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 →

Private Day Trip to Montalcino and Montepulciano from Florence

Embark on a 9-hour private tour from Florence to the Tuscan Brunello vineyards, the perfect excursion for the discerning traveler and wine enthusiast. Travel from the …More

Florence, Italy

5.0 (2)

Private Day Trip to Montalcino and Montepulciano from Florence

Embark on a 9-hour private tour from Florence to the Tuscan Brunello vineyards, the perfect excursion for the discerning traveler and wine enthusiast. Travel from the...

9 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$1,362

Personalized Attention: With our private tour, you receive undivided attention from your guide, allowing for a fully customized experience tailored to your interests, preferences, and …More

Florence, Italy

3.0 (2)

Cinque Terre Private Tour From Florence

Personalized Attention: With our private tour, you receive undivided attention from your guide, allowing for a fully customized experience tailored to your interests, preferences, and...

10 to 12 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$1,358

Montalcino 2 Top Wineries full day Limousine Service Florence

On this Tours there is a selection of the Top Wineries of Montalcino, you will have a real Brunello di Montalcino Top experience, and a …More

Florence, Italy

Montalcino 2 Top Wineries full day Limousine Service Florence

On this Tours there is a selection of the Top Wineries of Montalcino, you will have a real Brunello di Montalcino Top experience, and a...

10 hours Hotel pickup offered Free Cancellation

from
$1,358

Pisa and Florence Private Shore Excursion from Livorno Port

After pick up, the tour begins in Pisa, where you can see the world famous “Leaning Tower”, the Duomo, and the Baptistery. The tour continues …More

Pisa, Italy

5.0 (1)

Pisa and Florence Private Shore Excursion from Livorno Port

After pick up, the tour begins in Pisa, where you can see the world famous “Leaning Tower”, the Duomo, and the Baptistery. The tour continues...

9 hours Free Cancellation

5.0 (1)

from
$1,351

Full Day Florence Private Shore Excursion from Livorno Port

The cultural and historical impact of Florence is overwhelming. The tour begins at the square of Michelangelo, which offers a breathtaking panoramic view of the …More

Florence, Italy

4.6 (8)

Full Day Florence Private Shore Excursion from Livorno Port

The cultural and historical impact of Florence is overwhelming. The tour begins at the square of Michelangelo, which offers a breathtaking panoramic view of the...

9 hours Free Cancellation

4.6 (8)

from
$1,326

Cinque Terre and Pisa Private Tour from Livorno

Enjoy a full day tour to the breathtaking Cinque Terre! We will visit 2 villages and you will have also time for shopping and enjoying …More

Livorno, Italy

5.0 (24)

Cinque Terre and Pisa Private Tour from Livorno

Enjoy a full day tour to the breathtaking Cinque Terre! We will visit 2 villages and you will have also time for shopping and enjoying...

9 hours Free Cancellation

5.0 (24)

from
$1,324

Visit Lucca & Pisa | Livorno Cruise Excursion

The driver will share his knowledge to you with passion and caring attitude Leaning tower square - Pisa Lucca historic center Lucca landscape piazza san …More

Pisa, Italy

5.0 (2)

Visit Lucca & Pisa | Livorno Cruise Excursion

The driver will share his knowledge to you with passion and caring attitude Leaning tower square - Pisa Lucca historic center Lucca landscape piazza san...

9 hours Free Cancellation

5.0 (2)

from
$1,315

We are Italian local guides, born in Florence and you will have a unique Tuscany experience, this is a perfect way to exploit your limited …More

Livorno, Italy

4.5 (8)

Pisa & Florence Shore Trip

We are Italian local guides, born in Florence and you will have a unique Tuscany experience, this is a perfect way to exploit your limited...

9 hours Hotel pickup offered Free Cancellation

4.5 (8)

from
$1,289

Pisa and Florence: Shore Excursion from La Spezia Cruise Port

Live a different experience from the tours with the ship's bus. On board our vehicles with permission to enter the historic centers, you will be …More

Florence, Italy

4.9 (43)

Pisa and Florence: Shore Excursion from La Spezia Cruise Port

Live a different experience from the tours with the ship's bus. On board our vehicles with permission to enter the historic centers, you will be...

9 hours Free Cancellation

4.9 (43)

from
$1,281

3-Day Private Tuscany Tour from Florence: Wine & Hilltop Towns

Escape the city and immerse yourself in the timeless beauty of Tuscany on a fully private, 3-day journey through rolling hills, historic villages, and unforgettable …More

Florence, Italy

5.0 (2)

3-Day Private Tuscany Tour from Florence: Wine & Hilltop Towns

Escape the city and immerse yourself in the timeless beauty of Tuscany on a fully private, 3-day journey through rolling hills, historic villages, and unforgettable...

3 days Hotel pickup offered

5.0 (2)

from
$1,286

We are Italian local guides, born in Florence and you will have a unique Tuscany experience, this is a perfect day to relax after enjoying …More

Florence, Italy

4.9 (34)

Private Tour of San Gimignano & Siena

We are Italian local guides, born in Florence and you will have a unique Tuscany experience, this is a perfect day to relax after enjoying...

9 hours Hotel pickup offered Free Cancellation

4.9 (34)

from
$1,270

Private trip to Cinque Terre from Florence (10 h)

Enjoy the beauty of Italy with our not-to-be-missed trips! A chauffeur will pick you up from the previously arranged place in the luxury car Cinque …More

Florence, Italy

Private trip to Cinque Terre from Florence (10 h)

Enjoy the beauty of Italy with our not-to-be-missed trips! A chauffeur will pick you up from the previously arranged place in the luxury car Cinque...

10 hours Hotel pickup offered Free Cancellation

from
$1,263

Brunello Montalcino Nobile Montepulciano 2 wineries Val d'Orcia

This will be a wonderful day that you will remember for all your life, Val D'Orcia is a magic place from a spectacular views, sitting …More

Florence, Italy

Brunello Montalcino Nobile Montepulciano 2 wineries Val d'Orcia

This will be a wonderful day that you will remember for all your life, Val D'Orcia is a magic place from a spectacular views, sitting...

9 hours Hotel pickup offered Free Cancellation

from
$1,263

Hello everyone! This is a unique way to explore the best of the Cinque Terre in a day together with our professional drivers. We will …More

Livorno, Italy

5.0 (85)

Cinque Terre Private Tour from Livorno

Hello everyone! This is a unique way to explore the best of the Cinque Terre in a day together with our professional drivers. We will...

9 hours Free Cancellation

5.0 (85)

from
$1,255

A day in Tuscany & Medieval Towns Private Tour

This is a unique opportunity for you to spend a day with a local driver-guide, a day off the beaten path where you will visit …More

Florence, Italy

5.0 (29)

A day in Tuscany & Medieval Towns Private Tour

This is a unique opportunity for you to spend a day with a local driver-guide, a day off the beaten path where you will visit...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$1,255

Pisa and Florence Private Tour with Wine Tasting

Discover the Essence of Tuscany: Pisa, Florence & Chianti Wine Experience Immerse yourself in the timeless beauty of Pisa and Florence—two of Tuscany’s most iconic …More

Livorno, Italy

4.9 (10)

Pisa and Florence Private Tour with Wine Tasting

Discover the Essence of Tuscany: Pisa, Florence & Chianti Wine Experience Immerse yourself in the timeless beauty of Pisa and Florence—two of Tuscany’s most iconic...

9 hours

4.9 (10)

from
$1,255

Florence, Lucca and Pisa 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 Enjoy the Tuscan landscapes while driving Florence …More

Florence, Italy

5.0 (10)

Florence, Lucca and Pisa Private Tour from Livorno

9 hours

5.0 (10)

from
$1,255

Pisa, Lucca and Tuscany Tour from Livorno

PRIVATE SIGHTSEEING TOUR! Simply Tuscany! The best of architecture, history and authentic Tuscan lifestyle you will fall in love with.We will pick you up and drive …More

Pisa, Italy

5.0 (3)

Pisa, Lucca and Tuscany Tour from Livorno

PRIVATE SIGHTSEEING TOUR! Simply Tuscany! The best of architecture, history and authentic Tuscan lifestyle you will fall in love with.We will pick you up and drive...

9 hours Free Cancellation

5.0 (3)

from
$1,255

THE MASTER of Chianti Classico 3 Top Wineries Limousine Service

A wonderful day with many stops for panoramic photos on the beautiful countryside of Chianti classico, the famous countryside of Tuscany, guided from an English …More

Florence, Italy

5.0 (1)

THE MASTER of Chianti Classico 3 Top Wineries Limousine Service

A wonderful day with many stops for panoramic photos on the beautiful countryside of Chianti classico, the famous countryside of Tuscany, guided from an English...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,255

Private Tour: Siena, San Gimignano and Pisa Day Trip from Florence

• Experience for your private group. Explore the art, culture and medieval history of Italy on this private 9-hour Siena, San Gimignano and Pisa tour …More

Florence, Italy

4.5 (2)

Private Tour: Siena, San Gimignano and Pisa Day Trip from Florence

• Experience for your private group. Explore the art, culture and medieval history of Italy on this private 9-hour Siena, San Gimignano and Pisa tour...

9 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$1,255

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?