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 →

Private Brunello di Montalcino Experience from Florence

Our private Brunello di Montalcino wine tour from Florence will take you to a wine area in Tuscany, famous for Italy's top red wines! Spend …More

Florence, Italy

5.0 (42)

Private Brunello di Montalcino Experience from Florence

Our private Brunello di Montalcino wine tour from Florence will take you to a wine area in Tuscany, famous for Italy's top red wines! Spend...

11 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (42)

from
$657

Lucca Royal Experience – Grand Tour Deluxe by Carriage (2 Hours)

Discover Lucca in all its beauty with the 2-hour deluxe carriage tour. This experience allows you to cross the historic center and walk the entire …More

Lucca, Italy

5.0 (42)

Lucca Royal Experience – Grand Tour Deluxe by Carriage (2 Hours)

Discover Lucca in all its beauty with the 2-hour deluxe carriage tour. This experience allows you to cross the historic center and walk the entire...

2 hours Free Cancellation

5.0 (42)

from
$328

Private Day Trip to Cinque Terre and Pisa from Florence

Get the maximum flexibility, comfort, and privacy with a private customizable service, just for your party. Your professional and expert English speaking driver, will explain …More

Florence, Italy

4.9 (41)

Private Day Trip to Cinque Terre and Pisa from Florence

Get the maximum flexibility, comfort, and privacy with a private customizable service, just for your party. Your professional and expert English speaking driver, will explain...

10 hours Hotel pickup offered Free Cancellation

4.9 (41)

from
$200

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

Taste Tuscany's delicious cheeses and the great Brunello di Montalcino red wines on a full-day private guided tour. See the beautiful Val d'Orcia and receive …More

Siena, Italy

5.0 (41)

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

Taste Tuscany's delicious cheeses and the great Brunello di Montalcino red wines on a full-day private guided tour. See the beautiful Val d'Orcia and receive...

8 hours Hotel pickup offered Free Cancellation

5.0 (41)

from
$799

1-Hour Carriage Tour – Historic Center and Renaissance Walls

Discover Lucca with the intermediate tour, designed for those who want to experience the historic center and travel half of the famous Renaissance walls. This …More

Lucca, Italy

5.0 (40)

1-Hour Carriage Tour – Historic Center and Renaissance Walls

Discover Lucca with the intermediate tour, designed for those who want to experience the historic center and travel half of the famous Renaissance walls. This...

1 hour Free Cancellation

5.0 (40)

from
$253

Private Emilia-Romagna: Parmigiano, Prosciutto, Balsamic, Wine

Follow your taste buds to the heart of Italy’s most famous foodie region on this Emilia-Romagna day trip from Florence. This tour offers you the …More

Florence, Italy

4.9 (39)

Private Emilia-Romagna: Parmigiano, Prosciutto, Balsamic, Wine

Follow your taste buds to the heart of Italy’s most famous foodie region on this Emilia-Romagna day trip from Florence. This tour offers you the...

11 hours Hotel pickup offered Free Cancellation

4.9 (39)

from
$566

Private Family Tour - Uffizi Gallery for Kids

One cannot visit Florence without seeing the Uffizi Gallery - an extraordinary museum filled with Italian Renaissance art, and there is no better way to …More

Florence, Italy

5.0 (39)

Private Family Tour - Uffizi Gallery for Kids

One cannot visit Florence without seeing the Uffizi Gallery - an extraordinary museum filled with Italian Renaissance art, and there is no better way to...

2 hours Free Cancellation

5.0 (39)

from
$146

Kid-Friendly Florence Accademia Tour w Michelangelo's David & City Wonders

Enjoy this Michelangelo tour with your family! You will see David, one of Michelangelo's most famous masterpieces! Thanks to our kid friendly guide, you will …More

Florence, Italy

5.0 (39)

Kid-Friendly Florence Accademia Tour w Michelangelo's David & City Wonders

Enjoy this Michelangelo tour with your family! You will see David, one of Michelangelo's most famous masterpieces! Thanks to our kid friendly guide, you will...

2 hours 30 minutes

5.0 (39)

from
$126

Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

Experience the heart of Tuscany on a private journey through Val d’Orcia, chauffeured by your personal driver. Relax and enjoy the ride through rolling hills, …More

Florence, Italy

4.9 (38)

Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

Experience the heart of Tuscany on a private journey through Val d’Orcia, chauffeured by your personal driver. Relax and enjoy the ride through rolling hills,...

10 hours Hotel pickup offered Free Cancellation

4.9 (38)

from
$168

Private Day Trip Tuscany Landscape and Wine Tasting from Florence

The day starts with a pick-up from your hotel by your expert and friendly driver-guide. As you travel through the Tuscan landscape in a deluxe …More

Florence, Italy

4.9 (37)

Private Day Trip Tuscany Landscape and Wine Tasting from Florence

The day starts with a pick-up from your hotel by your expert and friendly driver-guide. As you travel through the Tuscan landscape in a deluxe...

9 hours Hotel pickup offered Free Cancellation

4.9 (37)

from
$102

Private Day Trip from Livorno port to Florence and Pisa

This exciting day excursion is designed for those who wish to enjoy the highlights of FLORENCE and PISA without having to rush. Pre-book your transfer service …More

Livorno, Italy

4.8 (37)

Private Day Trip from Livorno port to Florence and Pisa

This exciting day excursion is designed for those who wish to enjoy the highlights of FLORENCE and PISA without having to rush. Pre-book your transfer service...

9 hours Free Cancellation

4.8 (37)

from
$195

Florence Original Experience with a Native Guide

Experience the authentic Florence through the eyes of a born and raised 14th generation native guide, immersing your self in the local community with its …More

Florence, Italy

5.0 (37)

Florence Original Experience with a Native Guide

Experience the authentic Florence through the eyes of a born and raised 14th generation native guide, immersing your self in the local community with its...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (37)

from
$318

Private Tour from Florence Cinque Terre with Tower of Pisa

Visit the historic towns of Manarola, Vernazza, and Riomaggiore with its terraced slopes, pastel squares, and numerous viewing points Reach Vernazza by boat and explore …More

Florence, Italy

4.8 (37)

Private Tour from Florence Cinque Terre with Tower of Pisa

Visit the historic towns of Manarola, Vernazza, and Riomaggiore with its terraced slopes, pastel squares, and numerous viewing points Reach Vernazza by boat and explore...

11 hours Free Cancellation

4.8 (37)

from
$207

PALAZZO VECCHIO Private tour in Florence

Enjoy an insightful private tour of Palazzo Vecchio with a 5-star tour guide. Visiting Palazzo Vecchio is an incredible experience but without a tour guide, …More

Florence, Italy

5.0 (35)

PALAZZO VECCHIO Private tour in Florence

Enjoy an insightful private tour of Palazzo Vecchio with a 5-star tour guide. Visiting Palazzo Vecchio is an incredible experience but without a tour guide,...

1 hour 30 minutes Free Cancellation

5.0 (35)

from
$79

Florence Must-See Sights Private Tour for Kids and Families

Enjoy a 2.0 hour Treasures of Florence Tour with our expert kid-friendly guide, who will show you the highlights of the city. You will meet …More

Florence, Italy

5.0 (35)

Florence Must-See Sights Private Tour for Kids and Families

Enjoy a 2.0 hour Treasures of Florence Tour with our expert kid-friendly guide, who will show you the highlights of the city. You will meet...

2 hours Free Cancellation

5.0 (35)

from
$138

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

* Only small, authentic, family-run activities * Off-the-beaten path itineraries * Private, exclusive, customizable, flexible, door-to-door tour of Pienza, Val d'Orcia, Montalcino * Local, small …More

Siena, Italy

5.0 (35)

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

* Only small, authentic, family-run activities * Off-the-beaten path itineraries * Private, exclusive, customizable, flexible, door-to-door tour of Pienza, Val d'Orcia, Montalcino * Local, small...

8 hours Hotel pickup offered

5.0 (35)

from
$194

Private Tuscan meal with Wine and EVO oil tasting

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia …More

San Gimignano, Italy

4.9 (35)

Private Tuscan meal with Wine and EVO oil tasting

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia...

1 hour 30 minutes Free Cancellation

4.9 (35)

from
$78

Private & Group Photo Tours in Florence with a Photographer

See Florence’s unique Renaissance atmosphere and learn how to take better pictures on a photo walk with a professional photographer. Bring along your camera and …More

Florence, Italy

5.0 (34)

Private & Group Photo Tours in Florence with a Photographer

See Florence’s unique Renaissance atmosphere and learn how to take better pictures on a photo walk with a professional photographer. Bring along your camera and...

2 hours Free Cancellation

5.0 (34)

from
$46

Cinque Terre Private Tour by Minivan and Ferry-Boat Shore excursion from Livorno

Discover the colorful picturesque villages scattered along the Mediterranean coast, a UNESCO World Heritage Site. We will reach the first village by minivan and then …More

Livorno, Italy

4.9 (34)

Cinque Terre Private Tour by Minivan and Ferry-Boat Shore excursion from Livorno

Discover the colorful picturesque villages scattered along the Mediterranean coast, a UNESCO World Heritage Site. We will reach the first village by minivan and then...

9 hours Free Cancellation

4.9 (34)

from
$129

Private Day Trip Wine Experience with lunch in Chianti Classico

• EXPERIENCE FOR YOUR PRIVATE GROUP • Treat your senses to a memorable day in the world-famous Chianti wine region on this private tour from …More

Florence, Italy

5.0 (34)

Private Day Trip Wine Experience with lunch in Chianti Classico

• EXPERIENCE FOR YOUR PRIVATE GROUP • Treat your senses to a memorable day in the world-famous Chianti wine region on this private tour from...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$139

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?