Top Tuscany Private Sightseeing Tours

Q: 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: The Medici Family in Florence: a history of money, power and gossip! Private Siena walking tour Private tour from Florence to Cortona and Arezzo Cinque Terre Private Tour - The unique coast on the Mediterranean sea Private tour: Walking tour plus the Accademia guided visit

Q: 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: Lucca: Self-Guided Tour by Bike with MAP Pisa Street Art Self-Guided Bike Tour Private Kids Treasure Hunt in Palazzo Vecchio. Timed entry! Florence - The Medici's Private Walking Tour Pisa: Self-Guided Historic Center Bike Tour View all kid-friendly 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 →

I was Born and raised in this magical region od Tuscany, I have key villagers that I have known for many years and you know …More

Arezzo, Italy

5.0 (19)

Val D'Orcia Dreaming!!

I was Born and raised in this magical region od Tuscany, I have key villagers that I have known for many years and you know...

4 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$223

Chianti Lovers Two Wineries Tour With Lunch from Florence

Travel through the Chianti Classico hills, located in the heart of Tuscany’s Chianti wine district and lunch with tipical products. This day trip from Florence …More

Florence, Italy

5.0 (2)

Chianti Lovers Two Wineries Tour With Lunch from Florence

Travel through the Chianti Classico hills, located in the heart of Tuscany’s Chianti wine district and lunch with tipical products. This day trip from Florence...

7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$223

Florence & Pisa private tour from Livorno Port. This tour lasts approximately 9 hours.There’s a reason they’re the most popular tourist destinations in Tuscany! Come …More

Livorno, Italy

4.7 (3)

Florence & Pisa from Livorno

Florence & Pisa private tour from Livorno Port. This tour lasts approximately 9 hours.There’s a reason they’re the most popular tourist destinations in Tuscany! Come...

9 hours Free Cancellation

4.7 (3)

from
$225

Florence City Tour, David & Uffizi Gallery Exclusive Guided Tour

Maximize your time in Florence with a combo tour to visit Florence’s must-see attractions, including the Accademia with Michelangelo's David, and the Uffizi Gallery. This …More

Florence, Italy

5.0 (81)

Florence City Tour, David & Uffizi Gallery Exclusive Guided Tour

Maximize your time in Florence with a combo tour to visit Florence’s must-see attractions, including the Accademia with Michelangelo's David, and the Uffizi Gallery. This...

5 hours 30 minutes Free Cancellation

5.0 (81)

from
$224

Private Pisa & Tuscany Wine Tour with Tasting & Lunch

Experience the best of Tuscany on this private shore excursion from Livorno, combining the world-famous Leaning Tower of Pisa with an authentic Tuscany wine tour. …More

Livorno, Italy

5.0 (4)

Private Pisa & Tuscany Wine Tour with Tasting & Lunch

Experience the best of Tuscany on this private shore excursion from Livorno, combining the world-famous Leaning Tower of Pisa with an authentic Tuscany wine tour....

8 hours Free Cancellation

5.0 (4)

from
$226

Private All-inclusive Heart of Florence Walking Tour with Accademia and Uffizi

Begin with an awe-inspiring visit to the Accademia Gallery, home to Michelangelo’s legendary David. Explore the gallery’s extensive collection of Renaissance art. Wander through the …More

Florence, Italy

5.0 (7)

Private All-inclusive Heart of Florence Walking Tour with Accademia and Uffizi

Begin with an awe-inspiring visit to the Accademia Gallery, home to Michelangelo’s legendary David. Explore the gallery’s extensive collection of Renaissance art. Wander through the...

4 hours Free Cancellation

5.0 (7)

from
$225

Private Sunset Tour in a Vintage Gozzo on Elba Island

The gozzo is full of charm and history, equipped with every comfort. We will sail on the Eastern side and the tour itinerary will be …More

Isola d'Elba, Italy

4.9 (70)

Private Sunset Tour in a Vintage Gozzo on Elba Island

The gozzo is full of charm and history, equipped with every comfort. We will sail on the Eastern side and the tour itinerary will be...

2 to 4 hours Free Cancellation

4.9 (70)

from
$227

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

* Private, Exclusive, Customizable, door-to-door tour of Pienza, Val d'Orcia, Montalcino, wine and food Tour from Florence * 8 hours in a luxury Mercedes sedan/minivan …More

Siena, Italy

5.0 (10)

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

* Private, Exclusive, Customizable, door-to-door tour of Pienza, Val d'Orcia, Montalcino, wine and food Tour from Florence * 8 hours in a luxury Mercedes sedan/minivan...

8 hours Hotel pickup offered

5.0 (10)

from
$227

Embark on a magical 3-hour journey through Florence with your family and discover the rich art & history of this timeless city all while having …More

Florence, Italy

5.0 (2)

Florence for Families Private Tour

Embark on a magical 3-hour journey through Florence with your family and discover the rich art & history of this timeless city all while having...

3 hours

5.0 (2)

from
$227

San Gimignano and Siena Private Wine Tasting Tour with Lunch

This tour includes a car at your disposal during the tour and a transfer to San Gimignano, where you’ll have free time to explore the …More

Lucca, Italy

5.0 (4)

San Gimignano and Siena Private Wine Tasting Tour with Lunch

This tour includes a car at your disposal during the tour and a transfer to San Gimignano, where you’ll have free time to explore the...

9 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$227

Assisi, Deruta & organic gourmet lunch at the olive oil farmhouse from SIENA

Go on an artistic, spiritual quest to Assisi and discover the divinity in the air and in Giotto's brushstrokes, which depict the life of Saint …More

Siena, Italy

5.0 (2)

Assisi, Deruta & organic gourmet lunch at the olive oil farmhouse from SIENA

Go on an artistic, spiritual quest to Assisi and discover the divinity in the air and in Giotto's brushstrokes, which depict the life of Saint...

9 hours Hotel pickup offered

5.0 (2)

from
$227

Complete Florence Full Day Guided Tour Uffizi David & walk Pickup

On this tour you visit the most important of Florence’s piazzas and landmarks as well as two of its most celebrated exhibition centers. We begin …More

Florence, Italy

5.0 (15)

Complete Florence Full Day Guided Tour Uffizi David & walk Pickup

On this tour you visit the most important of Florence’s piazzas and landmarks as well as two of its most celebrated exhibition centers. We begin...

6 hours Hotel pickup offered

5.0 (15)

from
$227

Full day tour of Florence highlights, Accademia, Uffizi & David

This visit covers the most important squares and landmarks of the city and the visit of the two most celebrated exhibition halls of Florence. We'll …More

Florence, Italy

5.0 (2)

Full day tour of Florence highlights, Accademia, Uffizi & David

This visit covers the most important squares and landmarks of the city and the visit of the two most celebrated exhibition halls of Florence. We'll...

6 hours

5.0 (2)

from
$227

Private Chianti Wine Tour from Florence - Half-Day Experience

Go on a guided wine tasting tour around the Heart of Tuscany called Chianti. Relax and clear your mind as you taste the variety of …More

Florence, Italy

3.7 (3)

Private Chianti Wine Tour from Florence - Half-Day Experience

Go on a guided wine tasting tour around the Heart of Tuscany called Chianti. Relax and clear your mind as you taste the variety of...

6 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$227

Discover Florence & Michelangelo’s David: Private Walking Tour

Discover the artistic and historical heart of Florence on this exclusive private walking tour, designed to immerse you in the city’s most iconic landmarks and …More

Florence, Italy

5.0 (2)

Discover Florence & Michelangelo’s David: Private Walking Tour

Discover the artistic and historical heart of Florence on this exclusive private walking tour, designed to immerse you in the city’s most iconic landmarks and...

3 hours

5.0 (2)

from
$228

Brunello di Montalcino wine experience with a sommelier

This private tour is designed to offer an authentic experience with maximum comfort and local insight. It starts directly from your hotel in a fully …More

Siena, Italy

5.0 (3)

Brunello di Montalcino wine experience with a sommelier

This private tour is designed to offer an authentic experience with maximum comfort and local insight. It starts directly from your hotel in a fully...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$228

Shore excurtion Pisa and Lucca from Livorno Port

An English-speaking driver will pick you up at the dock in Livorno and he will drive you Lucca. We will then continue on towards the …More

Pisa, Italy

5.0 (1)

Shore excurtion Pisa and Lucca from Livorno Port

An English-speaking driver will pick you up at the dock in Livorno and he will drive you Lucca. We will then continue on towards the...

9 hours Free Cancellation

5.0 (1)

from
$228

Motorcycle tour through the secret emotions of Tuscany

Hi, I'm Paso — a motorcyclist and a dreamer. I invite you to join me aboard an Indian Roadmaster for a genuine journey far from …More

Florence, Italy

5.0 (1)

Motorcycle tour through the secret emotions of Tuscany

Hi, I'm Paso — a motorcyclist and a dreamer. I invite you to join me aboard an Indian Roadmaster for a genuine journey far from...

2 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$228

Private Tour of Uffizi Gallery and Santa Croce Basilica

The Uffizi Gallery and Basilica of Santa Croce are undoubtedly two of Florence’s must-see attractions. With its breathtaking works by Botticelli, Lippi, Michelangelo, Raphael, Leonardo …More

Florence, Italy

5.0 (2)

Private Tour of Uffizi Gallery and Santa Croce Basilica

The Uffizi Gallery and Basilica of Santa Croce are undoubtedly two of Florence’s must-see attractions. With its breathtaking works by Botticelli, Lippi, Michelangelo, Raphael, Leonardo...

2 to 3 hours

5.0 (2)

from
$229

Private Tour: Masterpieces of the Uffizi Gallery

The Uffizi is one of the must-sees in Florence, the world-known art gallery. It is the home of two of the world's most famous paintings: …More

Florence, Italy

5.0 (2)

Private Tour: Masterpieces of the Uffizi Gallery

The Uffizi is one of the must-sees in Florence, the world-known art gallery. It is the home of two of the world's most famous paintings:...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$229

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?

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?