Top Tuscany Private Sightseeing Tours

Q: Which Tuscany Private Sightseeing Tours have Instant Confirmation?

Tuscany Private Sightseeing Tours with Instant Confirmation include: Florence's Hidden Gems: A Self-Guided Walking Tour Self-Guided Tours In Florence With 100 Captivating Audio Stories Florence Private Personalized Self-Guided App Tour Florence Haunted Secrets: Echoes of the Dead Exploration Game Florence Self-Guided Audio Tour 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: Florence - The Medici's Private Walking Tour Private Guided Walking Tour of Florence The Best Of Classic Florence - Private Tour Early morning Lucca private walking tour Florence : Private Custom Walking Tour with a Local Guide 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 Guided Day Trip Siena, San Gimignano and Chianti

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • This GUIDED tour will take you in the morning to visit the city of Siena accompanied by …More

Florence, Italy

5.0 (5)

Private Guided Day Trip Siena, San Gimignano and Chianti

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • This GUIDED tour will take you in the morning to visit the city of Siena accompanied by...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$175

Exclusive Private Shore Excursion from Livorno port to Pisa and Lucca

Meet your driver at the port of Livorno at the prearranged time and start out for Lucca, a town famous for its circle of intact …More

5.0 (3)

Exclusive Private Shore Excursion from Livorno port to Pisa and Lucca

Meet your driver at the port of Livorno at the prearranged time and start out for Lucca, a town famous for its circle of intact...

8 hours Free Cancellation

5.0 (3)

from
$175

Private Tour: Walking Tour plus The Uffizi guided Tour

Your private guide will lead you in one of the most important world's museums where you can see the Botticelli's Springtime, the Birth of Venus, …More

Florence, Italy

5.0 (11)

Private Tour: Walking Tour plus The Uffizi guided Tour

Your private guide will lead you in one of the most important world's museums where you can see the Botticelli's Springtime, the Birth of Venus,...

3 hours Hotel pickup offered

5.0 (11)

from
$176

From Florence: Exclusive Chianti, San Gimignano & Wine Lunch

An exclusive private day in the Chianti hills and San Gimignano, with a long Tuscan lunch overlooking the medieval towers. • Private tour just for …More

Florence, Italy

4.9 (7)

From Florence: Exclusive Chianti, San Gimignano & Wine Lunch

An exclusive private day in the Chianti hills and San Gimignano, with a long Tuscan lunch overlooking the medieval towers. • Private tour just for...

6 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$176

Private tour from Florence to CORTONA & MONTEPULCIANO

Set out on an exclusive private tour across the rolling Tuscan countryside, where golden fields, olive groves, and cypress-lined roads lead you to two of …More

Florence, Italy

5.0 (19)

Private tour from Florence to CORTONA & MONTEPULCIANO

Set out on an exclusive private tour across the rolling Tuscan countryside, where golden fields, olive groves, and cypress-lined roads lead you to two of...

8 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$176

By Ebike: Visit an Art Park and Wine Taste in the Classic Chianti

E-bike tour that takes you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in a slow and …More

Siena, Italy

5.0 (2)

By Ebike: Visit an Art Park and Wine Taste in the Classic Chianti

E-bike tour that takes you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in a slow and...

5 hours 20 minutes Free Cancellation

5.0 (2)

from
$176

Savoring Florence: A Private Culinary Tour

The most exclusive food tour that will take you to the secular culinary traditions of Florence in the most authentic markets—cafés and trattorias—where we will …More

Florence, Italy

5.0 (1)

Savoring Florence: A Private Culinary Tour

The most exclusive food tour that will take you to the secular culinary traditions of Florence in the most authentic markets—cafés and trattorias—where we will...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$176

Private Day Trip From Florence To Pisa and San Gimignano

This day trip from Florence to Pisa and San Gimignano offers a unique blend of historical landmarks, cultural charm, and stunning landscapes. Taking the time …More

Florence, Italy

5.0 (1)

Private Day Trip From Florence To Pisa and San Gimignano

This day trip from Florence to Pisa and San Gimignano offers a unique blend of historical landmarks, cultural charm, and stunning landscapes. Taking the time...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$177

Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany

Experience a full-day, private tour of the Tuscan gems, Pisa, Siena, and San Gimignano. Let your private driver do all the paperwork and explore Siena, Pisa and …More

Florence, Italy

4.9 (133)

Premium Private Tour to Siena, Pisa, San Gimignano and Tuscany

Experience a full-day, private tour of the Tuscan gems, Pisa, Siena, and San Gimignano. Let your private driver do all the paperwork and explore Siena, Pisa and...

10 hours Hotel pickup offered Free Cancellation

4.9 (133)

from
$177

Private Minivan Tour to Siena and San Gimignano from Florence

During this private open-air tour in a comfortable minivan, you will explore the breathtaking towns of Siena, Monteriggioni, and San Gimignano. All are symbols of …More

Florence, Italy

4.4 (9)

Private Minivan Tour to Siena and San Gimignano from Florence

During this private open-air tour in a comfortable minivan, you will explore the breathtaking towns of Siena, Monteriggioni, and San Gimignano. All are symbols of...

8 hours Hotel pickup offered Free Cancellation

4.4 (9)

from
$177

Private Day Trip San Gimignano and Volterra from Livorno Port

Starting from Livorno port ( or La Spezia), you will be taken to the heart of Tuscany where you will see its breathtaking views, rolling hills, …More

Livorno, Italy

5.0 (1)

Private Day Trip San Gimignano and Volterra from Livorno Port

Starting from Livorno port ( or La Spezia), you will be taken to the heart of Tuscany where you will see its breathtaking views, rolling hills,...

9 hours Free Cancellation

5.0 (1)

from
$177

Private day trip to Siena, San Gimignano, Chianti 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 (135)

Private day trip to Siena, San Gimignano, Chianti 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 (135)

from
$177

KIDS TOUR FREE! Family-Friendly Pisa & Florence from Livorno

This kid-friendly tour to Florence & Pisa is fun for the whole family! Can be geared towards children of any age, or teens. KIDS 12 …More

Livorno, Italy

4.6 (5)

KIDS TOUR FREE! Family-Friendly Pisa & Florence from Livorno

This kid-friendly tour to Florence & Pisa is fun for the whole family! Can be geared towards children of any age, or teens. KIDS 12...

8 to 9 hours

4.6 (5)

from
$178

Private Uffizi Gallery Guided Tour in Florence

A private tour to explore the glory of the masterpieces from the past at the Uffizi Gallery, where the world’s finest collection of Renaissance paintings …More

Florence, Italy

4.8 (5)

Private Uffizi Gallery Guided Tour in Florence

A private tour to explore the glory of the masterpieces from the past at the Uffizi Gallery, where the world’s finest collection of Renaissance paintings...

1 hour 30 minutes Free Cancellation

4.8 (5)

from
$178

E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles

Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in …More

Siena, Italy

4.7 (19)

E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles

Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in...

7 hours 15 minutes Free Cancellation

4.7 (19)

from
$179

PRIVATE Florence Food Tour & Wine with Local Expert Marina

Discover Florence through its food on a private tasting tour with Martina, a knowledgeable local food expert passionate about Tuscan cuisine. Visit local eateries and …More

Florence, Italy

5.0 (9)

PRIVATE Florence Food Tour & Wine with Local Expert Marina

Discover Florence through its food on a private tasting tour with Martina, a knowledgeable local food expert passionate about Tuscan cuisine. Visit local eateries and...

2 to 3 hours Free Cancellation

5.0 (9)

from
$179

From Florence: Private Volterra, San Gimignano & Wine Lunch

A private day from Florence to two of the most beautiful hill towns of Tuscany, with a wine lunch at a family-run farm. • Pick-up …More

Florence, Italy

5.0 (2)

From Florence: Private Volterra, San Gimignano & Wine Lunch

A private day from Florence to two of the most beautiful hill towns of Tuscany, with a wine lunch at a family-run farm. • Pick-up...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$180

Private wine tour on the magical hills of Lucca with sommelier

I'm Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021, 2022, and it will be a pleasure …More

Lucca, Italy

5.0 (80)

Private wine tour on the magical hills of Lucca with sommelier

I'm Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021, 2022, and it will be a pleasure...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (80)

from
$182

The Best of Tuscany: Private Full Day Tour From Florence

This immersive experience is tailored for travelers who yearn to explore the breathtaking beauty and rich culture of Tuscany in depth, all in the span …More

Florence, Italy

5.0 (59)

The Best of Tuscany: Private Full Day Tour From Florence

This immersive experience is tailored for travelers who yearn to explore the breathtaking beauty and rich culture of Tuscany in depth, all in the span...

9 hours Hotel pickup offered Free Cancellation

5.0 (59)

from
$182

From Livorno Port: Private Pisa & Florence Day Tour

Two of the most beautiful art cities in the world, in one private day from Livorno Port. • Pick-up right under your cruise ship at …More

Livorno, Italy

5.0 (1)

From Livorno Port: Private Pisa & Florence Day Tour

Two of the most beautiful art cities in the world, in one private day from Livorno Port. • Pick-up right under your cruise ship at...

9 hours

5.0 (1)

from
$182

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?

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?