florence’s secrets on a private guided tour of Palazzo Vecchio, one of the city’s most iconic landmarks! Explore the history of the Florentine Republic …More

Florence, Italy

5.0 (9)

Palazzo Vecchio Small Group Tour, Optional Private & Tower Climb

Discover Florence’s secrets on a private guided tour of Palazzo Vecchio, one of the city’s most iconic landmarks! Explore the history of the Florentine Republic...

1 hour 30 minutes Free Cancellation

5.0 (9)

from
$101

Florence: Accademia Gallery private tour; Michelangelo’s David

Give yourself a beautiful time and visit Accademia Gallery, a must-see in Florence. Our informative tour with local guide provides wonderful exploration within museum rooms, …More

Florence, Italy

5.0 (9)

Florence: Accademia Gallery private tour; Michelangelo’s David

Give yourself a beautiful time and visit Accademia Gallery, a must-see in Florence. Our informative tour with local guide provides wonderful exploration within museum rooms,...

2 hours

5.0 (9)

from
$103

Discover with me the unknown and most fascinating Siena with this unique and unusual tour. SECRET SIENA WALKING TOUR, is my favorite to discover history, …More

Siena, Italy

4.8 (9)

Secret Siena Walking Tour

Discover with me the unknown and most fascinating Siena with this unique and unusual tour. SECRET SIENA WALKING TOUR, is my favorite to discover history,...

2 hours Free Cancellation

4.8 (9)

from
$258

Our E-bike tour will lead you through the most famous wine area in Tuscany: Chianti Classico. You will ride amongst Sangiovese vineyards and olive groves …More

Florence, Italy

5.0 (9)

Chianti Classico E-bike Tour

Our E-bike tour will lead you through the most famous wine area in Tuscany: Chianti Classico. You will ride amongst Sangiovese vineyards and olive groves...

8 hours Free Cancellation

5.0 (9)

from
$357

Chianti Experience Shore Excursion from Livorno Port

Pass by the beautiful Tuscan countryside and drive right into the heart of Chianti on this 9-hour private shore excursion. Travel hassle free via an …More

Livorno, Italy

5.0 (9)

Chianti Experience Shore Excursion from Livorno Port

Pass by the beautiful Tuscan countryside and drive right into the heart of Chianti on this 9-hour private shore excursion. Travel hassle free via an...

9 hours Free Cancellation

5.0 (9)

from
$1,022

Florence tour with private shooting and photographer 2 hours

Discover the most beautiful places in Florence with our professional photographer and our tour leader who will take a wonderful shooting in Piazza del Duomo, …More

Florence, Italy

5.0 (9)

Florence tour with private shooting and photographer 2 hours

Discover the most beautiful places in Florence with our professional photographer and our tour leader who will take a wonderful shooting in Piazza del Duomo,...

2 to 3 hours Free Cancellation

5.0 (9)

from
$823

Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar

Spend a day in Tuscany visiting the city of Siena, the castle of Monteriggioni and the medieval village of San Gimignano. With a private English …More

Florence, Italy

4.9 (9)

Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar

Spend a day in Tuscany visiting the city of Siena, the castle of Monteriggioni and the medieval village of San Gimignano. With a private English...

8 to 9 hours Free Cancellation

4.9 (9)

from
$884

Pisa and Lucca Private Day Tour from Livorno Port

Discover Pisa and Lucca on this tour from Livorno port, travelling in the comfort of a private air-conditioned vehicle. Your first stop will be Pisa, …More

Livorno, Italy

5.0 (9)

Pisa and Lucca Private Day Tour from Livorno Port

Discover Pisa and Lucca on this tour from Livorno port, travelling in the comfort of a private air-conditioned vehicle. Your first stop will be Pisa,...

6 hours Free Cancellation

5.0 (9)

from
$574

The Medici Family in Florence: a history of money, power and gossip!

Strolling from one side to the other of Florence city center, we will get familiar with the very mixed fortunes of one of its most …More

Florence, Italy

4.8 (9)

The Medici Family in Florence: a history of money, power and gossip!

Strolling from one side to the other of Florence city center, we will get familiar with the very mixed fortunes of one of its most...

2 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$57

Florence Hidden Sights Private Tour from Livorno

9-hour tour Round trip transportation from/to the port/ship Comfortable air conditioning minivan Professional tour guide-driver English speaking driver Drive across Tuscany to reach Florence Florence highlights …More

Florence, Italy

5.0 (9)

Florence Hidden Sights Private Tour from Livorno

9 hours Free Cancellation

5.0 (9)

from
$1,118

Private Vespa Tour in Chianti from Florence

The Vespa Experience offers a unique and stylish way to explore Tuscany. Forget the chaos of daily life and enjoy the region’s stunning landscapes from …More

Florence, Italy

5.0 (9)

Private Vespa Tour in Chianti from Florence

The Vespa Experience offers a unique and stylish way to explore Tuscany. Forget the chaos of daily life and enjoy the region’s stunning landscapes from...

6 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$280

The Grand Wine Tour – 2 wineries with Chianti & SuperTuscan

You will discover Tuscany with its nuances, walking through the wines with our Sommelier, happy to introducing you the reality of the wine that distinguishes …More

Lucca, Italy

5.0 (9)

The Grand Wine Tour – 2 wineries with Chianti & SuperTuscan

You will discover Tuscany with its nuances, walking through the wines with our Sommelier, happy to introducing you the reality of the wine that distinguishes...

7 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$170

Half Day in Pisa from the Cruise Port of Livorno

Half day in Pisa with comfortable vehicle and English speaking driver. Meet&Greet at the indicated pick-up point: The driver will have a sign with the …More

Livorno, Italy

4.8 (9)

Half Day in Pisa from the Cruise Port of Livorno

Half day in Pisa with comfortable vehicle and English speaking driver. Meet&Greet at the indicated pick-up point: The driver will have a sign with the...

4 hours Free Cancellation

4.8 (9)

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?

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?