Top Tuscany Luxury & Special Occasions

Q: Which Tuscany Luxury & Special Occasions have Instant Confirmation?

Tuscany Luxury & Special Occasions with Instant Confirmation include: Skip the line David Guided Experience Florence Accademia Gallery Tour & Timed Entry Tickets Included Half-Day Chianti Wine Tasting from Florence with Two Wineries Half-Day Excursion to Pisa and the Leaning Tower from Florence Private Golf Cart Tour: Michelangelo & Florence Hills View all Tours with Instant Confirmation →

Q: I need a ride! Which Tuscany Luxury & Special Occasions have Hotel Pickup?

No problem. These Tuscany Luxury & Special Occasions include Hotel Pickup: Cinque Terre and Pisa Tower Small-Group Day Trip from Florence Private Day Trip Siena, San Gimignano and Chianti from Florence The Accademia Gallery Private Tour to Cinque Terre from Florence Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano View all Tours with Hotel Pickup →

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 →

Light lunch and wine tasting in Garfagnana with sommelier

I am Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022, and it will be …More

5.0 (1)

Light lunch and wine tasting in Garfagnana with sommelier

I am Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022, and it will be...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

This tour represent the really life in Tuscany. Visit Pisa and admire the Leaning Tower. Visit the most famous Pasta Factory in the area and …More

Livorno, Italy

5.0 (5)

Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

This tour represent the really life in Tuscany. Visit Pisa and admire the Leaning Tower. Visit the most famous Pasta Factory in the area and...

7 hours Free Cancellation

5.0 (5)

from
$95

Florence & Pisa Shore Excursion with Chianti Wine Tasting

Our private shore excursion to Florence, Pisa, and a Chianti winery is an ideal way to see the most popular destinations in Tuscany from the …More

Livorno, Italy

4.8 (5)

Florence & Pisa Shore Excursion with Chianti Wine Tasting

Our private shore excursion to Florence, Pisa, and a Chianti winery is an ideal way to see the most popular destinations in Tuscany from the...

9 hours

4.8 (5)

from
$125

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
$379

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

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

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one …More

Florence, Italy

5.0 (5)

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one...

8 hours

5.0 (5)

from
$1,022

Wine Tasting and History Guided Day Tour in Chianti

One full day of a beautiful guided sightseeing tour driving through symmetrical vineyards, olive trees, wooded groves, stone farm houses, late Renaissance villas and old …More

Florence, Italy

5.0 (3)

Wine Tasting and History Guided Day Tour in Chianti

One full day of a beautiful guided sightseeing tour driving through symmetrical vineyards, olive trees, wooded groves, stone farm houses, late Renaissance villas and old...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$636

Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany

Start from Piazza Adua in Florence and travel through the Tuscan countryside to Montalcino, home of Brunello di Montalcino. Enjoy a guided walk in the …More

Florence, Italy

5.0 (6)

Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany

Start from Piazza Adua in Florence and travel through the Tuscan countryside to Montalcino, home of Brunello di Montalcino. Enjoy a guided walk in the...

9 hours Free Cancellation

5.0 (6)

from
$253

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

A way to experience the territory and get to know the story of a family that, for generations, has devoted itself with passion and dedication …More

Lucca, Italy

5.0 (8)

Bike Ride & WIne Tasting

A way to experience the territory and get to know the story of a family that, for generations, has devoted itself with passion and dedication...

3 hours Free Cancellation

5.0 (8)

from
$103

Florence and Pisa with Wine Experience Private Tour

This is a complete day package where you don't have to worry about anything as we have included everything you might want or need in …More

Livorno, Italy

4.6 (10)

Florence and Pisa with Wine Experience Private Tour

This is a complete day package where you don't have to worry about anything as we have included everything you might want or need in...

9 hours Free Cancellation

4.6 (10)

from
$234

Pisa and Wine Tasting in Tuscany from Livorno

Enjoy a great day with us, visit the cities of Pisa and the famous countryside of Tuscany. This is a great opportunity to combine the …More

5.0 (5)

Pisa and Wine Tasting in Tuscany from Livorno

Enjoy a great day with us, visit the cities of Pisa and the famous countryside of Tuscany. This is a great opportunity to combine the...

6 to 7 hours Free Cancellation

5.0 (5)

from
$1,004

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

Private Tasting of Organic Wines in the Cellar in Mugliano

In the cellar, in Mugliano, we offer the opportunity to taste our organic products combined with cutting boards made with local products in the different …More

Arezzo, Italy

5.0 (5)

Private Tasting of Organic Wines in the Cellar in Mugliano

In the cellar, in Mugliano, we offer the opportunity to taste our organic products combined with cutting boards made with local products in the different...

2 hours Free Cancellation

5.0 (5)

from
$34

Tuscany and Wine Tasting Private Tour from Livorno

This is a great opportunity to explore Tuscany with us! We will visit medieval towns surrounded by rolling hills, stunning landscapes, vineyards, olive grooves.. and …More

5.0 (6)

Tuscany and Wine Tasting Private Tour from Livorno

This is a great opportunity to explore Tuscany with us! We will visit medieval towns surrounded by rolling hills, stunning landscapes, vineyards, olive grooves.. and...

8 to 9 hours Free Cancellation

5.0 (6)

from
$1,023

Private Chianti CastleWineries Experience from Florence

Imagine sipping world-renowned Chianti wines in an enchanting medieval castle, surrounded by the picturesque hills of Tuscany. This dream can become a reality with a …More

Florence, Italy

5.0 (5)

Private Chianti CastleWineries Experience from Florence

Imagine sipping world-renowned Chianti wines in an enchanting medieval castle, surrounded by the picturesque hills of Tuscany. This dream can become a reality with a...

10 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$623

Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar

Spend a day in Tuscany visiting the city of Siena, the castle of Monteriggioni and the medieval village of San Gimignano. With a private English …More

Florence, Italy

4.9 (9)

Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar

Spend a day in Tuscany visiting the city of Siena, the castle of Monteriggioni and the medieval village of San Gimignano. With a private English...

8 to 9 hours Free Cancellation

4.9 (9)

from
$884

E-BIKE adventure in Montecatini Terme and Valdinievole

The Padule di Fucecchio , once a swamp and now a reclaimed area, stands out for its striking sunsets, offering an ideal experience for lovers …More

Montecatini Terme, Italy

5.0 (5)

E-BIKE adventure in Montecatini Terme and Valdinievole

The Padule di Fucecchio , once a swamp and now a reclaimed area, stands out for its striking sunsets, offering an ideal experience for lovers...

3 to 4 hours Free Cancellation

5.0 (5)

from
$171

LUCCA E-BIKE -the cycle path and the rinassance villas

Lucca draws on its ancient roots dating back to Roman times, but it was in the medieval period that the city experienced a period of …More

Lucca, Italy

5.0 (2)

LUCCA E-BIKE -the cycle path and the rinassance villas

Lucca draws on its ancient roots dating back to Roman times, but it was in the medieval period that the city experienced a period of...

2 to 3 hours Free Cancellation

5.0 (2)

from
$171

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?

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?

Got any more Tuscany trip ideas?

What are the most popular styles of Tours and Activities in Tuscany?