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 Florence Duomo Complex Private Guided Tour 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 →

Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will …More

Siena, Italy

4.6 (10)

Private wine tour of Chianti

Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will...

6 to 8 hours Hotel pickup offered Free Cancellation

4.6 (10)

from
$325

Siena, San Gimignano and Chianti Wine Small Group from Montecatini Terme

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

Montecatini Terme, Italy

4.8 (56)

Siena, San Gimignano and Chianti Wine Small Group from Montecatini Terme

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...

9 hours Free Cancellation

4.8 (56)

from
$193

Small Group Wine Tasting in Tuscany with Vineyard Visit

The tour begins with a trip to the vineyards to learn about and taste the different types of grapes used to make wine. After you’ve …More

Florence, Italy

4.9 (56)

Small Group Wine Tasting in Tuscany with Vineyard Visit

The tour begins with a trip to the vineyards to learn about and taste the different types of grapes used to make wine. After you’ve...

5 hours Free Cancellation

4.9 (56)

from
$154

Tour and Wine Tasting, Villa Medicea Di Lilliano, Florence

An in-depth visit that will allow you to get to know the secrets of the Malenchini company, through the places that constitute the heart of …More

Florence, Italy

5.0 (3)

Tour and Wine Tasting, Villa Medicea Di Lilliano, Florence

An in-depth visit that will allow you to get to know the secrets of the Malenchini company, through the places that constitute the heart of...

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$68

Private Chianti wine tour leaving from Florence

This private tour will make you discover and enjoy the essence of this land made of breathtaking views, the rolling hill, the small towns, that …More

Florence, Italy

4.9 (26)

Private Chianti wine tour leaving from Florence

This private tour will make you discover and enjoy the essence of this land made of breathtaking views, the rolling hill, the small towns, that...

8 hours Hotel pickup offered Free Cancellation

4.9 (26)

from
$148

Siena, San Gimignano and Chianti Wine Small Group from Lucca

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

Lucca, Italy

4.8 (56)

Siena, San Gimignano and Chianti Wine Small Group from Lucca

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...

10 hours Free Cancellation

4.8 (56)

from
$193

Cinque Terre and Pisa Private tour from Montecatini Terme

Discover the five picturesque villages scattered along a beautiful stretch of the Mediterranean coast, a UNESCO World Heritage Site. We will reach the first village …More

Montecatini Terme, Italy

5.0 (19)

Cinque Terre and Pisa Private tour from Montecatini Terme

Discover the five picturesque villages scattered along a beautiful stretch of the Mediterranean coast, a UNESCO World Heritage Site. We will reach the first village...

9 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$169

Are you passionate about food and wine? Then this is the perfect tour for you! If you're looking for an authentic gastronomic experience in Florence, …More

Florence, Italy

5.0 (19)

Food Tour Florence Small Groups

Are you passionate about food and wine? Then this is the perfect tour for you! If you're looking for an authentic gastronomic experience in Florence,...

2 hours 30 minutes Free Cancellation

5.0 (19)

from
$97

Private EASY Cinque Terre & Pisa Accessible Tour from Livorno

Want to visit the Cinque Terre but have limited mobility or stamina? With our private Easy Cinque Terre & Pisa excursion you can! Plus: KIDS …More

Livorno, Italy

4.9 (43)

Private EASY Cinque Terre & Pisa Accessible Tour from Livorno

Want to visit the Cinque Terre but have limited mobility or stamina? With our private Easy Cinque Terre & Pisa excursion you can! Plus: KIDS...

8 to 9 hours Free Cancellation

4.9 (43)

from
$156

Explore Lucca with a professional photographer who can help you make the most of your time in the city. After a short consultation, visit Lucca’s …More

Lucca, Italy

5.0 (4)

Private Photo Shoot in Lucca

Explore Lucca with a professional photographer who can help you make the most of your time in the city. After a short consultation, visit Lucca’s...

1 hour 30 minutes Free Cancellation

5.0 (4)

from
$46

Take part in our tour aboard unique vintage cars, we will travel the rolling Tuscan hills, crossing three of its most beautiful villages: Win, Cerreto …More

Florence, Italy

5.0 (4)

Tuscan Hills Tour with Classic Car

Take part in our tour aboard unique vintage cars, we will travel the rolling Tuscan hills, crossing three of its most beautiful villages: Win, Cerreto...

4 to 6 hours Free Cancellation

5.0 (4)

from
$136

Luxury Shopping Experience: Private Chauffeur to The Mall & Prada

An unforgettable journey into the world of fashion: The Mall & Prada Space. Spend an half day in two of the best the shopping centers …More

Florence, Italy

5.0 (9)

Luxury Shopping Experience: Private Chauffeur to The Mall & Prada

An unforgettable journey into the world of fashion: The Mall & Prada Space. Spend an half day in two of the best the shopping centers...

6 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$136

The Most Delicious Private Food Tour of Siena: 10 Tastings

Fall in love with the flavorful Tuscan cuisine on this private food tour in Siena! Enjoy a selection of 10 food and drink tastings hand-picked …More

Siena, Italy

5.0 (11)

The Most Delicious Private Food Tour of Siena: 10 Tastings

Fall in love with the flavorful Tuscan cuisine on this private food tour in Siena! Enjoy a selection of 10 food and drink tastings hand-picked...

3 hours Free Cancellation

5.0 (11)

from
$110

Private Guided Hiking Cinque Terre Day From Florence

Great Day Hiking at Cinque Terre with a Local Guide from Florence by Luxury transportation. PRIVATE, only your party. Visiting the Villages. A full day …More

Florence, Italy

5.0 (7)

Private Guided Hiking Cinque Terre Day From Florence

Great Day Hiking at Cinque Terre with a Local Guide from Florence by Luxury transportation. PRIVATE, only your party. Visiting the Villages. A full day...

10 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$454

Around Tuscany: Carrara Marbles, Pisa & Lucca

Explore the white marble quarries of Carrara, famous for its beauty and used in many works of art, including those by Michelangelo. You will have …More

Florence, Italy

5.0 (1)

Around Tuscany: Carrara Marbles, Pisa & Lucca

Explore the white marble quarries of Carrara, famous for its beauty and used in many works of art, including those by Michelangelo. You will have...

11 hours Free Cancellation

5.0 (1)

from
$207

From Florence PRIVATE: Historical Umbria, Assisi and Orvieto - On the Romans way

Discover Umbria, one of Italy’s true hidden gems, during this full-day tour that will take you into the green heart of the country. Visit Assisi, …More

Florence, Italy

5.0 (2)

From Florence PRIVATE: Historical Umbria, Assisi and Orvieto - On the Romans way

Discover Umbria, one of Italy’s true hidden gems, during this full-day tour that will take you into the green heart of the country. Visit Assisi,...

11 to 12 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$311

From Florence: Balsamic Vinegar, Parmigiano Reggiano & Prosciutto

Spend a full day in the Emilia Romagna region from Florence with the assistance of english speaking driver. Discover the amazing DOP product Prosciutto crudo …More

Florence, Italy

5.0 (4)

From Florence: Balsamic Vinegar, Parmigiano Reggiano & Prosciutto

Spend a full day in the Emilia Romagna region from Florence with the assistance of english speaking driver. Discover the amazing DOP product Prosciutto crudo...

10 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$312

The Best of Cinque Terre Small Group Tour from Montecatini Terme

Explore one of the most beautiful and stunning Italian landscapes in the world on a small-group tour from Montecatini to Cinque terre. Take incredible photos …More

Montecatini Terme, Italy

4.9 (41)

The Best of Cinque Terre Small Group Tour from Montecatini Terme

Explore one of the most beautiful and stunning Italian landscapes in the world on a small-group tour from Montecatini to Cinque terre. Take incredible photos...

10 hours Free Cancellation

4.9 (41)

from
$193

This is a very unique experience for travellers willing to visit the Cinque Terre. Today we will visit 3 villages and depending on weather conditions …More

Lucca, Italy

4.9 (43)

Cinque Terre Private Tour from Lucca

This is a very unique experience for travellers willing to visit the Cinque Terre. Today we will visit 3 villages and depending on weather conditions...

8 hours Hotel pickup offered Free Cancellation

4.9 (43)

from
$1,113

Exclusive Private Half Day Shore Excursion from Livorno port to Pisa

A relaxing half day excursion in Pisa to admire the world famous Leaning Tower and other architectural wonders! The tour begins with a walk along …More

4.7 (3)

Exclusive Private Half Day Shore Excursion from Livorno port to Pisa

A relaxing half day excursion in Pisa to admire the world famous Leaning Tower and other architectural wonders! The tour begins with a walk along...

4 hours Free Cancellation

4.7 (3)

from
$97

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?

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?