Top Tuscany Private Sightseeing Tours

Q: Which Tuscany Private Sightseeing Tours have Instant Confirmation?

Tuscany Private Sightseeing Tours with Instant Confirmation include: Chianti Heli Wine Tour Fly Brunello - Heli Wine Tour Four Days Private Tuscany City Tour from Florence Luxury Balloon Tour in Tuscany Tuscany Multi Day Bike Tour History Wine and Local Flavors 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: Chianti Heli Wine Tour Fly Brunello - Heli Wine Tour Four Days Private Tuscany City Tour from Florence Luxury Balloon Tour in Tuscany Three Days Tuscany Winery Tour from Florence 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 →

Florence Must-See Sights Private Tour for Kids and Families

Enjoy a 2.0 hour Treasures of Florence Tour with our expert kid-friendly guide, who will show you the highlights of the city. You will meet …More

Florence, Italy

5.0 (35)

Florence Must-See Sights Private Tour for Kids and Families

Enjoy a 2.0 hour Treasures of Florence Tour with our expert kid-friendly guide, who will show you the highlights of the city. You will meet...

2 hours Free Cancellation

5.0 (35)

from
$138

Private Tour: Chianti Winery, Montefioralle, and Greve in Chianti

Enjoy a taste of Tuscany on a 5-hour morning or afternoon escorted tour to the Chianti region from Florence. With a guide just for your sole …More

Florence, Italy

4.5 (24)

Private Tour: Chianti Winery, Montefioralle, and Greve in Chianti

Enjoy a taste of Tuscany on a 5-hour morning or afternoon escorted tour to the Chianti region from Florence. With a guide just for your sole...

5 hours Free Cancellation

4.5 (24)

from
$138

Private Golfcart Tour of Florence Hills Piazzale Michelangelo

Experience Florence from a unique perspective on a private panoramic tour. Travel along scenic riverbanks and tree-lined avenues, then ascend the Florentine hills for the …More

Florence, Italy

5.0 (4)

Private Golfcart Tour of Florence Hills Piazzale Michelangelo

Experience Florence from a unique perspective on a private panoramic tour. Travel along scenic riverbanks and tree-lined avenues, then ascend the Florentine hills for the...

2 hours 15 minutes Free Cancellation

5.0 (4)

from
$138

Luxury Shopping Experience: Private Chauffeur to The Mall & Prada

An unforgettable journey into the world of fashion: The Mall & Prada Space. Spend an half day in two of the best the shopping centers …More

Florence, Italy

5.0 (9)

Luxury Shopping Experience: Private Chauffeur to The Mall & Prada

An unforgettable journey into the world of fashion: The Mall & Prada Space. Spend an half day in two of the best the shopping centers...

6 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$137

Siena to Florence Private Transfer: Monteriggioni & San Gimignano

Turn your transfer from Siena to Florence into a visit to two of the most famous medieval towns of Tuscany, crossing the Chianti area, in …More

Siena, Italy

5.0 (3)

Siena to Florence Private Transfer: Monteriggioni & San Gimignano

Turn your transfer from Siena to Florence into a visit to two of the most famous medieval towns of Tuscany, crossing the Chianti area, in...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$137

Florence to Siena Private Transfer: San Gimignano & Monteriggioni

Turn your transfer from Florence to Siena into a visit to two of the most famous medieval towns of Tuscany, crossing the Chianti area, in …More

Florence, Italy

5.0 (3)

Florence to Siena Private Transfer: San Gimignano & Monteriggioni

Turn your transfer from Florence to Siena into a visit to two of the most famous medieval towns of Tuscany, crossing the Chianti area, in...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$137

Visit one of the most famous squares in the world, Piazza dei Miracoli. You will discover why one of the most beautiful squares in the …More

Pisa, Italy

4.0 (4)

Pisa Private Walking Tour

Visit one of the most famous squares in the world, Piazza dei Miracoli. You will discover why one of the most beautiful squares in the...

3 hours Free Cancellation

4.0 (4)

from
$137

Florence: Palazzo Pitti & Boboli Gardens Private Guided Tour

This tour will focus on the amazing history of their rise to power and the palazzo intrigues, and will let you know more about their …More

Florence, Italy

5.0 (3)

Florence: Palazzo Pitti & Boboli Gardens Private Guided Tour

This tour will focus on the amazing history of their rise to power and the palazzo intrigues, and will let you know more about their...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$137

Uffizi Museum & Gallery Tour with Leonardo & Michelangelo Works

Enjoy this 2-hour and a half private voyage through Florence's Uffizi Gallery and live memorable experience in one of the top-rated museums in the world. …More

Florence, Italy

5.0 (4)

Uffizi Museum & Gallery Tour with Leonardo & Michelangelo Works

Enjoy this 2-hour and a half private voyage through Florence's Uffizi Gallery and live memorable experience in one of the top-rated museums in the world....

2 hours 30 minutes Free Cancellation

5.0 (4)

from
$137

Semi-Private Evening Tour of Michelangelo’s David in Florence

Discover Florence After Dark — Semi-Private Evening Tour Experience Florence in a more intimate way with this semi-private evening walking tour, limited to just 8 …More

Florence, Italy

5.0 (1)

Semi-Private Evening Tour of Michelangelo’s David in Florence

Discover Florence After Dark — Semi-Private Evening Tour Experience Florence in a more intimate way with this semi-private evening walking tour, limited to just 8...

1 hour Free Cancellation

5.0 (1)

from
$137

Take part in our tour aboard unique vintage cars, we will travel the rolling Tuscan hills, crossing three of its most beautiful villages: Win, Cerreto …More

Florence, Italy

5.0 (4)

Tuscan Hills Tour with Classic Car

Take part in our tour aboard unique vintage cars, we will travel the rolling Tuscan hills, crossing three of its most beautiful villages: Win, Cerreto...

4 to 6 hours Free Cancellation

5.0 (4)

from
$136

The Cathedral of Siena is an overwhelming monument that houses works of art from the Middle Ages to the contemporary period. Inside the church you …More

Siena, Italy

5.0 (2)

Siena Cathedral: Private Tour

The Cathedral of Siena is an overwhelming monument that houses works of art from the Middle Ages to the contemporary period. Inside the church you...

1 hour Free Cancellation

5.0 (2)

from
$136

Pisa, Lucca, and Lunch at a Tuscan Winery from Livorno

This excursion from the port of Livorno is perfect for families and active adults who don't want a long touring day or lots of driving. …More

Livorno, Italy

5.0 (11)

Pisa, Lucca, and Lunch at a Tuscan Winery from Livorno

This excursion from the port of Livorno is perfect for families and active adults who don't want a long touring day or lots of driving....

7 to 8 hours Free Cancellation

5.0 (11)

from
$136

***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

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

Best of Florence Private Tour with Accademia

Our Florence tours take you on a journey through the heart of Renaissance Florence, exploring the galleries and piazzas of the city centre. As you …More

Florence, Italy

5.0 (3)

Best of Florence Private Tour with Accademia

Our Florence tours take you on a journey through the heart of Renaissance Florence, exploring the galleries and piazzas of the city centre. As you...

3 hours Free Cancellation

5.0 (3)

from
$135

Accademia David & Florence Tour for Kids & Families

When in Florence with your family you dont have to miss one of Michelangelo's most famous masterpieces the David! With our kid friendly guide admire …More

Florence, Italy

5.0 (23)

Accademia David & Florence Tour for Kids & Families

When in Florence with your family you dont have to miss one of Michelangelo's most famous masterpieces the David! With our kid friendly guide admire...

2 hours 30 minutes

5.0 (23)

from
$135

Chianti Wine Tour from Florence to San Gimignano with 2 Wineries

Explore the beautiful Tuscan countryside with a private driver and customize your itinerary to visit two wineries in Chianti and San Gimignano, with a 15-minute …More

Florence, Italy

5.0 (33)

Chianti Wine Tour from Florence to San Gimignano with 2 Wineries

Explore the beautiful Tuscan countryside with a private driver and customize your itinerary to visit two wineries in Chianti and San Gimignano, with a 15-minute...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (33)

from
$134

Discover the iconic Tuscan town of Cortona (made famous in the book by Frances Mayes "Under The Tuscan Sun"). Located between Florence and Rome, Cortona …More

Arezzo, Italy

5.0 (10)

Cortona private walking Tour

Discover the iconic Tuscan town of Cortona (made famous in the book by Frances Mayes "Under The Tuscan Sun"). Located between Florence and Rome, Cortona...

2 hours 30 minutes Free Cancellation

5.0 (10)

from
$132

Private guided tour of the medieval village of Volterra

Volterra is a perfect destination for a day trip when you are in Tuscany. Together with our expert guide you can visit the history and …More

Florence, Italy

4.8 (6)

Private guided tour of the medieval village of Volterra

Volterra is a perfect destination for a day trip when you are in Tuscany. Together with our expert guide you can visit the history and...

3 hours Free Cancellation

4.8 (6)

from
$132

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?

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?