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 →

Montepulciano Vineyards Wine Tour with 3 Estates Visit

Embark on a guided journey through the picturesque vineyards and historic cellars of Montepulciano, the home of the celebrated Vino Nobile di Montepulciano. This exclusive …More

Arezzo, Italy

5.0 (25)

Montepulciano Vineyards Wine Tour with 3 Estates Visit

Embark on a guided journey through the picturesque vineyards and historic cellars of Montepulciano, the home of the celebrated Vino Nobile di Montepulciano. This exclusive...

7 to 8 hours Hotel pickup offered

5.0 (25)

from
$342

Explore one of the most stunning places in Florence - the National Museum of Bargello. The must for Renaissance art lovers it hosts world famous …More

Florence, Italy

4.9 (24)

BARGELLO Private Tour in Florence

Explore one of the most stunning places in Florence - the National Museum of Bargello. The must for Renaissance art lovers it hosts world famous...

1 hour 30 minutes Free Cancellation

4.9 (24)

from
$75

Private Siena San Gimignano Tour from Florence with Winery Lunch

After leaving Florence you will travel toward San Gimignano and enjoy the views of vineyards and rolling hills as you listen to the fascinating history …More

Florence, Italy

4.9 (24)

Private Siena San Gimignano Tour from Florence with Winery Lunch

After leaving Florence you will travel toward San Gimignano and enjoy the views of vineyards and rolling hills as you listen to the fascinating history...

10 hours Hotel pickup offered Free Cancellation

4.9 (24)

from
$571

Accademia Gallery with David Private Tour

A private tour revealing all the beauty and stories behind David and his genius Michelangelo and his inspiring unique passion and energy …More

Florence, Italy

4.8 (24)

Accademia Gallery with David Private Tour

A private tour revealing all the beauty and stories behind David and his genius Michelangelo and his inspiring unique passion and energy...

1 hour 30 minutes Hotel pickup offered Free Cancellation

4.8 (24)

from
$91

Join us on this historical and cultural tour in Florence. In this private walking tour, you will have an experienced and local guide to tell …More

Florence, Italy

4.9 (24)

Florence Private Walking Tour

Join us on this historical and cultural tour in Florence. In this private walking tour, you will have an experienced and local guide to tell...

3 hours Free Cancellation

4.9 (24)

from
$32

Pisa and Florence Shore Excursion from Livorno Port

Join this private shore excursion from Livorno to Pisa and Florence. Accompanied by an English-speaking guide, drive along the countryside to discover these Tuscan towns. …More

Florence, Italy

4.9 (24)

Pisa and Florence Shore Excursion from Livorno Port

Join this private shore excursion from Livorno to Pisa and Florence. Accompanied by an English-speaking guide, drive along the countryside to discover these Tuscan towns....

9 hours Free Cancellation

4.9 (24)

from
$1,101

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

Montecatini Terme cycle and wine tasting visit

A relaxing experience cycling on secondary roads through very flat route countryside, with a visit to the hilltop village of Montecarlo (the only short climb …More

Montecatini Terme, Italy

5.0 (24)

Montecatini Terme cycle and wine tasting visit

A relaxing experience cycling on secondary roads through very flat route countryside, with a visit to the hilltop village of Montecarlo (the only short climb...

5 hours Free Cancellation

5.0 (24)

from
$193

Private Tour: 2 Hours Florence Walking Tour

Accompanied by your own private guide, you can discover some of the most fascinating locations of Florence city center and top attractions of the city …More

Florence, Italy

5.0 (24)

Private Tour: 2 Hours Florence Walking Tour

Accompanied by your own private guide, you can discover some of the most fascinating locations of Florence city center and top attractions of the city...

2 hours Free Cancellation

5.0 (24)

from
$298

Cinque Terre and Pisa Private Tour from Livorno

Enjoy a full day tour to the breathtaking Cinque Terre! We will visit 2 villages and you will have also time for shopping and enjoying …More

Livorno, Italy

5.0 (24)

Cinque Terre and Pisa Private Tour from Livorno

Enjoy a full day tour to the breathtaking Cinque Terre! We will visit 2 villages and you will have also time for shopping and enjoying...

9 hours Free Cancellation

5.0 (24)

from
$1,324

Private Golf Cart Tour to Fiesole & Roman theatre

This tour offers a rare combination of comfort, history, and scenic beauty, all in a private setting. Traveling by golf cart allows you to enjoy …More

Florence, Italy

4.8 (24)

Private Golf Cart Tour to Fiesole & Roman theatre

This tour offers a rare combination of comfort, history, and scenic beauty, all in a private setting. Traveling by golf cart allows you to enjoy...

2 hours 30 minutes Free Cancellation

4.8 (24)

from
$126

Florence SANTA CROCE Basilica Private Tour

Enjoy an insightful private tour of Santa Croce with a 5-star guide. Visiting the biggest Franciscan church in the world is an incredible experience but …More

Florence, Italy

5.0 (23)

Florence SANTA CROCE Basilica Private Tour

Enjoy an insightful private tour of Santa Croce with a 5-star guide. Visiting the biggest Franciscan church in the world is an incredible experience but...

1 hour Free Cancellation

5.0 (23)

from
$64

Florence Traditional Local Artisan Experience

The Florentine neighborhood of Oltrarno is well-known for craftmanship and laboratories - experience hands-on the traditions kept alive for centuries. First, visit a famous paper …More

Florence, Italy

4.9 (23)

Florence Traditional Local Artisan Experience

The Florentine neighborhood of Oltrarno is well-known for craftmanship and laboratories - experience hands-on the traditions kept alive for centuries. First, visit a famous paper...

2 hours Free Cancellation

4.9 (23)

from
$112

Private Guided Tour to Pisa and local Wine Farm from Livorno port

If you are looking for a nice experience far away by the crowd you are in the right page, our private tour is made even …More

Livorno, Italy

5.0 (23)

Private Guided Tour to Pisa and local Wine Farm from Livorno port

If you are looking for a nice experience far away by the crowd you are in the right page, our private tour is made even...

8 hours Free Cancellation

5.0 (23)

from
$902

Kid-Friendly Uffizi Museum Tour in Florence with Botticelli & Leonardo Works

Enjoy a 2.5 hour engaging tour of the world-renowned collection of Medieval and Renaissance masterpieces in the celebrated Uffizi Museum in Florence. Our expert family …More

Florence, Italy

5.0 (23)

Kid-Friendly Uffizi Museum Tour in Florence with Botticelli & Leonardo Works

Enjoy a 2.5 hour engaging tour of the world-renowned collection of Medieval and Renaissance masterpieces in the celebrated Uffizi Museum in Florence. Our expert family...

2 hours 30 minutes

5.0 (23)

from
$107

Volterra and San Gimignano: a taste of medieval Tuscany!

Hi ! About 90% of tourists usually head straight to Pisa and Florence – and yes, they’re amazing – but this tour offers something a …More

Pisa, Italy

5.0 (23)

Volterra and San Gimignano: a taste of medieval Tuscany!

Hi ! About 90% of tourists usually head straight to Pisa and Florence – and yes, they’re amazing – but this tour offers something a...

9 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$1,010

Accademia David & Florence Tour for Kids & Families

When in Florence with your family you dont have to miss one of Michelangelo's most famous masterpieces the David! With our kid friendly guide admire …More

Florence, Italy

5.0 (23)

Accademia David & Florence Tour for Kids & Families

When in Florence with your family you dont have to miss one of Michelangelo's most famous masterpieces the David! With our kid friendly guide admire...

2 hours 30 minutes

5.0 (23)

from
$135

If you are looking for a unique and fun activity to involve the whole family in the interactive discovery of the most hidden but no …More

Siena, Italy

5.0 (23)

Hunt for the 10 Treasures of Siena

If you are looking for a unique and fun activity to involve the whole family in the interactive discovery of the most hidden but no...

1 to 4 hours Free Cancellation

5.0 (23)

from
$71

Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied …More

Chianti, Italy

4.9 (23)

Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied...

8 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$1,091

Siena and San Gimignano Tour from Florence

A full and relaxing day visiting the most beautiful attractions in the countryside outside of Florence, get an introduction of our lifestyle, explore amazing locations, …More

Florence, Italy

4.9 (23)

Siena and San Gimignano Tour from Florence

A full and relaxing day visiting the most beautiful attractions in the countryside outside of Florence, get an introduction of our lifestyle, explore amazing locations,...

8 to 9 hours Hotel pickup offered

4.9 (23)

from
$1,084

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?