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 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
$284

Private Excursion to Siena, San Gimignano and Chianti Landscapes

Embark on an unforgettable private tour starting from your hotel. Visit the historic city of Siena, where you’ll enjoy an exclusive guided tour of its …More

Florence, Italy

4.8 (22)

Private Excursion to Siena, San Gimignano and Chianti Landscapes

Embark on an unforgettable private tour starting from your hotel. Visit the historic city of Siena, where you’ll enjoy an exclusive guided tour of its...

8 hours Hotel pickup offered Free Cancellation

4.8 (22)

from
$182

Uffizi Gallery Private VIP Tour with 5-star Guide

Uffizi Gallery houses one of the most extensive art collections in the world and features some of the most esteemed Renaissance artists. Booking Uffizi private …More

Florence, Italy

5.0 (22)

Uffizi Gallery Private VIP Tour with 5-star Guide

Uffizi Gallery houses one of the most extensive art collections in the world and features some of the most esteemed Renaissance artists. Booking Uffizi private...

1 hour 40 minutes Free Cancellation

5.0 (22)

from
$118

Private Full-Day Tour of Assisi and Cortona from Florence

Relax on this private, full-day tour of Assisi and Cortona. Enjoy the personalized attention of your private driver and discover the place where St. Francis …More

Florence, Italy

4.8 (22)

Private Full-Day Tour of Assisi and Cortona from Florence

Relax on this private, full-day tour of Assisi and Cortona. Enjoy the personalized attention of your private driver and discover the place where St. Francis...

10 hours Hotel pickup offered Free Cancellation

4.8 (22)

from
$168

Private guided tour of Hidden Symbols in Santa Maria Novella

Mysticism, art, and hidden symbolism, a special, unique, and different visit. A visit that introduces us to hidden symbolism without losing the historical and artistic …More

Florence, Italy

5.0 (22)

Private guided tour of Hidden Symbols in Santa Maria Novella

Mysticism, art, and hidden symbolism, a special, unique, and different visit. A visit that introduces us to hidden symbolism without losing the historical and artistic...

1 hour 30 minutes Free Cancellation

5.0 (22)

from
$201

Hire your Local Wine Guide in Bolgheri for private tastings

We are Francesca & Margarethe, both WSET Level 3 Award recipients, living in the picturesque wine region of Bolgheri, located along the stunning Tuscan coast. …More

Livorno, Italy

5.0 (22)

Hire your Local Wine Guide in Bolgheri for private tastings

We are Francesca & Margarethe, both WSET Level 3 Award recipients, living in the picturesque wine region of Bolgheri, located along the stunning Tuscan coast....

6 hours Free Cancellation

5.0 (22)

from
$144

In Piazza Duomo stands the imposing Cathedral of Siena and right here you will begin the visit. After an introduction about the extraordinary façade decorated …More

Siena, Italy

4.9 (21)

Private Tour of Siena Cathedral

In Piazza Duomo stands the imposing Cathedral of Siena and right here you will begin the visit. After an introduction about the extraordinary façade decorated...

2 hours Free Cancellation

4.9 (21)

from
$31

Livorno Shore Excursion: Pisa, Florence and Chianti Wine Private Day Trip

Visit Pisa and Florence with a private tour which really describe the local Italian life. You will be able to reach the most important monuments. …More

Livorno, Italy

5.0 (21)

Livorno Shore Excursion: Pisa, Florence and Chianti Wine Private Day Trip

Visit Pisa and Florence with a private tour which really describe the local Italian life. You will be able to reach the most important monuments....

9 hours Free Cancellation

5.0 (21)

from
$146

Florence - The Medici's Private Walking Tour

Step into the fascinating world of the Medici, the family that shaped the very soul of Florence and sparked the Renaissance. From their modest origins …More

Florence, Italy

4.8 (21)

Florence - The Medici's Private Walking Tour

Step into the fascinating world of the Medici, the family that shaped the very soul of Florence and sparked the Renaissance. From their modest origins...

2 hours Hotel pickup offered Free Cancellation

4.8 (21)

from
$25

Highlights & Hidden Gems of Siena Private Tour - Duomo Included

Siena is a magical place! And with the local host, you are going to experience it all. So get ready; culture, history, and local lifestyle …More

Siena, Italy

5.0 (21)

Highlights & Hidden Gems of Siena Private Tour - Duomo Included

Siena is a magical place! And with the local host, you are going to experience it all. So get ready; culture, history, and local lifestyle...

3 hours Free Cancellation

5.0 (21)

from
$70

2-Hour Private Walking Tour with Local Guides in Florence

The passion of a local guide will surely have a unique look at the city. The tour, can be customized according to your curiosities and …More

Florence, Italy

5.0 (21)

2-Hour Private Walking Tour with Local Guides in Florence

The passion of a local guide will surely have a unique look at the city. The tour, can be customized according to your curiosities and...

2 hours Free Cancellation

5.0 (21)

from
$46

Florence Inferno: Dante’s Haunted Exploration Game and Tour

Step into the shadows of Florence and uncover the chilling secrets behind Dante’s Divine Comedy. Inspired by one of the most legendary works in literature, …More

Florence, Italy

4.8 (21)

Florence Inferno: Dante’s Haunted Exploration Game and Tour

Step into the shadows of Florence and uncover the chilling secrets behind Dante’s Divine Comedy. Inspired by one of the most legendary works in literature,...

1 to 2 hours Free Cancellation

4.8 (21)

from
$8

Lucca: self-guided bike tour + picnic in the vineyards

DISCOVER LUCCA COUNTRYSIDE AND ENJOY A PICNIC IN THE NATURE IN A FAMILY WINERY An easy afternoon trip in the Tuscan countryside on the first …More

Lucca, Italy

4.8 (21)

Lucca: self-guided bike tour + picnic in the vineyards

DISCOVER LUCCA COUNTRYSIDE AND ENJOY A PICNIC IN THE NATURE IN A FAMILY WINERY An easy afternoon trip in the Tuscan countryside on the first...

3 to 4 hours Free Cancellation

4.8 (21)

from
$74

DeepWine Half Day 2 Wineries & Lunch or Dinner in Tuscan Hills

Private DeepWine Chianti – A Taste of Tuscany Like No Other Join us for an unforgettable journey through the rolling hills of Chianti, just outside …More

Florence, Italy

5.0 (21)

DeepWine Half Day 2 Wineries & Lunch or Dinner in Tuscan Hills

Private DeepWine Chianti – A Taste of Tuscany Like No Other Join us for an unforgettable journey through the rolling hills of Chianti, just outside...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (21)

from
$169

Private Wine and Extra Virgin Olive Oil Tasting

Escape to a charming family farm and immerse yourself in the authentic flavors of Tuscany. Just a short walk from San Gimignano’s historic center, this …More

San Gimignano, Italy

4.8 (21)

Private Wine and Extra Virgin Olive Oil Tasting

Escape to a charming family farm and immerse yourself in the authentic flavors of Tuscany. Just a short walk from San Gimignano’s historic center, this...

45 minutes Free Cancellation

4.8 (21)

from
$48

Florence – the heart and soul of the Italian Renaissance – and home to some of the most breathtaking, mesmerizing and awe-inducing works of art …More

Florence, Italy

5.0 (21)

Florence in a day - Private Tour

Florence – the heart and soul of the Italian Renaissance – and home to some of the most breathtaking, mesmerizing and awe-inducing works of art...

5 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$480

Private Day Trip Siena and Chianti Wine Experience with lunch

• EXPERIENCE FOR YOUR PRIVATE GROUP • Leave behind the bustling city of Florence with a private full-day tour in a luxury Mercedes Minivan. Stroll …More

Florence, Italy

5.0 (20)

Private Day Trip Siena and Chianti Wine Experience with lunch

• EXPERIENCE FOR YOUR PRIVATE GROUP • Leave behind the bustling city of Florence with a private full-day tour in a luxury Mercedes Minivan. Stroll...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$125

Florence: 1-hour Accademia Gallery guided experience with entrance tickets

Explore all the secrets hidden in the Accademia Gallery in Florence with this one-hour guided experience to unveil one of the most beautiful men in …More

Florence, Italy

5.0 (20)

Florence: 1-hour Accademia Gallery guided experience with entrance tickets

Explore all the secrets hidden in the Accademia Gallery in Florence with this one-hour guided experience to unveil one of the most beautiful men in...

1 hour Free Cancellation

5.0 (20)

from
$57

Florence Accademia Gallery and Michelangelo David Private Tour

See one of Michelangelo's most famous masterpieces with this private 2-hour tour of the Accademia Gallery in Florence. Admire the impressive statue of David close-up …More

Florence, Italy

5.0 (20)

Florence Accademia Gallery and Michelangelo David Private Tour

See one of Michelangelo's most famous masterpieces with this private 2-hour tour of the Accademia Gallery in Florence. Admire the impressive statue of David close-up...

2 hours Hotel pickup offered

5.0 (20)

from
$108

Discover the highlights of Chianti Classico while riding through Tuscany’s backroads in a Land Rover Defender. There is a special kind of magic in driving …More

Siena, Italy

5.0 (20)

Private Off Road Wine Tour in Chianti

Discover the highlights of Chianti Classico while riding through Tuscany’s backroads in a Land Rover Defender. There is a special kind of magic in driving...

6 hours Free Cancellation

5.0 (20)

from
$313

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?

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?