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 →

Florence Duomo Experience: Guided Tour & Optional Dome Climb

Discover Florence’s magnificent Duomo complex and explore its extraordinary art, history, and architecture with a guided experience. Admire the Cathedral of Santa Maria del Fiore, …More

Florence, Italy

4.9 (8)

Florence Duomo Experience: Guided Tour & Optional Dome Climb

Discover Florence’s magnificent Duomo complex and explore its extraordinary art, history, and architecture with a guided experience. Admire the Cathedral of Santa Maria del Fiore,...

1 hour 45 minutes Free Cancellation

4.9 (8)

from
$77

Private Shore Excursion from Livorno Port: Tuscany Highlights

Will you arrive at Livorno Port with your cruise ship? It is a great opportunity to enjoy your day visiting one of our destinations in …More

Pisa, Italy

5.0 (8)

Private Shore Excursion from Livorno Port: Tuscany Highlights

Will you arrive at Livorno Port with your cruise ship? It is a great opportunity to enjoy your day visiting one of our destinations in...

9 hours Free Cancellation

5.0 (8)

from
$160

Private Tuscany Day Trip from Florence Including the Leaning Tower of Pisa

Take a private amazing day trip through the hills of the Tuscan countryside. Stop to visit the Leaning Tower of Pisa and Sangimignano, the most …More

Florence, Italy

5.0 (8)

Private Tuscany Day Trip from Florence Including the Leaning Tower of Pisa

Take a private amazing day trip through the hills of the Tuscan countryside. Stop to visit the Leaning Tower of Pisa and Sangimignano, the most...

8 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$1,095

Florence Walking Tour: Private Option with Santa Croce Basilica

Discover Florence’s rich history, iconic landmarks, and Renaissance treasures on a guided walking tour through the city. Stroll through historic streets, admire famous monuments, and …More

Florence, Italy

4.8 (8)

Florence Walking Tour: Private Option with Santa Croce Basilica

Discover Florence’s rich history, iconic landmarks, and Renaissance treasures on a guided walking tour through the city. Stroll through historic streets, admire famous monuments, and...

1 to 3 hours Free Cancellation

4.8 (8)

from
$74

Vespa Self Guided Tour Around Luccas Countryside

Discover the countryside of Lucca riding a Vespa 125 Primavera. The iconic scooter, in its most modern version, offers the perfect means to explore the …More

Lucca, Italy

4.9 (8)

Vespa Self Guided Tour Around Luccas Countryside

Discover the countryside of Lucca riding a Vespa 125 Primavera. The iconic scooter, in its most modern version, offers the perfect means to explore the...

4 to 8 hours Free Cancellation

4.9 (8)

from
$103

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from Florence

* Private, Exclusive, Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Florence * 8 hours in a luxury Mercedes …More

Florence, Italy

5.0 (8)

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from Florence

* Private, Exclusive, Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Florence * 8 hours in a luxury Mercedes...

8 hours Hotel pickup offered

5.0 (8)

from
$195

Siena,San Gimignano&Monteriggioni Shore Excursion Livorno Port

If you are looking a fun tour guided by an english speaking driver, around the gently hills in Tuscany, admiring the beauties of the Tuscan …More

Livorno, Italy

4.9 (8)

Siena,San Gimignano&Monteriggioni Shore Excursion Livorno Port

If you are looking a fun tour guided by an english speaking driver, around the gently hills in Tuscany, admiring the beauties of the Tuscan...

9 hours Free Cancellation

4.9 (8)

from
$1,137

Artisan Workshops: Private Walking Tour in Florence

Embark on this 3-hour expert-led small-group walking tour of artisan workshops in Florence where you will discover the heart of Florentine traditional craftsmanship. Treat yourself to …More

Florence, Italy

4.9 (8)

Artisan Workshops: Private Walking Tour in Florence

Embark on this 3-hour expert-led small-group walking tour of artisan workshops in Florence where you will discover the heart of Florentine traditional craftsmanship. Treat yourself to...

3 hours

4.9 (8)

from
$479

Half day e-bike tour in the land of Brunello starting from the medieval town of Montalcino. The e-bike tour is set on the southern part …More

Chianti, Italy

5.0 (8)

Brunello E-Bike Tour

Half day e-bike tour in the land of Brunello starting from the medieval town of Montalcino. The e-bike tour is set on the southern part...

5 to 6 hours Free Cancellation

5.0 (8)

from
$217

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

MONTALCINO Private E-Bike & Brunello Winery Experience

Ride through the rolling hills of Montalcino on a private e-bike experience for travelers seeking authenticity, exceptional wines, and a deeper connection with Tuscany.Set in …More

Chianti, Italy

5.0 (8)

MONTALCINO Private E-Bike & Brunello Winery Experience

Ride through the rolling hills of Montalcino on a private e-bike experience for travelers seeking authenticity, exceptional wines, and a deeper connection with Tuscany.Set in...

3 to 5 hours Free Cancellation

5.0 (8)

from
$398

Private Pisa & Lucca Day Experience from Florence

Explore the heart of beautiful Tuscany visiting two of Italy’s most cherished towns—Pisa and Lucca. One town is renowned for its medieval walls and stunning …More

Florence, Italy

5.0 (8)

Private Pisa & Lucca Day Experience from Florence

Explore the heart of beautiful Tuscany visiting two of Italy’s most cherished towns—Pisa and Lucca. One town is renowned for its medieval walls and stunning...

9 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$794

Visit all the must-see sites in one day directly from the gangway of your cruise ship! You will visit Florence, the birthplace of Renaissance and …More

Florence, Italy

5.0 (8)

Pisa & Florence

Visit all the must-see sites in one day directly from the gangway of your cruise ship! You will visit Florence, the birthplace of Renaissance and...

8 to 9 hours

5.0 (8)

from
$245

Private Tuscany & San Gimignano by Exclusive Vintage Fiat 500

Experience a unique day tour through the Tuscan hills in a vintage Fiat 500. What sets this apart? We cruise fo real through the heart …More

Florence, Italy

5.0 (8)

Private Tuscany & San Gimignano by Exclusive Vintage Fiat 500

Experience a unique day tour through the Tuscan hills in a vintage Fiat 500. What sets this apart? We cruise fo real through the heart...

7 hours Free Cancellation

5.0 (8)

from
$216

Private Chianti Tour from Florence with Lunch and Wine Tasting

Escape Florence for the rolling hills of Chianti on a private tour combing scenic countryside views, Tuscan flavors and local wines. Enjoy round-trip transport in …More

Florence, Italy

5.0 (8)

Private Chianti Tour from Florence with Lunch and Wine Tasting

Escape Florence for the rolling hills of Chianti on a private tour combing scenic countryside views, Tuscan flavors and local wines. Enjoy round-trip transport in...

6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$443

Private Florence City Tour & The Mall Shopping

Discover Florence in comfort on a private city experience combined with luxury shopping at The Mall. Travel in a premium Mercedes-Benz vehicle with your English-speaking …More

Florence, Italy

5.0 (7)

Private Florence City Tour & The Mall Shopping

Discover Florence in comfort on a private city experience combined with luxury shopping at The Mall. Travel in a premium Mercedes-Benz vehicle with your English-speaking...

8 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$658

Private Siena & San Gimignano Day from Florence with Chauffeur

Enjoy a full-day private Siena and San Gimignano experience from Florence, traveling in comfort with your English-speaking driver in a luxury Mercedes-Benz sedan or van. …More

Florence, Italy

5.0 (7)

Private Siena & San Gimignano Day from Florence with Chauffeur

Enjoy a full-day private Siena and San Gimignano experience from Florence, traveling in comfort with your English-speaking driver in a luxury Mercedes-Benz sedan or van....

8 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$681

While we take care of every detail, leave the chaos behind and enjoy the best of Tuscany’s landscapes from your stylish Vespa — perfect not …More

Siena, Italy

5.0 (7)

Private Vespa Tour in Chianti

While we take care of every detail, leave the chaos behind and enjoy the best of Tuscany’s landscapes from your stylish Vespa — perfect not...

5 hours Free Cancellation

5.0 (7)

from
$251

Private Day Trip Guided Tour in Val D'Orcia Region from Florence

Tuscany lovers, dedicate a day to the legendary Brunello, Nobile di Montepulciano and the beautiful panoramas that the Val D'Orcia offers Embark on an extraordinary …More

Florence, Italy

5.0 (7)

Private Day Trip Guided Tour in Val D'Orcia Region from Florence

Tuscany lovers, dedicate a day to the legendary Brunello, Nobile di Montepulciano and the beautiful panoramas that the Val D'Orcia offers Embark on an extraordinary...

9 to 10 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$161

Private Day Trip Pisa and Lucca Guided Tour from Florence

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • (guided tour in Pisa) This GUIDED tour will take you to the two most important historical cities …More

Florence, Italy

4.9 (7)

Private Day Trip Pisa and Lucca Guided Tour from Florence

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • (guided tour in Pisa) This GUIDED tour will take you to the two most important historical cities...

9 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$170

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?