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 E-bike Tour in Chianti from San Gimignano

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills …More

San Gimignano, Italy

4.7 (3)

Private E-bike Tour in Chianti from San Gimignano

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills...

6 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$299

Florence and Chianti experience Tour from Lucca Including Wine

Take a day out of your Lucca vacation to visit Florence and the Chianti region, and immerse yourself in Renaissance artwork and renowned wine. You …More

Lucca, Italy

4.3 (3)

Florence and Chianti experience Tour from Lucca Including Wine

Take a day out of your Lucca vacation to visit Florence and the Chianti region, and immerse yourself in Renaissance artwork and renowned wine. You...

9 hours Free Cancellation

4.3 (3)

from
$112

Super Tasty Full-day Guided Tour of Florence Food Wine Art Top Sites & Eateries

Enjoy this 5.5-hours full day tour experience in Florence. A one of a kind tour that combines breathtaking views, amazing monuments and a gourmet promenade …More

Florence, Italy

4.7 (3)

Super Tasty Full-day Guided Tour of Florence Food Wine Art Top Sites & Eateries

Enjoy this 5.5-hours full day tour experience in Florence. A one of a kind tour that combines breathtaking views, amazing monuments and a gourmet promenade...

5 hours 30 minutes Free Cancellation

4.7 (3)

from
$217

Private Wine & Evo oil tasting with Truffle Meal

Treat yourself to a truffle lunch in an authentic Tuscan atmosphere on a family farm. The experience will start with a detailed introduction to the …More

San Gimignano, Italy

4.3 (3)

Private Wine & Evo oil tasting with Truffle Meal

Treat yourself to a truffle lunch in an authentic Tuscan atmosphere on a family farm. The experience will start with a detailed introduction to the...

90 to 120 minutes Free Cancellation

4.3 (3)

from
$98

The Best of Florence in few hours - private walking tour

Private walking tour in Florence with a local guide, who will lead you for 2-hour between bridges, alleys, medieval markets and Renaissance palaces, to give …More

Florence, Italy

4.7 (3)

The Best of Florence in few hours - private walking tour

Private walking tour in Florence with a local guide, who will lead you for 2-hour between bridges, alleys, medieval markets and Renaissance palaces, to give...

2 hours Free Cancellation

4.7 (3)

from
$310

Two Hours Lucca Private Tour with Personal Photographer

This new tour concept involves the presence of a tour leader and a professional photographer. In this way the traveler will not only be a …More

Lucca, Italy

4.3 (3)

Two Hours Lucca Private Tour with Personal Photographer

This new tour concept involves the presence of a tour leader and a professional photographer. In this way the traveler will not only be a...

2 hours Free Cancellation

4.3 (3)

from
$666

Arrival From Florence FLR Airport to Florence Minivan or Sedan

Why spend your precious time waiting in long shuttle or taxi lines? Avoid the language barrier and currency exchange. Travel in style from Florence FLR …More

Barcelona, Spain

4.7 (3)

Arrival From Florence FLR Airport to Florence Minivan or Sedan

Why spend your precious time waiting in long shuttle or taxi lines? Avoid the language barrier and currency exchange. Travel in style from Florence FLR...

30 to 35 minutes Free Cancellation

4.7 (3)

from
$45

Florence Time Travel Quest: Michelangelo’s Secret Trail

Step into the shoes of a Time Travel Agent and journey through the Renaissance streets of Florence to uncover the secrets of Michelangelo himself. This …More

Florence, Italy

4.7 (3)

Florence Time Travel Quest: Michelangelo’s Secret Trail

Step into the shoes of a Time Travel Agent and journey through the Renaissance streets of Florence to uncover the secrets of Michelangelo himself. This...

40 to 70 minutes Free Cancellation

4.7 (3)

from
$8

Florence & Pisa private tour from Livorno Port. This tour lasts approximately 9 hours.There’s a reason they’re the most popular tourist destinations in Tuscany! Come …More

Livorno, Italy

4.7 (3)

Florence & Pisa from Livorno

Florence & Pisa private tour from Livorno Port. This tour lasts approximately 9 hours.There’s a reason they’re the most popular tourist destinations in Tuscany! Come...

9 hours Free Cancellation

4.7 (3)

from
$225

Siena Private Walking Tour With A Professional Guide

The historic city of Siena is an enriched destination, with medieval history, beautiful architecture, and colorful culture. This UNESCO listed city has numerous medieval sculptures, …More

Siena, Italy

4.7 (3)

Siena Private Walking Tour With A Professional Guide

The historic city of Siena is an enriched destination, with medieval history, beautiful architecture, and colorful culture. This UNESCO listed city has numerous medieval sculptures,...

2 hours Free Cancellation

4.7 (3)

from
$293

Private Cinque Terre Day Trip and ferries between two towns

This private tour combines the comfort of direct transportation from Florence with the authentic experience of traveling between villages by local ferries (seasonal). From the …More

Florence, Italy

4.7 (3)

Private Cinque Terre Day Trip and ferries between two towns

This private tour combines the comfort of direct transportation from Florence with the authentic experience of traveling between villages by local ferries (seasonal). From the...

10 hours Free Cancellation

4.7 (3)

from
$189

- Very knowledgeable drivers with explanation about wine, food and general history of Tuscany. - Private visit to Pisa will include the Piazza dei Miracoli …More

Florence, Italy

4.7 (3)

Pisa - Lucca Private Day Trip

- Very knowledgeable drivers with explanation about wine, food and general history of Tuscany. - Private visit to Pisa will include the Piazza dei Miracoli...

8 hours Free Cancellation

4.7 (3)

from
$795

Guided tour of Piazza dei Miracoli in Pisa

A passionate guide will take you to discover the secrets of the Piazza dei Miracoli, an unusual tour, full of anecdotes and details known to …More

Pisa, Italy

4.7 (3)

Guided tour of Piazza dei Miracoli in Pisa

A passionate guide will take you to discover the secrets of the Piazza dei Miracoli, an unusual tour, full of anecdotes and details known to...

1 hour 30 minutes Free Cancellation

4.7 (3)

from
$63

Private tour from Florence to Cortona and Arezzo

Enjoy this two wonderful hilltop towns on a full-day and discover historic architecture, artwork, and neighborhoods with views of the Tuscan countryside. Take in film …More

Florence, Italy

4.5 (2)

Private tour from Florence to Cortona and Arezzo

Enjoy this two wonderful hilltop towns on a full-day and discover historic architecture, artwork, and neighborhoods with views of the Tuscan countryside. Take in film...

9 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$125

Private tour Dan Brown Inferno Tour of Florence

This tour will follow the tracks of the famous novel written by Dan Brown Inferno and will show you some of the most beautiful places …More

Florence, Italy

4.5 (2)

Private tour Dan Brown Inferno Tour of Florence

This tour will follow the tracks of the famous novel written by Dan Brown Inferno and will show you some of the most beautiful places...

3 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$105

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

• Experience for your private group. Explore the art, culture and medieval history of Italy on this private 9-hour Siena, San Gimignano and Pisa tour …More

Florence, Italy

4.5 (2)

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

• Experience for your private group. Explore the art, culture and medieval history of Italy on this private 9-hour Siena, San Gimignano and Pisa tour...

9 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$1,255

Exclusive private visit of the Vasari house in Florence

Among the less known attractions in Florence, there is a Renaissance house privately owned, with frescoes by the great artist Giorgio Vasari. During the 16th …More

Florence, Italy

4.5 (2)

Exclusive private visit of the Vasari house in Florence

Among the less known attractions in Florence, there is a Renaissance house privately owned, with frescoes by the great artist Giorgio Vasari. During the 16th...

1 hour Free Cancellation

4.5 (2)

from
$55

Siena Medieval Power Quest: Self-Guided Family Feud Game

Unravel the secrets of medieval Siena through a thrilling quest of power, rivalry, and hidden history. This isn’t just a walk - it’s an adventure …More

Siena, Italy

4.2 (26)

Siena Medieval Power Quest: Self-Guided Family Feud Game

Unravel the secrets of medieval Siena through a thrilling quest of power, rivalry, and hidden history. This isn’t just a walk - it’s an adventure...

60 to 90 minutes Free Cancellation

4.2 (26)

from
$9

Tour of the historical cellars in Montepulciano

Montepulciano is famous for its cellars in the historical center, something that you do not have the chance to visit elsewhere. During your visit at …More

Montepulciano, Italy

4.3 (16)

Tour of the historical cellars in Montepulciano

Montepulciano is famous for its cellars in the historical center, something that you do not have the chance to visit elsewhere. During your visit at...

2 hours 30 minutes Free Cancellation

4.3 (16)

from
$90

Vasari Corridor and Uffizi Gallery Exclusive Tour

Come and discover with our guides the extraordinary reopening of the Vasari Corridor! By booking our exclusive tour, you will have the opportunity to walk …More

Florence, Italy

3.8 (16)

Vasari Corridor and Uffizi Gallery Exclusive Tour

Come and discover with our guides the extraordinary reopening of the Vasari Corridor! By booking our exclusive tour, you will have the opportunity to walk...

2 hours 30 minutes

3.8 (16)

from
$230

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?