Top Tuscany Private Sightseeing Tours

Q: Which Tuscany Private Sightseeing Tours have Instant Confirmation?

Tuscany Private Sightseeing Tours with Instant Confirmation include: Chianti Heli Wine Tour Fly Brunello - Heli Wine Tour Four Days Private Tuscany City Tour from Florence Luxury Balloon Tour in Tuscany Tuscany Multi Day Bike Tour History Wine and Local Flavors 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: Chianti Heli Wine Tour Fly Brunello - Heli Wine Tour Four Days Private Tuscany City Tour from Florence Luxury Balloon Tour in Tuscany Three Days Tuscany Winery Tour from Florence 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 Chianti Wine Tasting & Scenic Florence Drive Half-Day

Discover the beauty and flavors of Tuscany with a private half-day tour from Florence to the Chianti wine region. Leave Florence with your private driver …More

Florence, Italy

5.0 (1)

Private Chianti Wine Tasting & Scenic Florence Drive Half-Day

Discover the beauty and flavors of Tuscany with a private half-day tour from Florence to the Chianti wine region. Leave Florence with your private driver...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$145

Child-Friendly Uffizi Gallery Tour in Florence

Your family will enjoy an unforgettable 2.5-hr experience in one of the world's most highly-rated museums thanks to an expert tour guide who will lead …More

Florence, Italy

5.0 (2)

Child-Friendly Uffizi Gallery Tour in Florence

Your family will enjoy an unforgettable 2.5-hr experience in one of the world's most highly-rated museums thanks to an expert tour guide who will lead...

2 hours 30 minutes Free Cancellation

5.0 (2)

from
$145

Discover the heart of Florence, where history, art, and cuisine intertwine. Our adventure begins in San Lorenzo, a district filled with the Central Market and …More

Florence, Italy

5.0 (6)

Private Food Tour In Florence

Discover the heart of Florence, where history, art, and cuisine intertwine. Our adventure begins in San Lorenzo, a district filled with the Central Market and...

3 hours Free Cancellation

5.0 (6)

from
$142

Winery tours and tastings in Bolgheri with Wine Guide

Enjoy a unique guided wine tour through Bolgheri, one of the most exciting wine regions in Italy. Discover the origins of its renowned Bordeaux blends …More

Livorno, Italy

5.0 (24)

Winery tours and tastings in Bolgheri with Wine Guide

Enjoy a unique guided wine tour through Bolgheri, one of the most exciting wine regions in Italy. Discover the origins of its renowned Bordeaux blends...

4 to 5 hours Free Cancellation

5.0 (24)

from
$144

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 (23)

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 (23)

from
$144

Private Pisa and Lucca Tour from Florence with Transportation

What makes this private tour unique is the opportunity to explore two of Tuscany's most iconic cities, Pisa and Lucca, in a flexible and personalized …More

Florence, Italy

4.9 (13)

Private Pisa and Lucca Tour from Florence with Transportation

What makes this private tour unique is the opportunity to explore two of Tuscany's most iconic cities, Pisa and Lucca, in a flexible and personalized...

8 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$143

Private Transfer from Florence to Rome with 2h Sightseeing Stop

Embark on a relaxing holiday taxi experience with your private driver, an expert long-distance driver, immersing yourself in breathtaking vistas, cultural treasures, and natural wonders. …More

Florence, Italy

5.0 (3)

Private Transfer from Florence to Rome with 2h Sightseeing Stop

Embark on a relaxing holiday taxi experience with your private driver, an expert long-distance driver, immersing yourself in breathtaking vistas, cultural treasures, and natural wonders....

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$141

Private Day Trip Siena, San Gimignano and Chianti from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Enjoy an exclusive 8–9 hour private tour of Tuscany from Florence with a professional local driver-guide. Travel through …More

Florence, Italy

5.0 (271)

Private Day Trip Siena, San Gimignano and Chianti from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Enjoy an exclusive 8–9 hour private tour of Tuscany from Florence with a professional local driver-guide. Travel through...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (271)

from
$142

Pisa, Florence and Uffizi Museum or Accademia Private Shore Excursion from Livorno

Visit Florence and have the oportunity to visit the Uffizi Museum OR Accademia Museum (as your option choose) with a private tour. Explore the streets …More

Livorno, Italy

5.0 (13)

Pisa, Florence and Uffizi Museum or Accademia Private Shore Excursion from Livorno

Visit Florence and have the oportunity to visit the Uffizi Museum OR Accademia Museum (as your option choose) with a private tour. Explore the streets...

8 hours Free Cancellation

5.0 (13)

from
$142

Private Tour- Chianti By Minivan At Sunset

Escape the heat and bustle of the city for the renowned beauty of the Tuscan countryside in the most famous wine region of Italy – …More

Florence, Italy

4.8 (4)

Private Tour- Chianti By Minivan At Sunset

Escape the heat and bustle of the city for the renowned beauty of the Tuscan countryside in the most famous wine region of Italy –...

5 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$142

Florence Private Food Tour: Market, Wine Windows, Desserts & More

Taste the real Florence with your own private local guide. Choose the food experience that suits you: the city’s famous market, its hidden wine windows, …More

Florence, Italy

4.0 (3)

Florence Private Food Tour: Market, Wine Windows, Desserts & More

Taste the real Florence with your own private local guide. Choose the food experience that suits you: the city’s famous market, its hidden wine windows,...

2 to 3 hours Free Cancellation

4.0 (3)

from
$142

From Florence: Pisa and Lucca PrivateTour by Minivan

Discover the magic of Pisa and Lucca during this private full-day tour by van from Florence. Start with a visit to Pisa, where you’ll see …More

Florence, Italy

4.0 (1)

From Florence: Pisa and Lucca PrivateTour by Minivan

Discover the magic of Pisa and Lucca during this private full-day tour by van from Florence. Start with a visit to Pisa, where you’ll see...

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$142

Light lunch and wine tasting in the hills of Lucca with sommelier

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

Lucca, Italy

5.0 (2)

Light lunch and wine tasting in the hills of Lucca with sommelier

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

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$142

Private Chianti Classico Tour with wine and food tasting in a Historic Estate

The privilege to visit the historical and suggestive cellars of a prestigious estate surrounded by ancient vineyards followed by the exclusive tasting experience of local …More

Florence, Italy

4.6 (23)

Private Chianti Classico Tour with wine and food tasting in a Historic Estate

The privilege to visit the historical and suggestive cellars of a prestigious estate surrounded by ancient vineyards followed by the exclusive tasting experience of local...

4 hours Hotel pickup offered Free Cancellation

4.6 (23)

from
$140

Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on …More

Florence, Italy

5.0 (29)

Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on...

8 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$141

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
$140

Private Tuscany Tour from Florence: Siena, San Gimignano, Chianti

Private tour to Siena and San Gimignano with an english speaking driver in a de-luxe minivan. Your driver will talk to you about Tuscany traditions, …More

Florence, Italy

5.0 (63)

Private Tuscany Tour from Florence: Siena, San Gimignano, Chianti

Private tour to Siena and San Gimignano with an english speaking driver in a de-luxe minivan. Your driver will talk to you about Tuscany traditions,...

8 hours Hotel pickup offered Free Cancellation

5.0 (63)

from
$139

Florence Private Walking Tour with Michelangelo’s David

Combine a walking tour of Renaissance-era Florence with a Timed Entry Ticket tour of the Accademia Gallery (Galleria dell’ Accademia)! With a local guide, stroll …More

Florence, Italy

4.5 (227)

Florence Private Walking Tour with Michelangelo’s David

Combine a walking tour of Renaissance-era Florence with a Timed Entry Ticket tour of the Accademia Gallery (Galleria dell’ Accademia)! With a local guide, stroll...

3 hours Free Cancellation

4.5 (227)

from
$138

Private Medici Walking Tour – Discover Florence’s Royal Past

TOUR HIGHLIGHTS • Discover the stories of the most elite families of the time • Walk to see the most important streets and palaces • …More

Florence, Italy

5.0 (3)

Private Medici Walking Tour – Discover Florence’s Royal Past

TOUR HIGHLIGHTS • Discover the stories of the most elite families of the time • Walk to see the most important streets and palaces •...

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$138

Private Tour of Michelangelo's David Academia Gallery

Explore Accademia Gallery, home to the iconic statue of David by Michelangelo. Immerse yourself in the heart of Renaissance art with a guided tour of …More

Florence, Italy

5.0 (4)

Private Tour of Michelangelo's David Academia Gallery

Explore Accademia Gallery, home to the iconic statue of David by Michelangelo. Immerse yourself in the heart of Renaissance art with a guided tour of...

1 hour Free Cancellation

5.0 (4)

from
$138

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?

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?