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 →

Val d'Orcia Full Day Tour Pienza Montepulciano and Wine Tasting

Experience the charm of Val d'Orcia, a UNESCO World Heritage site, with a full-day tour exploring the iconic villages of Pienza and Montepulciano. Stroll through …More

Florence, Italy

Val d'Orcia Full Day Tour Pienza Montepulciano and Wine Tasting

Experience the charm of Val d'Orcia, a UNESCO World Heritage site, with a full-day tour exploring the iconic villages of Pienza and Montepulciano. Stroll through...

8 to 9 hours Hotel pickup offered Free Cancellation

from
$1,022

The MALL Outlets and Prada Shopping Tour

Directly from the Port of Livorno or your Accommodation our driver will pick you up in a comfortable Mercedes vehicle to take you the the …More

Florence, Italy

The MALL Outlets and Prada Shopping Tour

Directly from the Port of Livorno or your Accommodation our driver will pick you up in a comfortable Mercedes vehicle to take you the the...

8 to 9 hours Free Cancellation

from
$1,021

Tuscany Tour Montalcino Montepulciano Pienza

A tour between Montalcino and Montepulciano offers an unforgettable journey through breathtaking landscapes, fascinating historic cities and the discovery of two of Tuscany's most celebrated …More

Florence, Italy

5.0 (1)

Tuscany Tour Montalcino Montepulciano Pienza

A tour between Montalcino and Montepulciano offers an unforgettable journey through breathtaking landscapes, fascinating historic cities and the discovery of two of Tuscany's most celebrated...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,016

Looking for the right tour to the Tuscan Region? You are on the right coach. The 4 days Florence explorer serves as the perfect getaway …More

Florence, Italy

Best of Florence in 4 days

Looking for the right tour to the Tuscan Region? You are on the right coach. The 4 days Florence explorer serves as the perfect getaway...

4 days

from
$1,014

Pisa & L'Incanto del Gusto Toscano tour dal porto di Livorno

Un’escursione pensata per chi desidera sfuggire ai tour di massa e scoprire l’anima autentica della Toscana. Combina l’iconica bellezza di Pisa con l’intimità di un …More

Livorno, Italy

5.0 (1)

Pisa & L'Incanto del Gusto Toscano tour dal porto di Livorno

Un’escursione pensata per chi desidera sfuggire ai tour di massa e scoprire l’anima autentica della Toscana. Combina l’iconica bellezza di Pisa con l’intimità di un...

8 hours Free Cancellation

5.0 (1)

from
$1,010

Private Truffles Hunting with Lunch from Florence 5 hours

In the Tuscan countryside, you'll find the perfect truffle. But you won't be able to get your hands on it without a guide or an …More

Florence, Italy

Private Truffles Hunting with Lunch from Florence 5 hours

In the Tuscan countryside, you'll find the perfect truffle. But you won't be able to get your hands on it without a guide or an...

5 hours Hotel pickup offered

from
$1,010

Volterra and San Gimignano: a taste of medieval Tuscany!

Hi ! About 90% of tourists usually head straight to Pisa and Florence – and yes, they’re amazing – but this tour offers something a …More

Pisa, Italy

5.0 (23)

Volterra and San Gimignano: a taste of medieval Tuscany!

Hi ! About 90% of tourists usually head straight to Pisa and Florence – and yes, they’re amazing – but this tour offers something a...

9 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$1,010

Private Shore Excursion Livorno Port "Discovery Pisa & Florence"

SUPER LUXURY MERCEDES VAN. What can you expect for Pisa & Florence?: Private Shore Excursion, full day tour which takes about 8 hrs, our driver …More

Livorno, Italy

4.9 (17)

Private Shore Excursion Livorno Port "Discovery Pisa & Florence"

SUPER LUXURY MERCEDES VAN. What can you expect for Pisa & Florence?: Private Shore Excursion, full day tour which takes about 8 hrs, our driver...

8 hours Free Cancellation

4.9 (17)

from
$1,010

TRANSFER TOUR Florence to Lucca with a stop in San Gimignano

It's not just arriving at your destination that makes your vacation ... it's experiencing new and wonderful things along the way. Enjoy a very special …More

Florence, Italy

5.0 (1)

TRANSFER TOUR Florence to Lucca with a stop in San Gimignano

It's not just arriving at your destination that makes your vacation ... it's experiencing new and wonderful things along the way. Enjoy a very special...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,010

Enjoy a fantastic day exploring the Cinque Terre National Park, a kaleidoscope of vibrant colors and one of Italy's most spectacular coastlines. Thanks to its …More

Cinque Terre Private Day Tour from Livorno Port

Enjoy a fantastic day exploring the Cinque Terre National Park, a kaleidoscope of vibrant colors and one of Italy's most spectacular coastlines. Thanks to its...

9 hours Free Cancellation

from
$1,010

Lucca and Tuscany Winery Tour from Livorno Port

WELCOME TO THE WINE COUNTRY OF LUCCA! A unique area of Tuscany where you will experience amazing wine tastings in an area still unknown to …More

Lucca, Italy

Lucca and Tuscany Winery Tour from Livorno Port

WELCOME TO THE WINE COUNTRY OF LUCCA! A unique area of Tuscany where you will experience amazing wine tastings in an area still unknown to...

8 hours Free Cancellation

from
$1,006

Florence and Wine Tasting Private Tour from Livorno

ARE YOU READY FOR A GREAT DAY with LIMOSERVICEINITALY? FLORENCE AND WINE TASTING IN TUSCANY Enjoy a day exploring the highlights of Florence and a …More

Livorno, Italy

5.0 (13)

Florence and Wine Tasting Private Tour from Livorno

ARE YOU READY FOR A GREAT DAY with LIMOSERVICEINITALY? FLORENCE AND WINE TASTING IN TUSCANY Enjoy a day exploring the highlights of Florence and a...

9 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$1,004

A full day in the Bolgheri DOC area, one of the most famous wine regions in our country. Today we will visit 2 wineries and …More

Livorno, Italy

5.0 (2)

Bolgheri Wine Tour from Livorno

A full day in the Bolgheri DOC area, one of the most famous wine regions in our country. Today we will visit 2 wineries and...

7 to 8 hours Free Cancellation

5.0 (2)

from
$1,004

Today we will take you to the famous Wine Region of Bolgheri where some of the best wines in the World are produced. We will …More

Lucca, Italy

5.0 (2)

Bolgheri Wine Tour from Lucca

Today we will take you to the famous Wine Region of Bolgheri where some of the best wines in the World are produced. We will...

8 hours Hotel pickup offered

5.0 (2)

from
$1,004

Chianti Wines and San Gimignano Tour from Florence (1 Winery)

This is a great opportunity to spend HALF DAY (5 hours) in Tuscany enjoying a great lunch and wine tastings. We will pick you up …More

Siena, Italy

5.0 (13)

Chianti Wines and San Gimignano Tour from Florence (1 Winery)

This is a great opportunity to spend HALF DAY (5 hours) in Tuscany enjoying a great lunch and wine tastings. We will pick you up...

5 hours Free Cancellation

5.0 (13)

from
$999

Pisa and Wine Tasting in Tuscany from Livorno

Enjoy a great day with us, visit the cities of Pisa and the famous countryside of Tuscany. This is a great opportunity to combine the …More

5.0 (5)

Pisa and Wine Tasting in Tuscany from Livorno

Enjoy a great day with us, visit the cities of Pisa and the famous countryside of Tuscany. This is a great opportunity to combine the...

6 to 7 hours Free Cancellation

5.0 (5)

from
$999

Private Guided Tour: Pisa and Lucca from Florence

• Experience for your party (private guided tour) Travel through Tuscany’s rolling hills and vineyards lined with Cypress Trees, from Florence to Pisa and Lucca …More

Florence, Italy

5.0 (2)

Private Guided Tour: Pisa and Lucca from Florence

• Experience for your party (private guided tour) Travel through Tuscany’s rolling hills and vineyards lined with Cypress Trees, from Florence to Pisa and Lucca...

9 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$999

San Gimignano with lunch and wine tasting on a local winery

A wonderful day visiting the medioeval village of San Gimignano one of the main villages of Tuscany called the medioeval Manhatten because for all his …More

Florence, Italy

San Gimignano with lunch and wine tasting on a local winery

A wonderful day visiting the medioeval village of San Gimignano one of the main villages of Tuscany called the medioeval Manhatten because for all his...

6 hours Hotel pickup offered Free Cancellation

from
$999

Tuscany Seaside Tour and Wineries from Livorno

Hello everyone! This is our off the beaten path tour along the Tuscany coast and countryside. It is a stress free itinerary, away from big …More

5.0 (1)

Tuscany Seaside Tour and Wineries from Livorno

Hello everyone! This is our off the beaten path tour along the Tuscany coast and countryside. It is a stress free itinerary, away from big...

6 to 7 hours Free Cancellation

5.0 (1)

from
$999

A professional driver will provide transportation on this self-guided, amazing round trip tour of Pisa and Lucca. Visit the famous city of Pisa with its incredible …More

Livorno, Italy

Pisa and Lucca Day Trip from Livorno

A professional driver will provide transportation on this self-guided, amazing round trip tour of Pisa and Lucca. Visit the famous city of Pisa with its incredible...

8 hours Free Cancellation

from
$987

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?