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 Tour to Siena and San Gimignano with Wine Tasting & Lunch

Exclusive Private Full day Tour available from Florence or Livorno with visits on your own of these two typical Medieval towns in Tuscany region. Discover …More

Florence, Italy

4.8 (20)

Private Tour to Siena and San Gimignano with Wine Tasting & Lunch

Exclusive Private Full day Tour available from Florence or Livorno with visits on your own of these two typical Medieval towns in Tuscany region. Discover...

8 hours Hotel pickup offered Free Cancellation

4.8 (20)

from
$563

Private Coffee and Sweets Tour Caffé, Chocolate, Gelato & More

Immerse yourself in the rich history of Italian coffee during a visit to one of Florence’s historic coffee shops in a local shop just outside …More

Florence, Italy

5.0 (20)

Private Coffee and Sweets Tour Caffé, Chocolate, Gelato & More

Immerse yourself in the rich history of Italian coffee during a visit to one of Florence’s historic coffee shops in a local shop just outside...

2 hours Free Cancellation

5.0 (20)

from
$103

Horseback Riding Tour with Tuscan Picnic in Val d'Orcia and Valdichiana

A horseback riding to slowly explore, in the open air, the most beautiful and scenic places in the area: a guided horseback riding through the …More

Montepulciano, Italy

4.8 (20)

Horseback Riding Tour with Tuscan Picnic in Val d'Orcia and Valdichiana

A horseback riding to slowly explore, in the open air, the most beautiful and scenic places in the area: a guided horseback riding through the...

120 to 150 minutes Free Cancellation

4.8 (20)

from
$212

Chianti Vineyards Tours in Private Luxury Van from Florence

• During the 8-hour guided tour you'll have the opportunity to visit some of the most famous vineyards, see their wine cellars and taste excellent …More

Florence, Italy

5.0 (20)

Chianti Vineyards Tours in Private Luxury Van from Florence

• During the 8-hour guided tour you'll have the opportunity to visit some of the most famous vineyards, see their wine cellars and taste excellent...

8 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$815

Half Day Chianti Wine Tour with Private Luxury Van

• Experience for your private group. Visit some of the most famous vineyards, see their wine cellars and taste excellent wines on this 5-hour tour. …More

Florence, Italy

5.0 (20)

Half Day Chianti Wine Tour with Private Luxury Van

• Experience for your private group. Visit some of the most famous vineyards, see their wine cellars and taste excellent wines on this 5-hour tour....

5 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$677

Private Boat Excursion with Lunch or Aperitif to the Calette di Scarlino

Private excursion aboard classic Tuscan gozzo boats with lunch or aperitif. A day dedicated to you and what you prefer to do. Discovering the best …More

4.8 (20)

Private Boat Excursion with Lunch or Aperitif to the Calette di Scarlino

Private excursion aboard classic Tuscan gozzo boats with lunch or aperitif. A day dedicated to you and what you prefer to do. Discovering the best...

4 to 8 hours Free Cancellation

4.8 (20)

from
$75

Discover Florence from its most scenic side with a private golf cart tour designed to showcase the city’s beautiful panoramic viewpoints beyond the historic center. …More

Florence, Italy

4.8 (19)

Florence Panoramic Views by Golf Cart

Discover Florence from its most scenic side with a private golf cart tour designed to showcase the city’s beautiful panoramic viewpoints beyond the historic center....

1 hour 30 minutes Free Cancellation

4.8 (19)

from
$126

Private Tuscany Tour: Siena, San Gimignano and Pisa from Florence

With this personalized tour of Tuscany, you and your friends may see all the area's hidden treasures in a single day. An experience made even …More

Florence, Italy

5.0 (19)

Private Tuscany Tour: Siena, San Gimignano and Pisa from Florence

With this personalized tour of Tuscany, you and your friends may see all the area's hidden treasures in a single day. An experience made even...

11 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$662

Private walking tour of Lucca city centre and the walls

SIGHTSEEING TOUR OF THE HISTORICAL CENTER AND WALLS OF LUCCA ON FOOT WITH A PRIVATE LOCAL GUIDE If you are individual travelers, families or small …More

Lucca, Italy

4.9 (19)

Private walking tour of Lucca city centre and the walls

SIGHTSEEING TOUR OF THE HISTORICAL CENTER AND WALLS OF LUCCA ON FOOT WITH A PRIVATE LOCAL GUIDE If you are individual travelers, families or small...

120 to 150 minutes Free Cancellation

4.9 (19)

from
$46

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

Private Day Trip Brunello Wine with Lunch from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Wine lovers, dedicate a day to the legendary Brunello! Embark on an extraordinary 9-hour guided tour from Florence. …More

Florence, Italy

5.0 (19)

Private Day Trip Brunello Wine with Lunch from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Wine lovers, dedicate a day to the legendary Brunello! Embark on an extraordinary 9-hour guided tour from Florence....

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$155

Pisa and Leaning Tower Tour for Kids and Families

Enjoy a memorable family friendly tour of Pisa with your children led by a kids friendly guide. You will see the city highlights including the Cathedral, …More

Pisa, Italy

4.8 (19)

Pisa and Leaning Tower Tour for Kids and Families

Enjoy a memorable family friendly tour of Pisa with your children led by a kids friendly guide. You will see the city highlights including the Cathedral,...

2 hours 30 minutes Free Cancellation

4.8 (19)

from
$113

Cinque Terre and Pisa Private tour from Montecatini Terme

Discover the five picturesque villages scattered along a beautiful stretch of the Mediterranean coast, a UNESCO World Heritage Site. We will reach the first village …More

Montecatini Terme, Italy

5.0 (19)

Cinque Terre and Pisa Private tour from Montecatini Terme

Discover the five picturesque villages scattered along a beautiful stretch of the Mediterranean coast, a UNESCO World Heritage Site. We will reach the first village...

9 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$169

Private tour from Florence to CORTONA & MONTEPULCIANO

Set out on an exclusive private tour across the rolling Tuscan countryside, where golden fields, olive groves, and cypress-lined roads lead you to two of …More

Florence, Italy

5.0 (19)

Private tour from Florence to CORTONA & MONTEPULCIANO

Set out on an exclusive private tour across the rolling Tuscan countryside, where golden fields, olive groves, and cypress-lined roads lead you to two of...

8 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$176

One day bike tour to discover the Chianti region, one of the most important wine area in the world, for the quality of its wines …More

Siena, Italy

5.0 (19)

Chianti Classico E-Bike Tour

One day bike tour to discover the Chianti region, one of the most important wine area in the world, for the quality of its wines...

5 to 6 hours Free Cancellation

5.0 (19)

from
$240

Private Cinque Terre by Ferry with stop in Pisa from Florence

Discover the beauty of the Italian Riviera on our Cinque Terre by Ferry with Stop in Pisa from Florence! Visit two picturesque fishing villages on …More

Florence, Italy

5.0 (18)

Private Cinque Terre by Ferry with stop in Pisa from Florence

Discover the beauty of the Italian Riviera on our Cinque Terre by Ferry with Stop in Pisa from Florence! Visit two picturesque fishing villages on...

12 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$665

Private Guided Visit Florence's Santa Croce Basilica and Ancient Leather School

Visit the Santa Croce Basilica in Florence, a stunning Gothic architectural masterpiece known for its colorful marble façade. Once a sanctuary for Franciscan friars, the …More

Florence, Italy

4.9 (18)

Private Guided Visit Florence's Santa Croce Basilica and Ancient Leather School

Visit the Santa Croce Basilica in Florence, a stunning Gothic architectural masterpiece known for its colorful marble façade. Once a sanctuary for Franciscan friars, the...

1 hour 30 minutes Free Cancellation

4.9 (18)

from
$36

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

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
$342

Medici Chapels and San Lorenzo Basilica Private Tour

One of the places that best represents the power of the Medici family, the splendor of Michelangelo's sculptures and the glitz of the Chapel of …More

Florence, Italy

4.9 (18)

Medici Chapels and San Lorenzo Basilica Private Tour

One of the places that best represents the power of the Medici family, the splendor of Michelangelo's sculptures and the glitz of the Chapel of...

3 hours Free Cancellation

4.9 (18)

from
$85

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?

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?