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 Tour: 2 Hours Florence Walking Tour

Accompanied by your own private guide, you can discover some of the most fascinating locations of Florence city center and top attractions of the city …More

Florence, Italy

5.0 (24)

Private Tour: 2 Hours Florence Walking Tour

Accompanied by your own private guide, you can discover some of the most fascinating locations of Florence city center and top attractions of the city...

2 hours Free Cancellation

5.0 (24)

from
$298

Private E-bike Tour in Chianti from San Gimignano

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills …More

San Gimignano, Italy

4.7 (3)

Private E-bike Tour in Chianti from San Gimignano

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills...

6 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$298

Cinque Terre and Pisa Shared Shore Excursion from Livorno

Enjoy the Cinque Terre region with the best views from the water, and a stop in Pisa to see the famous sites. Your guide will …More

Livorno, Italy

4.3 (11)

Cinque Terre and Pisa Shared Shore Excursion from Livorno

Enjoy the Cinque Terre region with the best views from the water, and a stop in Pisa to see the famous sites. Your guide will...

10 hours Free Cancellation

4.3 (11)

from
$297

Montepulciano, Pienza, and the Essence of Val d'Orcia

Embark on an exclusive Val d’Orcia tour, starting from Florence or any Tuscan location, for an unforgettable journey through rolling hills, medieval towns, and world-renowned …More

Florence, Italy

5.0 (11)

Montepulciano, Pienza, and the Essence of Val d'Orcia

Embark on an exclusive Val d’Orcia tour, starting from Florence or any Tuscan location, for an unforgettable journey through rolling hills, medieval towns, and world-renowned...

10 to 11 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$297

Private Day Trip from Rome to Florence by Fast train

Travel to the heart of the Renaissance, Florence. See the Duomo, Uffizi Gallery, Accademia with Michelangelo's David, Palazzo Signoria and Ponte Vecchio with your private …More

Florence, Italy

4.4 (7)

Private Day Trip from Rome to Florence by Fast train

Travel to the heart of the Renaissance, Florence. See the Duomo, Uffizi Gallery, Accademia with Michelangelo's David, Palazzo Signoria and Ponte Vecchio with your private...

9 hours Free Cancellation

4.4 (7)

from
$297

Emotionaltour life in medioeval Florence

From a Roman colony to the leading city of the world: Firenze in Medieval Times  What was life like in the Middle Ages? How was the …More

Florence, Italy

5.0 (2)

Emotionaltour life in medioeval Florence

From a Roman colony to the leading city of the world: Firenze in Medieval Times  What was life like in the Middle Ages? How was the...

2 hours 30 minutes Free Cancellation

5.0 (2)

from
$297

Cortona has become very popular several years ago thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is …More

Arezzo, Italy

4.9 (27)

Cortona Private Guided Tour

Cortona has become very popular several years ago thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is...

2 hours Free Cancellation

4.9 (27)

from
$296

Siena & San Gimignano Private Day Trip with Lunch From Florence

After being picked up from your Florence hotel, the day will start with a trip to Florence's historic rival, Siena! A UNESCO World Heritage site, …More

Florence, Italy

5.0 (1)

Siena & San Gimignano Private Day Trip with Lunch From Florence

After being picked up from your Florence hotel, the day will start with a trip to Florence's historic rival, Siena! A UNESCO World Heritage site,...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$296

2-Hour Private Treasure Hunt in Florence

A game moment dedicated to budding detectives, a treasure hunt with a professional animator, a walk through the historical center among squares, palaces, statues, animals, …More

Florence, Italy

5.0 (3)

2-Hour Private Treasure Hunt in Florence

A game moment dedicated to budding detectives, a treasure hunt with a professional animator, a walk through the historical center among squares, palaces, statues, animals,...

2 hours Free Cancellation

5.0 (3)

from
$295

Private Vintage Fiat 500 tour in Chianti

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s …More

Siena, Italy

5.0 (2)

Private Vintage Fiat 500 tour in Chianti

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s...

6 hours Free Cancellation

5.0 (2)

from
$295

Private Cinque Terre Tour from Livorno Port & Tour Leader

Explore the five enchanting lands on the steep cliff edges of the Liguria coast. Enjoy the breathtaking view over the sparkling turquoise sea while learning …More

Livorno, Italy

5.0 (11)

Private Cinque Terre Tour from Livorno Port & Tour Leader

Explore the five enchanting lands on the steep cliff edges of the Liguria coast. Enjoy the breathtaking view over the sparkling turquoise sea while learning...

9 hours Free Cancellation

5.0 (11)

from
$293

Private 8 hours Tour of Florence and Chianti with wine tasting

Florence is a city full of art, culture, and rich history. There are many sights to see that will leave you in awe. From the …More

Florence, Italy

Private 8 hours Tour of Florence and Chianti with wine tasting

Florence is a city full of art, culture, and rich history. There are many sights to see that will leave you in awe. From the...

8 hours Hotel pickup offered Free Cancellation

from
$289

Private Tuscany Tour: Pienza, Montepulciano Wine Tasting & Lunch

Revel in Tuscany’s wine country and hilltop towns on this Privateday trip from Florence. Traveling by luxury minivan with an expert driver-escort, explore the idyllic …More

Florence, Italy

4.8 (16)

Private Tuscany Tour: Pienza, Montepulciano Wine Tasting & Lunch

Revel in Tuscany’s wine country and hilltop towns on this Privateday trip from Florence. Traveling by luxury minivan with an expert driver-escort, explore the idyllic...

9 hours Hotel pickup offered Free Cancellation

4.8 (16)

from
$288

Private Truffle Hunting in Chianti from Florence

The Private Truffle Hunt is a unique experience for food and wine lovers, nature enthusiasts, kids, and adults, offering a chance to explore the secret …More

Florence, Italy

4.3 (7)

Private Truffle Hunting in Chianti from Florence

The Private Truffle Hunt is a unique experience for food and wine lovers, nature enthusiasts, kids, and adults, offering a chance to explore the secret...

6 hours Hotel pickup offered Free Cancellation

4.3 (7)

from
$287

Private Tour Siena San Gimignano and Chianti from Cortona

Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore …More

Arezzo, Italy

5.0 (7)

Private Tour Siena San Gimignano and Chianti from Cortona

Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$287

Transfer Fiumicino FCO Airport to/from Florence optional Orvieto Stop

Your Professional English-speaking Driver will pick you up from Fiumicino Fco International Airport, right after you go through customs with a sign with your name …More

Florence, Italy

5.0 (1)

Transfer Fiumicino FCO Airport to/from Florence optional Orvieto Stop

Your Professional English-speaking Driver will pick you up from Fiumicino Fco International Airport, right after you go through customs with a sign with your name...

3 to 6 hours Hotel pickup offered

5.0 (1)

from
$287

Private Uffizi and Accademia Time Entry Hidden Art Walking Tour

• 4-hour vip tour of the Accademia and the Uffizi • Discover the incredible masterpieces of Renaissance art • Skip-the line access to the most …More

Florence, Italy

5.0 (22)

Private Uffizi and Accademia Time Entry Hidden Art Walking Tour

• 4-hour vip tour of the Accademia and the Uffizi • Discover the incredible masterpieces of Renaissance art • Skip-the line access to the most...

4 hours 15 minutes

5.0 (22)

from
$286

From Pisa: Private Florence Day Tour with Chianti Farm Lunch

A full private day from the Pisa area to Florence and the Tuscan countryside, with a genuine farm lunch. • Pick-up at your hotel in …More

Pisa, Italy

5.0 (2)

From Pisa: Private Florence Day Tour with Chianti Farm Lunch

A full private day from the Pisa area to Florence and the Tuscan countryside, with a genuine farm lunch. • Pick-up at your hotel in...

10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$286

From Pisa: Private San Gimignano & Chianti Tour with Lunch

A private day from the Pisa area through the Tuscan hills, with a farm lunch and two wine tastings. • Pickup at your hotel or …More

Pisa, Italy

5.0 (2)

From Pisa: Private San Gimignano & Chianti Tour with Lunch

A private day from the Pisa area through the Tuscan hills, with a farm lunch and two wine tastings. • Pickup at your hotel or...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$286

Entrance tickets included. Uffizi Gallery Guided tour with a professional art guide Free time in the museum after the guided tour. Audio system Professional Guide …More

Florence, Italy

5.0 (6)

Uffizi Gallery Private Tour

Entrance tickets included. Uffizi Gallery Guided tour with a professional art guide Free time in the museum after the guided tour. Audio system Professional Guide...

2 hours Hotel pickup offered

5.0 (6)

from
$285

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?

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?