Top Tuscany Private & Custom Tours

Q: Which Tuscany Private & Custom Tours have Instant Confirmation?

Tuscany Private & Custom 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 & Custom Tours have Hotel Pickup?

No problem. These Tuscany Private & Custom 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 →

2 hour Siena Private Guided Walking Tour

Get your Walking Tour in Siena and discover its culture, incredible sites, stories & legends with entertaining and passionate professional guides. See the artistic, religious, and cultural treasures …More

Siena, Italy

5.0 (2)

2 hour Siena Private Guided Walking Tour

2 hours Free Cancellation

5.0 (2)

from
$372

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
$369

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
$366

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
$367

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
$367

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
$366

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
$361

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
$361

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
$358

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
$356

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
$355

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
$351

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
$351

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
$346

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
$338

Private Florence Highlight Half Day Tour

This is the perfect half day walking tour for first time travelers to Florence who would like to explore the highlights in this beautiful city …More

Florence, Italy

5.0 (16)

Private Florence Highlight Half Day Tour

This is the perfect half day walking tour for first time travelers to Florence who would like to explore the highlights in this beautiful city...

3 hours Free Cancellation

5.0 (16)

from
$341

Best of Tuscany: Full Day Private Tour to Val D'Orcia

Experience the charm of Tuscany on a private tour led by a local expert. Wander through the stunning UNESCO-listed Val d'Orcia, where every road is …More

Florence, Italy

4.9 (27)

Best of Tuscany: Full Day Private Tour to Val D'Orcia

Experience the charm of Tuscany on a private tour led by a local expert. Wander through the stunning UNESCO-listed Val d'Orcia, where every road is...

8 hours Hotel pickup offered Free Cancellation

4.9 (27)

from
$339

Private Hot Air Balloon Flight in Tuscany

Just 30 minutes from Florence, Chianti reveals itself as the heart of historic Tuscany. You’ve likely tasted its world-renowned wine, but have you ever breathed …More

Florence, Italy

5.0 (6)

Private Hot Air Balloon Flight in Tuscany

Just 30 minutes from Florence, Chianti reveals itself as the heart of historic Tuscany. You’ve likely tasted its world-renowned wine, but have you ever breathed...

3 hours Free Cancellation

5.0 (6)

from
$339

Private Truffle Hunting in Chianti with Truffle Lunch & Wine

A private day in the Chianti countryside, led by Andrea, an authorized environmental guide who is also your private driver. • Pick-up at your accommodation …More

Florence, Italy

5.0 (3)

Private Truffle Hunting in Chianti with Truffle Lunch & Wine

A private day in the Chianti countryside, led by Andrea, an authorized environmental guide who is also your private driver. • Pick-up at your accommodation...

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$339

Montepulciano Vineyards Wine Tour with 3 Estates Visit

Embark on a guided journey through the picturesque vineyards and historic cellars of Montepulciano, the home of the celebrated Vino Nobile di Montepulciano. This exclusive …More

Arezzo, Italy

5.0 (25)

Montepulciano Vineyards Wine Tour with 3 Estates Visit

Embark on a guided journey through the picturesque vineyards and historic cellars of Montepulciano, the home of the celebrated Vino Nobile di Montepulciano. This exclusive...

7 to 8 hours Hotel pickup offered

5.0 (25)

from
$338

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 & Custom Tours?

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

What are the best kid-friendly options for Tuscany Private & Custom Tours Tours?

Which Tuscany Private & Custom Tours have Instant Confirmation?

Which Tuscany Private & Custom Tours have Free Cancellation?

Tuscany Private & Custom 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 & Custom Tours have Hotel Pickup?

Got any more Tuscany trip ideas?

What are the most popular styles of Tours and Activities in Tuscany?