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: Private wine & Evo Oils Tasting with Vegetarian Meal San Gimignano: Vineyard and Cellar Tour with Wine Tasting Private Wine Tour in Tuscany Florence Limo Service English driver Bolgheri Wine Tour from Livorno Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

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 →

Private Vintage Fiat 500 Tour in Chianti From Florence

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

Florence, Italy

5.0 (2)

Private Vintage Fiat 500 Tour in Chianti From Florence

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...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$326

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

Exclusive Private Tuscany Wine Tour & Food Pairing Session

ALL INCLUDED PRIVATE WINE TOUR to 3 selected wineries of Tuscany mainly around the prestigious Chianti Classico area. Wineries are selected by a LEVEL 3 …More

Florence, Italy

4.9 (72)

Exclusive Private Tuscany Wine Tour & Food Pairing Session

ALL INCLUDED PRIVATE WINE TOUR to 3 selected wineries of Tuscany mainly around the prestigious Chianti Classico area. Wineries are selected by a LEVEL 3...

8 hours Hotel pickup offered Free Cancellation

4.9 (72)

from
$329

Private Renaissance Discovery Tour of Florence

Go deep into Florence artistic heritage and let your professional private guide unveil every corner of the cradle of Renaissance. An enlightening guided promenade at …More

Florence, Italy

4.8 (8)

Private Renaissance Discovery Tour of Florence

Go deep into Florence artistic heritage and let your professional private guide unveil every corner of the cradle of Renaissance. An enlightening guided promenade at...

3 hours Hotel pickup offered Free Cancellation

4.8 (8)

from
$329

Private Chianti Tuscany Wine Tasting Tour from Florence

Get a driver guide and let him drive you while you enjoy the flavors of Chianti wine. For our well-rounded experience, we will take you …More

Florence, Italy

5.0 (2)

Private Chianti Tuscany Wine Tasting Tour from Florence

Get a driver guide and let him drive you while you enjoy the flavors of Chianti wine. For our well-rounded experience, we will take you...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$330

Private Top Brunello Montalcino Wine Tour & Food Pairing Session

ALL INCLUDED wine tour to visit three boutique and awards winning wineries selected by level 3 sommelier Anna and it's an all included experience. This …More

Florence, Italy

5.0 (18)

Private Top Brunello Montalcino Wine Tour & Food Pairing Session

ALL INCLUDED wine tour to visit three boutique and awards winning wineries selected by level 3 sommelier Anna and it's an all included experience. This...

10 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$331

Sitting on top of a hill at the junction of the 4 valleys that compose its province, Arezzo was a great Etruscan and Roman city. …More

Arezzo, Italy

5.0 (8)

Arezzo Private Tour with Official Guide

Sitting on top of a hill at the junction of the 4 valleys that compose its province, Arezzo was a great Etruscan and Roman city....

2 hours Free Cancellation

5.0 (8)

from
$331

Private tour San Gimignano, Chianti and Wine Tasting with lunch

Enjoy this private tour immersed in Tuscan countryside nature, culture and local wine and food. You will adore amazing views on the way to San …More

Florence, Italy

5.0 (3)

Private tour San Gimignano, Chianti and Wine Tasting with lunch

Enjoy this private tour immersed in Tuscan countryside nature, culture and local wine and food. You will adore amazing views on the way to San...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$332

Wine Tour of two Chianti wine estates on the hills of Florence

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is …More

Florence, Italy

5.0 (2)

Wine Tour of two Chianti wine estates on the hills of Florence

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is...

5 hours Free Cancellation

5.0 (2)

from
$333

Livorno Port ShorExcursion: Siena San Gimignano Lunch&WineTasting

Enjoy this unforgettable Shore Excursion and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • …More

Livorno, Italy

4.0 (1)

Livorno Port ShorExcursion: Siena San Gimignano Lunch&WineTasting

Enjoy this unforgettable Shore Excursion and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: •...

9 hours

4.0 (1)

from
$333

Shore Excursion from Livorno Cruise Port to Pisa Leaning Tower & Florence

From the port of Livorno this is a private shore excursion to Pisa and Florence. In Pisa you will be dropped by the main square …More

Florence, Italy

5.0 (1)

Shore Excursion from Livorno Cruise Port to Pisa Leaning Tower & Florence

From the port of Livorno this is a private shore excursion to Pisa and Florence. In Pisa you will be dropped by the main square...

8 hours Free Cancellation

5.0 (1)

from
$334

Private Transfer From Pisa To Monaco With a 2 Hour Stop in Genoa

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

Pisa, Italy

Private Transfer From Pisa To Monaco With a 2 Hour Stop in Genoa

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...

5 to 6 hours Hotel pickup offered Free Cancellation

from
$333

Marriage Proposal Photographer in Florence

Have you found the person you can’t wait to spend the rest of your life with and now all that’s left is making it official? …More

Florence, Italy

5.0 (1)

Marriage Proposal Photographer in Florence

Have you found the person you can’t wait to spend the rest of your life with and now all that’s left is making it official?...

30 to 120 minutes Free Cancellation

5.0 (1)

from
$337

Siena Private Walking Tour With A Professional Guide

The historic city of Siena is an enriched destination, with medieval history, beautiful architecture, and colorful culture. This UNESCO listed city has numerous medieval sculptures, …More

Siena, Italy

4.7 (3)

Siena Private Walking Tour With A Professional Guide

The historic city of Siena is an enriched destination, with medieval history, beautiful architecture, and colorful culture. This UNESCO listed city has numerous medieval sculptures,...

2 hours Free Cancellation

4.7 (3)

from
$337

Livorno Shore Excursion: Pisa Leaning Tower and Florence Day Trip

Private shore excursion from the port of Livorno to Pisa and Florence to visit The Leaning Tower of Pisa, Florence’s Duomo and the Basilica of …More

Florence, Italy

Livorno Shore Excursion: Pisa Leaning Tower and Florence Day Trip

Private shore excursion from the port of Livorno to Pisa and Florence to visit The Leaning Tower of Pisa, Florence’s Duomo and the Basilica of...

7 hours

from
$338

Private Off Road Wine Tour in Chianti from Florence

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a Land Rover Defender. There’s a special magic in exploring the hidden gravel …More

Florence, Italy

5.0 (18)

Private Off Road Wine Tour in Chianti from Florence

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a Land Rover Defender. There’s a special magic in exploring the hidden gravel...

7 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$338

Private Off Road Wine Tour in Chianti from Siena

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a 4WD. There’s a certain magic in traveling along the hidden gravel roads, …More

Siena, Italy

5.0 (2)

Private Off Road Wine Tour in Chianti from Siena

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a 4WD. There’s a certain magic in traveling along the hidden gravel roads,...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$339

Horse ride, Olive Oil and local foods tasting in a Tuscan farm

No previous riding experience is required. The guests will experience the famous Tuscan hills in a unique way: on horseback. The ride is customized according …More

Florence, Italy

4.9 (18)

Horse ride, Olive Oil and local foods tasting in a Tuscan farm

No previous riding experience is required. The guests will experience the famous Tuscan hills in a unique way: on horseback. The ride is customized according...

5 hours 30 minutes Free Cancellation

4.9 (18)

from
$340

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
$341

Highlights Of Florence Walking Tour (price Per Group)

We will enjoy the history, the architecture, and the secrets Florence can offer. We will start at Piazza della Repubblica, where everything started and where …More

Florence, Italy

5.0 (5)

Highlights Of Florence Walking Tour (price Per Group)

We will enjoy the history, the architecture, and the secrets Florence can offer. We will start at Piazza della Repubblica, where everything started and where...

2 hours Free Cancellation

5.0 (5)

from
$341

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?