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: Private Vespa Tour in Chianti from Florence Arezzo Private Tour with Official Guide The Grand Wine Tour – 2 wineries with Chianti & SuperTuscan Florence: 90-Minute Private Golf Cart Tour of the Hills Uffizi Gallery Private Tour

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 →

Florence Private 8 hours tour with Tickets and Hotel Pick up

Florence is one of the most beautiful cities in the world and it has so many wonderful sights that you can enjoy. With an official …More

Florence, Italy

Florence Private 8 hours tour with Tickets and Hotel Pick up

Florence is one of the most beautiful cities in the world and it has so many wonderful sights that you can enjoy. With an official...

8 hours Hotel pickup offered Free Cancellation

from
$248

From Florence: Private Via Francigena Tour with Wine Lunch

A full private day on the Via Francigena, the ancient pilgrims' road to Rome, through the most beautiful towns of Tuscany. • Pick-up at your …More

Florence, Italy

5.0 (2)

From Florence: Private Via Francigena Tour with Wine Lunch

A full private day on the Via Francigena, the ancient pilgrims' road to Rome, through the most beautiful towns of Tuscany. • Pick-up at your...

10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$250

Private tour from Livorno port to Chianti Wine Region

This private tour will make you discover and enjoy the essence of this land known for its breathtaking landscapes that for centuries has been giving …More

Livorno, Italy

5.0 (5)

Private tour from Livorno port to Chianti Wine Region

This private tour will make you discover and enjoy the essence of this land known for its breathtaking landscapes that for centuries has been giving...

9 hours Free Cancellation

5.0 (5)

from
$250

Private Tour of the Dark Heart of Florence at Sunset

Florence, the cradle of Renaissance, home of the greatest artists of history has a less bright side which will conquer you. Let yourself be captivated …More

Florence, Italy

5.0 (2)

Private Tour of the Dark Heart of Florence at Sunset

Florence, the cradle of Renaissance, home of the greatest artists of history has a less bright side which will conquer you. Let yourself be captivated...

2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$250

Lucca, Pisa and Livorno from Florence Private Car Tour

Take a photo with the famous Leaning Tower of Pisa, visit Lucca Cathedral and discover the medieval heritage of 3 Tuscan towns: Lucca, Pisa and …More

Florence, Italy

Lucca, Pisa and Livorno from Florence Private Car Tour

Take a photo with the famous Leaning Tower of Pisa, visit Lucca Cathedral and discover the medieval heritage of 3 Tuscan towns: Lucca, Pisa and...

10 hours Hotel pickup offered Free Cancellation

from
$250

While we take care of every detail, leave the chaos behind and enjoy the best of Tuscany’s landscapes from your stylish Vespa — perfect not …More

Siena, Italy

5.0 (7)

Private Vespa Tour in Chianti

While we take care of every detail, leave the chaos behind and enjoy the best of Tuscany’s landscapes from your stylish Vespa — perfect not...

5 hours Free Cancellation

5.0 (7)

from
$251

Private Grape stomping at Chianti Farmhouse

Harvest has always been seen as a time of celebration in the countryside: after months of hard work and sacrifices, all those efforts are finally …More

Siena, Italy

4.9 (11)

Private Grape stomping at Chianti Farmhouse

Harvest has always been seen as a time of celebration in the countryside: after months of hard work and sacrifices, all those efforts are finally...

4 hours Free Cancellation

4.9 (11)

from
$251

Private Transfer Naples / Florence or vice versa

We are local professional private drivers in English and Spanish. We will make you spend a magical experience with a very comfortable guide, with very …More

Salerno, Italy

5.0 (1)

Private Transfer Naples / Florence or vice versa

We are local professional private drivers in English and Spanish. We will make you spend a magical experience with a very comfortable guide, with very...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$252

1-Hour Carriage Tour – Historic Center and Renaissance Walls

Discover Lucca with the intermediate tour, designed for those who want to experience the historic center and travel half of the famous Renaissance walls. This …More

Lucca, Italy

5.0 (40)

1-Hour Carriage Tour – Historic Center and Renaissance Walls

Discover Lucca with the intermediate tour, designed for those who want to experience the historic center and travel half of the famous Renaissance walls. This...

1 hour Free Cancellation

5.0 (40)

from
$253

Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany

Start from Piazza Adua in Florence and travel through the Tuscan countryside to Montalcino, home of Brunello di Montalcino. Enjoy a guided walk in the …More

Florence, Italy

5.0 (6)

Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany

Start from Piazza Adua in Florence and travel through the Tuscan countryside to Montalcino, home of Brunello di Montalcino. Enjoy a guided walk in the...

9 hours Free Cancellation

5.0 (6)

from
$253

Visit Of The Chianti Classico And The Tuscan Countryside

You will have an unique experience with speaking English driver, you will feel the real atmosphere of Tuscany in the beauty of the Nature and …More

Florence, Italy

5.0 (4)

Visit Of The Chianti Classico And The Tuscan Countryside

You will have an unique experience with speaking English driver, you will feel the real atmosphere of Tuscany in the beauty of the Nature and...

8 hours Free Cancellation

5.0 (4)

from
$253

Let's discover Siena with a fascinating historical tour. Not only the most famous buildings like the church of San Domenico, the Salimbeni palace, the Chigi …More

Siena, Italy

5.0 (1)

Siena Private walking tour

Let's discover Siena with a fascinating historical tour. Not only the most famous buildings like the church of San Domenico, the Salimbeni palace, the Chigi...

2 hours Free Cancellation

5.0 (1)

from
$253

Private and Guided Walking Tour of Arezzo City of Gold

Walking through the medieval streets of Arezzo is a unique experience. Tradition, history and beautiful landscapes to photograph. Arezzo offers all this and much more. …More

Arezzo, Italy

5.0 (1)

Private and Guided Walking Tour of Arezzo City of Gold

Walking through the medieval streets of Arezzo is a unique experience. Tradition, history and beautiful landscapes to photograph. Arezzo offers all this and much more....

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$253

Florence to Cinque Terre Private Trip by Ferry or Train

Discover the colourful seaside towns of Cinque Terre on a full-day tour from Florence. Travel by private car and take the ferry to the remote …More

Florence, Italy

Florence to Cinque Terre Private Trip by Ferry or Train

Discover the colourful seaside towns of Cinque Terre on a full-day tour from Florence. Travel by private car and take the ferry to the remote...

13 to 14 hours Hotel pickup offered Free Cancellation

from
$253

Brunello Wine Tour and Val D'Orcia Landscape

I was born and raised here in Tuscany and I know the best wine maker but the key is small wineries with high quality where …More

Arezzo, Italy

5.0 (100)

Brunello Wine Tour and Val D'Orcia Landscape

I was born and raised here in Tuscany and I know the best wine maker but the key is small wineries with high quality where...

4 hours Free Cancellation

5.0 (100)

from
$253

Florence to Rome Private Transfer: Orvieto & Civita Bagnoregio

Turn your transfer from Florence to Rome into a day between Umbria and Lazio, in a comfortable private Mercedes van. • Pick-up at your hotel, …More

Florence, Italy

5.0 (1)

Florence to Rome Private Transfer: Orvieto & Civita Bagnoregio

Turn your transfer from Florence to Rome into a day between Umbria and Lazio, in a comfortable private Mercedes van. • Pick-up at your hotel,...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$255

Private Uffizi Gallery and Florence City Walking Tour

Join a combined tour of Florence’s must-see attractions. Follow a guided tour to the world-famous museum, Uffizi Gallery in which the world’s finest collection of …More

Florence, Italy

5.0 (1)

Private Uffizi Gallery and Florence City Walking Tour

Join a combined tour of Florence’s must-see attractions. Follow a guided tour to the world-famous museum, Uffizi Gallery in which the world’s finest collection of...

3 hours Free Cancellation

5.0 (1)

from
$257

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

The Tuscan hills hide real treasures, and we will guide you on an unforgettable tour through the Chianti woods. Discover the secrets of truffles, their …More

Siena, Italy

5.0 (5)

Private Truffle Hunting in Chianti

The Tuscan hills hide real treasures, and we will guide you on an unforgettable tour through the Chianti woods. Discover the secrets of truffles, their...

5 hours Free Cancellation

5.0 (5)

from
$258

Private Brunello & Nobile Wine Tour with Lunch in Val d'Orcia

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location …More

Arezzo, Italy

4.9 (8)

Private Brunello & Nobile Wine Tour with Lunch in Val d'Orcia

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location...

8 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$261

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?