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 →

From Livorno: Private Florence & Chianti Tour with Wine Tasting

Embark on a captivating journey through Chianti and Florence, immersing yourself in Renaissance splendor while savoring the finest Chianti wines. Commence your adventure with seamless …More

Livorno, Italy

4.8 (5)

From Livorno: Private Florence & Chianti Tour with Wine Tasting

Embark on a captivating journey through Chianti and Florence, immersing yourself in Renaissance splendor while savoring the finest Chianti wines. Commence your adventure with seamless...

8 hours Free Cancellation

4.8 (5)

from
$216

Private Chianti Wine Tasting & Brolio Castle Experience

Embark on a private adventure through the beautiful Chianti wine region, accompanied by an expert local guide and driver in an exclusive vehicle. Begin at …More

Florence, Italy

4.8 (5)

Private Chianti Wine Tasting & Brolio Castle Experience

Embark on a private adventure through the beautiful Chianti wine region, accompanied by an expert local guide and driver in an exclusive vehicle. Begin at...

8 hours Free Cancellation

4.8 (5)

from
$426

PISA HALF-DAY: from Florence by minivan with Leaning Tower ticket

Discover the magic of Pisa city center by travelling in a comfortable minivan from Florence. Stand under the notorious Leaning Tower of Pisa and stroll …More

Florence, Italy

4.8 (5)

PISA HALF-DAY: from Florence by minivan with Leaning Tower ticket

Discover the magic of Pisa city center by travelling in a comfortable minivan from Florence. Stand under the notorious Leaning Tower of Pisa and stroll...

5 hours Free Cancellation

4.8 (5)

from
$131

Private Ferrari, Pagani and Balsamic Vinegar Experience

Embark on a thrilling day trip from Florence to the heart of Italy's most iconic luxury car and gourmet region: Emilia-Romagna! Do Ferrari, Pagani, Parmigiano …More

Florence, Italy

5.0 (5)

Private Ferrari, Pagani and Balsamic Vinegar Experience

Embark on a thrilling day trip from Florence to the heart of Italy's most iconic luxury car and gourmet region: Emilia-Romagna! Do Ferrari, Pagani, Parmigiano...

10 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$794

Triumph of Flavors, Winery Tour, Organic Wines in Panzano in Chianti

When you arrive in Panzanello there will be the owners or staff to welcome you! You can park your car in the courtyard without any …More

Florence, Italy

4.8 (5)

Triumph of Flavors, Winery Tour, Organic Wines in Panzano in Chianti

When you arrive in Panzanello there will be the owners or staff to welcome you! You can park your car in the courtyard without any...

1 to 30 minutes Free Cancellation

4.8 (5)

from
$91

Montecarlo (Lucca) and Wine Tasting from Lucca Private Tour

Your tour will start by visiting a Local Winery on the countryside. After a walk around the vineyards and olive trees we will visit the …More

Lucca, Italy

4.8 (5)

Montecarlo (Lucca) and Wine Tasting from Lucca Private Tour

Your tour will start by visiting a Local Winery on the countryside. After a walk around the vineyards and olive trees we will visit the...

4 to 5 hours Free Cancellation

4.8 (5)

from
$158

Private Day Trip to Chianti from Florence

We will spend an entire day crossing the most characteristic and beautiful part of the Tuscan countryside: the Chianti. Here we will visit small villages …More

Florence, Italy

5.0 (5)

Private Day Trip to Chianti from Florence

We will spend an entire day crossing the most characteristic and beautiful part of the Tuscan countryside: the Chianti. Here we will visit small villages...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$715

Private tour from Livorno port to Chianti Wine Region

This private tour will make you discover and enjoy the essence of this land known for its breathtaking landscapes that for centuries has been giving …More

Livorno, Italy

5.0 (5)

Private tour from Livorno port to Chianti Wine Region

This private tour will make you discover and enjoy the essence of this land known for its breathtaking landscapes that for centuries has been giving...

9 hours Free Cancellation

5.0 (5)

from
$250

Dal porto di Livorno a Firenze: Tour Privato con Dolce Sosta

Vivi un'esperienza diversa dai tour con il bus della nave. A bordo dei nostri minivan con permesso di entrare all'interno dei centri storici, sarai accompagnato …More

Livorno, Italy

5.0 (5)

Dal porto di Livorno a Firenze: Tour Privato con Dolce Sosta

Vivi un'esperienza diversa dai tour con il bus della nave. A bordo dei nostri minivan con permesso di entrare all'interno dei centri storici, sarai accompagnato...

8 hours Free Cancellation

5.0 (5)

from
$951

Cinque Terre Private full day tour from Livorno cruise port

Cinque Terre is a coastal area within Liguria. It lies in the west of La Spezia, and comprises five villages: Monterosso al Mare, Vernazza, Corniglia, …More

Monterosso al Mare, Italy

5.0 (5)

Cinque Terre Private full day tour from Livorno cruise port

Cinque Terre is a coastal area within Liguria. It lies in the west of La Spezia, and comprises five villages: Monterosso al Mare, Vernazza, Corniglia,...

8 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$246

Uffizi & Accademia Private Guided Museum Tour -Timed Entry Ticket

Make the most of your stay in Florence and visit the most famous museums of Florence: the Accademia museum and the Uffizi gallery. OUr guide …More

Florence, Italy

5.0 (5)

Uffizi & Accademia Private Guided Museum Tour -Timed Entry Ticket

Make the most of your stay in Florence and visit the most famous museums of Florence: the Accademia museum and the Uffizi gallery. OUr guide...

4 hours Hotel pickup offered

5.0 (5)

from
$154

Private Biodynamic Wines with lunch in Chianti Classico

The only Experience for true wine lovers. Meeting a producer and their biodynamic approach to wine making. Naturally produced wines by small producers. Genuine Local …More

Florence, Italy

5.0 (5)

Private Biodynamic Wines with lunch in Chianti Classico

The only Experience for true wine lovers. Meeting a producer and their biodynamic approach to wine making. Naturally produced wines by small producers. Genuine Local...

5 hours Hotel pickup offered

5.0 (5)

from
$310

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

The Tuscan hills hide real treasures, and we will guide you on an unforgettable tour through the Chianti woods. Discover the secrets of truffles, their …More

Siena, Italy

5.0 (5)

Private Truffle Hunting in Chianti

The Tuscan hills hide real treasures, and we will guide you on an unforgettable tour through the Chianti woods. Discover the secrets of truffles, their...

5 hours Free Cancellation

5.0 (5)

from
$257

Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

This tour represent the really life in Tuscany. Visit Pisa and admire the Leaning Tower. Visit the most famous Pasta Factory in the area and …More

Livorno, Italy

5.0 (5)

Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

This tour represent the really life in Tuscany. Visit Pisa and admire the Leaning Tower. Visit the most famous Pasta Factory in the area and...

7 hours Free Cancellation

5.0 (5)

from
$95

Florence & Pisa Shore Excursion with Chianti Wine Tasting

Our private shore excursion to Florence, Pisa, and a Chianti winery is an ideal way to see the most popular destinations in Tuscany from the …More

Livorno, Italy

4.8 (5)

Florence & Pisa Shore Excursion with Chianti Wine Tasting

Our private shore excursion to Florence, Pisa, and a Chianti winery is an ideal way to see the most popular destinations in Tuscany from the...

9 hours

4.8 (5)

from
$125

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one …More

Florence, Italy

5.0 (5)

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one...

8 hours

5.0 (5)

from
$1,022

Pisa and Wine Tasting in Tuscany from Livorno

Enjoy a great day with us, visit the cities of Pisa and the famous countryside of Tuscany. This is a great opportunity to combine the …More

5.0 (5)

Pisa and Wine Tasting in Tuscany from Livorno

Enjoy a great day with us, visit the cities of Pisa and the famous countryside of Tuscany. This is a great opportunity to combine the...

6 to 7 hours Free Cancellation

5.0 (5)

from
$1,004

Private Tasting of Organic Wines in the Cellar in Mugliano

In the cellar, in Mugliano, we offer the opportunity to taste our organic products combined with cutting boards made with local products in the different …More

Arezzo, Italy

5.0 (5)

Private Tasting of Organic Wines in the Cellar in Mugliano

In the cellar, in Mugliano, we offer the opportunity to taste our organic products combined with cutting boards made with local products in the different...

2 hours Free Cancellation

5.0 (5)

from
$34

Private Chianti CastleWineries Experience from Florence

Imagine sipping world-renowned Chianti wines in an enchanting medieval castle, surrounded by the picturesque hills of Tuscany. This dream can become a reality with a …More

Florence, Italy

5.0 (5)

Private Chianti CastleWineries Experience from Florence

Imagine sipping world-renowned Chianti wines in an enchanting medieval castle, surrounded by the picturesque hills of Tuscany. This dream can become a reality with a...

10 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$623

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?