Top Tuscany Luxury & Special Occasions

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 →

Tuscany countryside from Livorno: Private Volterra, San Gimignano & Wine Tasting

Admire the two gems nestled in the Tuscan countryside, Volterra and San Gimignano, the best medieval villages. A jump in the past, great atmospere in …More

Livorno, Italy

5.0 (7)

Tuscany countryside from Livorno: Private Volterra, San Gimignano & Wine Tasting

Admire the two gems nestled in the Tuscan countryside, Volterra and San Gimignano, the best medieval villages. A jump in the past, great atmospere in...

8 to 9 hours Free Cancellation

5.0 (7)

from
$130

From Florence: PRIVATE Siena and San Gimignano with wine tasting

Discover 3 of the most authentic towns nestled in the heart of the tuscany countryside. Siena, the famous Palio city, San Gimignano, UNESCO heritage and …More

Florence, Italy

5.0 (7)

From Florence: PRIVATE Siena and San Gimignano with wine tasting

Discover 3 of the most authentic towns nestled in the heart of the tuscany countryside. Siena, the famous Palio city, San Gimignano, UNESCO heritage and...

9 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$391

All Tuscany Private Siena San Gimignano & Chianti Livorno Shore Excursion

Discover Siena and San Gimignano on this day trip through Tuscany from Livorno. Ride past rolling vineyards to the listed city of Siena, a UNESCO …More

Livorno, Italy

4.9 (7)

All Tuscany Private Siena San Gimignano & Chianti Livorno Shore Excursion

Discover Siena and San Gimignano on this day trip through Tuscany from Livorno. Ride past rolling vineyards to the listed city of Siena, a UNESCO...

9 hours Free Cancellation

4.9 (7)

from
$135

Walking Tour trough Renaissance Secrets in Florence

We will have the pleasure of traveling together with you to the places and secrets that still exist today in Florence. Our tour will be …More

Florence, Italy

5.0 (7)

Walking Tour trough Renaissance Secrets in Florence

We will have the pleasure of traveling together with you to the places and secrets that still exist today in Florence. Our tour will be...

1 hour 30 minutes Free Cancellation

5.0 (7)

from
$34

Small-Group Pasta Cooking Class and Market Tour in Florence

Sant'Ambrogio Market Tour and Pasta Making – what a combo! Discover a true local market in the heart of Florence, then elevate your skills in …More

Florence, Italy

5.0 (7)

Small-Group Pasta Cooking Class and Market Tour in Florence

Sant'Ambrogio Market Tour and Pasta Making – what a combo! Discover a true local market in the heart of Florence, then elevate your skills in...

4 hours Free Cancellation

5.0 (7)

from
$171

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
$160

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
$169

Private Tour of Leaning Tower Pisa Top Attractions w Local Guide

In the company of your own private tour guide enjoy the wonders of Pisa. You visit the city highlights including the Cathedral, the Baptistery and …More

Pisa, Italy

5.0 (7)

Private Tour of Leaning Tower Pisa Top Attractions w Local Guide

In the company of your own private tour guide enjoy the wonders of Pisa. You visit the city highlights including the Cathedral, the Baptistery and...

3 hours Free Cancellation

5.0 (7)

from
$121

San Miniato is one of the most beautiful medieval cities in Tuscany. Very famous for its historical importance, today it is known mainly for the …More

Lucca, Italy

5.0 (7)

Discover San Miniato

San Miniato is one of the most beautiful medieval cities in Tuscany. Very famous for its historical importance, today it is known mainly for the...

2 hours Free Cancellation

5.0 (7)

from
$41

Private Guided Tour to the Vasari Corridor and the Uffizi Gallery

Exclusive news for 2025: the world-famous Vasari Corridor is reopening after 8 years, and now you can experience it in a private tour! Combine this …More

Florence, Italy

5.0 (7)

Private Guided Tour to the Vasari Corridor and the Uffizi Gallery

Exclusive news for 2025: the world-famous Vasari Corridor is reopening after 8 years, and now you can experience it in a private tour! Combine this...

3 hours

5.0 (7)

from
$160

Best of Tuscany Private Tour: Siena, San Gimignano, Monteriggioni

Experience the best of Tuscany and its gorgeous hilltop towns in one day! Currently due to Covid-19 regulations, this tour can only be run as …More

Florence, Italy

5.0 (7)

Best of Tuscany Private Tour: Siena, San Gimignano, Monteriggioni

Experience the best of Tuscany and its gorgeous hilltop towns in one day! Currently due to Covid-19 regulations, this tour can only be run as...

9 hours

5.0 (7)

from
$1,544

From Florence: Exclusive Chianti, San Gimignano & Wine Lunch

An exclusive private day in the Chianti hills and San Gimignano, with a long Tuscan lunch overlooking the medieval towers. • Private tour just for …More

Florence, Italy

4.9 (7)

From Florence: Exclusive Chianti, San Gimignano & Wine Lunch

An exclusive private day in the Chianti hills and San Gimignano, with a long Tuscan lunch overlooking the medieval towers. • Private tour just for...

6 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$176

Chianti Lovers Tour- 2 Wineries and SuperTuscan Small Group from Lucca

Experience in wine for Chianti Lovers. Visit 2 wineries in the Chianti area. Visit cellar, walk in the vineyards and taste very good wine …More

Lucca, Italy

5.0 (7)

Chianti Lovers Tour- 2 Wineries and SuperTuscan Small Group from Lucca

Experience in wine for Chianti Lovers. Visit 2 wineries in the Chianti area. Visit cellar, walk in the vineyards and taste very good wine...

6 hours Free Cancellation

5.0 (7)

from
$170

Florence: Duomo Complex Private Guided Tour

Enjoy a walk in the city of beauty discovering the majestic Duomo and discover with your guide step by step all the phases of its …More

Florence, Italy

5.0 (7)

Florence: Duomo Complex Private Guided Tour

Enjoy a walk in the city of beauty discovering the majestic Duomo and discover with your guide step by step all the phases of its...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$68

Exclusive Private Shore Excursion from Livorno port to Cinque Terre

Let the Italian Riviera take your breath! You’ll be completely blown away from the amazing views of the Cinque Terre. Meet your driver at the …More

4.9 (7)

Exclusive Private Shore Excursion from Livorno port to Cinque Terre

Let the Italian Riviera take your breath! You’ll be completely blown away from the amazing views of the Cinque Terre. Meet your driver at the...

8 hours Free Cancellation

4.9 (7)

from
$149

Private Chianti Wine Tour from Florence: 2 Wineries Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years …More

Florence, Italy

5.0 (7)

Private Chianti Wine Tour from Florence: 2 Wineries Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years...

5 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$375

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

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in …More

Siena, Italy

5.0 (7)

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

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in...

8 hours Hotel pickup offered

5.0 (7)

from
$193

Embark on a memorable journey through Florence that combines the timeless charm of its old wooden boats with the delight of sipping exquisite wine. As …More

Florence, Italy

5.0 (7)

Panoramic Florence by Boat with Wine

Embark on a memorable journey through Florence that combines the timeless charm of its old wooden boats with the delight of sipping exquisite wine. As...

1 hour

5.0 (7)

from
$75

Siena, San Gimignano and Chianti Wine Small Group from Viareggio

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in …More

Versilia, Italy

5.0 (7)

Siena, San Gimignano and Chianti Wine Small Group from Viareggio

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in...

11 hours 30 minutes Free Cancellation

5.0 (7)

from
$211

We will hike through one of the wildest natural parks in Tuscany, with a unique wealth of biodiversity, and we will reach a high altitude …More

Lucca, Italy

4.9 (7)

Trekking on the roof of Tuscany

We will hike through one of the wildest natural parks in Tuscany, with a unique wealth of biodiversity, and we will reach a high altitude...

5 to 6 hours Free Cancellation

4.9 (7)

from
$59

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Tuscany Luxury & Special Occasions?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Tuscany Luxury & Special Occasions are:

What are the best kid-friendly options for Tuscany Luxury & Special Occasions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Tuscany Luxury & Special Occasions are:

View all kid-friendly Tours →

Which Tuscany Luxury & Special Occasions have Instant Confirmation?

Tuscany Luxury & Special Occasions with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Tuscany Luxury & Special Occasions have Free Cancellation?

Tuscany Luxury & Special Occasions 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 Luxury & Special Occasions have Hotel Pickup?

No problem. These Tuscany Luxury & Special Occasions 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?