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 →

Embark on an unforgettable journey into the culinary traditions and world-renowned wines of Tuscany. The Chianti region is celebrated across the globe for its exceptional …More

Florence, Italy

5.0 (5)

Private Tuscan Dinner from Florence

Embark on an unforgettable journey into the culinary traditions and world-renowned wines of Tuscany. The Chianti region is celebrated across the globe for its exceptional...

7 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$430

Private Day in Florence: An Immersive Experience

During the Florence in a day tour, we will take you to all the highlights of this beautiful city. Florence is well known as the …More

Florence, Italy

5.0 (5)

Private Day in Florence: An Immersive Experience

During the Florence in a day tour, we will take you to all the highlights of this beautiful city. Florence is well known as the...

7 hours Free Cancellation

5.0 (5)

from
$279

Private Tour to Siena and Montalcino from Florence

• Experience for your private group. If you are looking for beautiful sceneries, medieval city and excellent wines, this tour is for you. Explore the …More

Florence, Italy

5.0 (5)

Private Tour to Siena and Montalcino from Florence

• Experience for your private group. If you are looking for beautiful sceneries, medieval city and excellent wines, this tour is for you. Explore the...

9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$965

Private Tour: Pisa and Lucca from Florence

Explore the historic cities of Lucca and Pisa on an 8-hour guided tour from Florence. Discover some of the most beautiful Renaissance architecture in Tuscany. …More

Sorrento, Italy

5.0 (5)

Private Tour: Pisa and Lucca from Florence

Explore the historic cities of Lucca and Pisa on an 8-hour guided tour from Florence. Discover some of the most beautiful Renaissance architecture in Tuscany....

8 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$838

Pisa, Volterra and San Gimignano Private Tour from Florence

Enjoy the most amazing experience in Tuscany with us! A full day from 8.30am to 5.30 pm (9 HOURS FULL DAY PRIVATE TOUR). This is …More

Florence, Italy

5.0 (5)

Pisa, Volterra and San Gimignano Private Tour from Florence

Enjoy the most amazing experience in Tuscany with us! A full day from 8.30am to 5.30 pm (9 HOURS FULL DAY PRIVATE TOUR). This is...

9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$1,461

Siena, San Gimignano and Pisa from Lucca

BEST OF TUSCANY SIGHTSEEING PRIVATE TOUR! Enjoy a great experience around the famous Tuscany region with your expert english speaking driver and on board a …More

Lucca, Italy

5.0 (5)

Siena, San Gimignano and Pisa from Lucca

BEST OF TUSCANY SIGHTSEEING PRIVATE TOUR! Enjoy a great experience around the famous Tuscany region with your expert english speaking driver and on board a...

9 to 10 hours

5.0 (5)

from
$1,436

Montepulciano Pienza Montalcino Tour from Siena

Today we will drive you to the famous Orcia Valley, one of the most beautiful area in Tuscany. Here we will visit 3 stunning medieval …More

Chianti, Italy

5.0 (5)

Montepulciano Pienza Montalcino Tour from Siena

Today we will drive you to the famous Orcia Valley, one of the most beautiful area in Tuscany. Here we will visit 3 stunning medieval...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$1,128

San Gimignano and Volterra Private Shore Excursion from Livorno

If you want to see Tuscany -- that rolling, lush terrain dotted with hilltop villages you see on postcards -- there is no place better …More

Livorno, Italy

5.0 (5)

San Gimignano and Volterra Private Shore Excursion from Livorno

If you want to see Tuscany -- that rolling, lush terrain dotted with hilltop villages you see on postcards -- there is no place better...

8 to 9 hours Free Cancellation

5.0 (5)

from
$171

Academia Gallery VIP Private Guided Tour with 5 Star EXPERT

Ensure your place on this exceptional tour by booking in advance.Our VIP Private guided tour spots are limited and in high demand.so secure your spot …More

Florence, Italy

5.0 (5)

Academia Gallery VIP Private Guided Tour with 5 Star EXPERT

Ensure your place on this exceptional tour by booking in advance.Our VIP Private guided tour spots are limited and in high demand.so secure your spot...

1 hour Free Cancellation

5.0 (5)

from
$170

This is a perfect introduction to the city on the day of your arrival and especially if you don't have a lot of time in …More

Florence, Italy

5.0 (5)

2 hours sunset walking tour

This is a perfect introduction to the city on the day of your arrival and especially if you don't have a lot of time in...

2 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$217

Private Tuscany Day Trip Siena San Gimignano and Pisa

Experience Tuscany’s highlights on a private day trip from Florence to Siena, San Gimignano, and Pisa. In Siena, explore the UNESCO-listed historic center, admire its …More

Florence, Italy

5.0 (5)

Private Tuscany Day Trip Siena San Gimignano and Pisa

Experience Tuscany’s highlights on a private day trip from Florence to Siena, San Gimignano, and Pisa. In Siena, explore the UNESCO-listed historic center, admire its...

9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$342

Private Vintage FIAT 500 Tour with Farm Lunch & Wine Tasting

Explore Tuscany in style with our Vintage Fiat 500 Tour, a delightful adventure that combines the charm of a fully equipped vintage Fiat 500, the …More

Florence, Italy

5.0 (4)

Private Vintage FIAT 500 Tour with Farm Lunch & Wine Tasting

Explore Tuscany in style with our Vintage Fiat 500 Tour, a delightful adventure that combines the charm of a fully equipped vintage Fiat 500, the...

4 hours Free Cancellation

5.0 (4)

from
$193

Private Duomo Complex Guided Tour with Cupola Entry Tickets

Experience Florence like never before with a private guided tour of the iconic Duomo Complex. Begin your journey with expert local guides who reveal the …More

Florence, Italy

5.0 (4)

Private Duomo Complex Guided Tour with Cupola Entry Tickets

Experience Florence like never before with a private guided tour of the iconic Duomo Complex. Begin your journey with expert local guides who reveal the...

1 hour 30 minutes Free Cancellation

5.0 (4)

from
$186

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

From Florence: Balsamic Vinegar, Parmigiano Reggiano & Prosciutto

Spend a full day in the Emilia Romagna region from Florence with the assistance of english speaking driver. Discover the amazing DOP product Prosciutto crudo …More

Florence, Italy

5.0 (4)

From Florence: Balsamic Vinegar, Parmigiano Reggiano & Prosciutto

Spend a full day in the Emilia Romagna region from Florence with the assistance of english speaking driver. Discover the amazing DOP product Prosciutto crudo...

10 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$312

Private Tour- Chianti By Minivan At Sunset

Escape the heat and bustle of the city for the renowned beauty of the Tuscan countryside in the most famous wine region of Italy – …More

Florence, Italy

4.8 (4)

Private Tour- Chianti By Minivan At Sunset

Escape the heat and bustle of the city for the renowned beauty of the Tuscan countryside in the most famous wine region of Italy –...

5 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$142

The Accademia Gallery in Florence with your private guide

Discover the wonders of the Renaissance with a private guided tour of Florence’s Accademia Gallery. Begin in the Hall of the Colossus, where Giambologna’s original …More

Florence, Italy

5.0 (4)

The Accademia Gallery in Florence with your private guide

Discover the wonders of the Renaissance with a private guided tour of Florence’s Accademia Gallery. Begin in the Hall of the Colossus, where Giambologna’s original...

2 hours Hotel pickup offered

5.0 (4)

from
$67

Livorno Shore Excursion: Pisa, Lucca and wine experience Private Day Trip

Visit Pisa and Lucca with a private tour which really describe the local Italian life. You will be able to reach the most important monuments. …More

Livorno, Italy

5.0 (4)

Livorno Shore Excursion: Pisa, Lucca and wine experience Private Day Trip

Visit Pisa and Lucca with a private tour which really describe the local Italian life. You will be able to reach the most important monuments....

8 hours Free Cancellation

5.0 (4)

from
$107

Livorno Shore Excursion: Private Pisa and Florence by minivan Day Trip

Visit Pisa and Florence with a private tour which really describes the local Italian life. You will be able to reach the famous Leaning Tower …More

Livorno, Italy

4.8 (4)

Livorno Shore Excursion: Private Pisa and Florence by minivan Day Trip

Visit Pisa and Florence with a private tour which really describes the local Italian life. You will be able to reach the famous Leaning Tower...

8 hours Free Cancellation

4.8 (4)

from
$50

Uffizi Gallery private tour with skip the line ticket

The Uffizi Gallery needs no introduction: make the most out of the visit of the cradle of Renaissance art (and more!) led by a passionate …More

Florence, Italy

4.8 (4)

Uffizi Gallery private tour with skip the line ticket

The Uffizi Gallery needs no introduction: make the most out of the visit of the cradle of Renaissance art (and more!) led by a passionate...

2 hours

4.8 (4)

from
$97

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Tuscany Private Sightseeing Tours are:

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?