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 Full Day Tour of Cinque Terre from Florence

Your private driver will pick you up in your hotel or place of choice in Florence to start this fabulous tour to Cinque Terre. Cinque …More

Florence, Italy

4.0 (2)

Private Full Day Tour of Cinque Terre from Florence

Your private driver will pick you up in your hotel or place of choice in Florence to start this fabulous tour to Cinque Terre. Cinque...

10 hours Hotel pickup offered Free Cancellation

4.0 (2)

from
$377

Private Transfer From Florence to Zurich With a 2 Hour Stop

This tour will allow you to see one of the gems of the area, with a very popular experience that's totally worth your time. On …More

Florence, Italy

Private Transfer From Florence to Zurich With a 2 Hour Stop

This tour will allow you to see one of the gems of the area, with a very popular experience that's totally worth your time. On...

8 to 9 hours Hotel pickup offered Free Cancellation

from
$372

The Essence of Tuscany: Private Chianti & Estate Winery Lunch

Join our highest-rated private escape into the Tuscan countryside. Discover the charm of a medieval hilltop town of your choice and enjoy a legendary, family-style …More

Florence, Italy

4.9 (8)

The Essence of Tuscany: Private Chianti & Estate Winery Lunch

Join our highest-rated private escape into the Tuscan countryside. Discover the charm of a medieval hilltop town of your choice and enjoy a legendary, family-style...

5 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$372

Florence San Gimignano and Siena from Pisa with Free Photography

This tour offers a unique opportunity to explore three iconic Tuscan cities—Florence, San Gimignano, and Siena—in just one day from Pisa. Experience Florence's Renaissance charm …More

Pisa, Italy

Florence San Gimignano and Siena from Pisa with Free Photography

This tour offers a unique opportunity to explore three iconic Tuscan cities—Florence, San Gimignano, and Siena—in just one day from Pisa. Experience Florence's Renaissance charm...

14 hours Hotel pickup offered Free Cancellation

from
$372

Are you visiting Florence ? Book your fun and exciting Florence photo-shoot today along with your flight tickets and your hotel– you won’t regret it! We …More

Florence, Italy

5.0 (2)

Private Photographer in Florence

Are you visiting Florence ? Book your fun and exciting Florence photo-shoot today along with your flight tickets and your hotel– you won’t regret it! We...

3 hours 30 minutes Free Cancellation

5.0 (2)

from
$371

A Day of Classic Motors - Ferrari, Maserati & Lamborghini museums - private tour

Immerse yourself in these Automotive icons for the day, with a guide that has experienced ownership of both brands, ridden at Mugello many times with …More

Florence, Italy

5.0 (32)

A Day of Classic Motors - Ferrari, Maserati & Lamborghini museums - private tour

Immerse yourself in these Automotive icons for the day, with a guide that has experienced ownership of both brands, ridden at Mugello many times with...

8 hours Hotel pickup offered Free Cancellation

5.0 (32)

from
$370

This luxury private experience will allow you to discover the beautiful coastline and the charming towns of the Cinque Terre. It is tailored for cruise …More

Livorno, Italy

5.0 (1)

Cinque Terre Private Tour from Livorno

This luxury private experience will allow you to discover the beautiful coastline and the charming towns of the Cinque Terre. It is tailored for cruise...

10 hours

5.0 (1)

from
$365

Cinque Terre Private Tour from Florence with Driver

This luxury private experience will make you discover the beautiful coast and towns of Cinque Terre with a relaxing, stress-free, personal tour . Start in …More

Florence, Italy

Cinque Terre Private Tour from Florence with Driver

This luxury private experience will make you discover the beautiful coast and towns of Cinque Terre with a relaxing, stress-free, personal tour . Start in...

10 hours Hotel pickup offered

from
$365

Chianti Region and San Gimignano including wine tasting and light lunch

Indulge in the perfect tour for those seeking to explore the Tuscan Countryside. Your private driver, at your disposal for the day, will guide you …More

Florence, Italy

5.0 (3)

Chianti Region and San Gimignano including wine tasting and light lunch

Indulge in the perfect tour for those seeking to explore the Tuscan Countryside. Your private driver, at your disposal for the day, will guide you...

8 to 9 hours

5.0 (3)

from
$362

From Florence PRIVATE:Bolgheri Wine Tour,tasting among the Tuscany coastal hills

Discover with us the unique Italian region where French vines become DOCG Italian fine wine. The sea is visible from the vines and its effect …More

Florence, Italy

5.0 (2)

From Florence PRIVATE:Bolgheri Wine Tour,tasting among the Tuscany coastal hills

Discover with us the unique Italian region where French vines become DOCG Italian fine wine. The sea is visible from the vines and its effect...

10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$360

Capture your memories of Siena on camera with this private photo shoot in the heart of the city. The experience is led by a professional …More

Siena, Italy

5.0 (4)

Private Photo Shoot in Siena

Capture your memories of Siena on camera with this private photo shoot in the heart of the city. The experience is led by a professional...

1 hour 30 minutes Free Cancellation

5.0 (4)

from
$358

Our E-bike tour will lead you through the most famous wine area in Tuscany: Chianti Classico. You will ride amongst Sangiovese vineyards and olive groves …More

Florence, Italy

5.0 (9)

Chianti Classico E-bike Tour

Our E-bike tour will lead you through the most famous wine area in Tuscany: Chianti Classico. You will ride amongst Sangiovese vineyards and olive groves...

8 hours Free Cancellation

5.0 (9)

from
$356

A scenic ride along the Via Francigena to San Gimignano: the home of Vernaccia wine and world-renowned gelato. With our E-bikes you’ll make your way …More

Florence, Italy

5.0 (1)

Chianti to San Gimignano E-bike Tour

A scenic ride along the Via Francigena to San Gimignano: the home of Vernaccia wine and world-renowned gelato. With our E-bikes you’ll make your way...

8 hours Free Cancellation

5.0 (1)

from
$356

Tuscany Highlights and Wine Private Car Tour from Florence

See the world-famous Leaning Tower of Pisa, explore San Gimignano and Siena, and enjoy a wine tasting in Chianti on a full-day road trip from …More

Florence, Italy

5.0 (1)

Tuscany Highlights and Wine Private Car Tour from Florence

See the world-famous Leaning Tower of Pisa, explore San Gimignano and Siena, and enjoy a wine tasting in Chianti on a full-day road trip from...

12 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$352

If you have only seen the David in photos, and you also want to enjoy the city and learn this is the tour for you! …More

Florence, Italy

5.0 (6)

David and the highlights of Florence.

If you have only seen the David in photos, and you also want to enjoy the city and learn this is the tour for you!...

3 hours

5.0 (6)

from
$344

Private Tour: Florence Walking Tour with Palazzo Vecchio

Discover Florence on a private 3 hours walking tour of the city’s historical and cultural highlights, included the amazing Palazzo Vecchio. With a knowledgeable private guide, go …More

Florence, Italy

5.0 (6)

Private Tour: Florence Walking Tour with Palazzo Vecchio

Discover Florence on a private 3 hours walking tour of the city’s historical and cultural highlights, included the amazing Palazzo Vecchio. With a knowledgeable private guide, go...

3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$344

It would be exhausting to see the entire Uffizi collection in one day and almost impossible. We will enjoy the highlights of the Gallery and …More

Florence, Italy

5.0 (2)

Uffizi, Enjoy the highlights

It would be exhausting to see the entire Uffizi collection in one day and almost impossible. We will enjoy the highlights of the Gallery and...

2 to 3 hours

5.0 (2)

from
$344

Private Walking Tour Best of Florence with original David by Michelangelo Discover the best of Florence and see the original David by Michelangelo …More

Florence, Italy

5.0 (2)

Private Walking Tour Best of Florence with original David by Michelangelo

Private Walking Tour Best of Florence with original David by Michelangelo Discover the best of Florence and see the original David by Michelangelo...

3 hours Hotel pickup offered

5.0 (2)

from
$344

That's a short but exhaustive tour that touches the most important places of the beautiful city center of Siena. …More

Arezzo, Italy

5.0 (4)

Let's discover Siena!

That's a short but exhaustive tour that touches the most important places of the beautiful city center of Siena....

90 to 120 minutes Free Cancellation

5.0 (4)

from
$344

Transfer Forte dei Marmi to/from Rome optional Orbetello Stop

Your Professional English-speaking Driver will pick you up from your accommodation in Forte dei Marmi. All you have to do is get in and relax. …More

Lucca, Italy

5.0 (1)

Transfer Forte dei Marmi to/from Rome optional Orbetello Stop

Your Professional English-speaking Driver will pick you up from your accommodation in Forte dei Marmi. All you have to do is get in and relax....

4 to 7 hours Hotel pickup offered

5.0 (1)

from
$344

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?