Top Italy Luxury & Special Occasions

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

No problem. These Italy Luxury & Special Occasions include Hotel Pickup: From Sorrento: Capri Boat Tour with Optional Blue Grotto Visit Rome: Colosseum, Roman Forum and Palatine Hill Private Tour Rome Highlights by Golf Cart Private Tour Mt. Etna and Taormina village full day tour from Catania Private Rome By Golf Cart: Beyond the Landmarks View all Tours with Hotel Pickup →

Q: Got any more Italy trip ideas?

We sure do. Check out our curated lists of hand-picked Italy Tours. Top 10 Italy 2026 Senior-friendly tours Italy The best tours and activities for culture lovers in Italy Top Day Trips from Italy Things to do in Italy this summer View all Italy Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Italy?

Based on our sales data over the past year, the most popular styles of tours and activities in Italy are: Italy Luxury & Special Occasions Italy Luxury Tours Italy Tours & Sightseeing Italy Cultural & Theme Tours Italy Walking & Biking Tours View all tour styles in Italy →

From Florence PRIVATE:Bolgheri Wine Tour,tasting among the Tuscany coastal hills

Discover with us the unique Italian region where French vines become DOCG Italian fine wine. The sea is visible from the vines and its effect …More

Florence, Italy

5.0 (2)

From Florence PRIVATE:Bolgheri Wine Tour,tasting among the Tuscany coastal hills

Discover with us the unique Italian region where French vines become DOCG Italian fine wine. The sea is visible from the vines and its effect...

10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$358

Evening Flavors of Naples: Private Food Tour and Wine Tasting

Enjoy this pleasant walk in one of the most enchanting cities of the world. Be welcomed by your professional and local guide in Piazza Dante …More

Naples, Italy

4.9 (45)

Evening Flavors of Naples: Private Food Tour and Wine Tasting

Enjoy this pleasant walk in one of the most enchanting cities of the world. Be welcomed by your professional and local guide in Piazza Dante...

4 hours Free Cancellation

4.9 (45)

from
$100

Private Tuscan Cooking Class & Wine Tasting from Florence

Enjoy a private Tuscan cooking class set in a family Tuscan home boutique, overlooking the hills of Tuscany. One of the best ways to embrace …More

Florence, Italy

5.0 (3)

Private Tuscan Cooking Class & Wine Tasting from Florence

Enjoy a private Tuscan cooking class set in a family Tuscan home boutique, overlooking the hills of Tuscany. One of the best ways to embrace...

7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$563

E-Bike Tour near Assisi with Wine Tasting & Winery Lunch

Escape the crowds and experience the real Umbrian countryside on this small-group e-bike tour near Assisi. Ride on quiet backroads through vineyards and olive groves, …More

Assisi, Italy

5.0 (44)

E-Bike Tour near Assisi with Wine Tasting & Winery Lunch

Escape the crowds and experience the real Umbrian countryside on this small-group e-bike tour near Assisi. Ride on quiet backroads through vineyards and olive groves,...

6 hours Hotel pickup offered Free Cancellation

5.0 (44)

from
$203

Half-Day Chianti Tour to 2 Wineries with Wine Tastings and Meal

Enjoy 5.5 hrs round trip from Florence in a comfortable 8-seater van to the wine country with our wine expert's commentary about the region. Visit 2 family-owned wineries in the …More

Florence, Italy

4.9 (52)

Half-Day Chianti Tour to 2 Wineries with Wine Tastings and Meal

Enjoy 5.5 hrs round trip from Florence in a comfortable 8-seater van to the wine country with our wine expert's commentary about the region. Visit 2 family-owned wineries in the...

5 hours 30 minutes

4.9 (52)

from
$271

From Venice: Wine Tour in the Euganean Hills

The Euganean Hills are a group of hills of volcanic origin that rise to heights of 300 to 600 m from the Padovan-Venetian plain a …More

Padua, Italy

5.0 (4)

From Venice: Wine Tour in the Euganean Hills

The Euganean Hills are a group of hills of volcanic origin that rise to heights of 300 to 600 m from the Padovan-Venetian plain a...

4 hours Free Cancellation

5.0 (4)

from
$198

From Livorno Port: Private Volterra, San Gimignano & Wine Lunch

Spend a day through the Chianti sweet hills. A wonderful Experience between art, wine and local food to discover vineyards, towers and typical farms. • …More

Livorno, Italy

5.0 (10)

From Livorno Port: Private Volterra, San Gimignano & Wine Lunch

Spend a day through the Chianti sweet hills. A wonderful Experience between art, wine and local food to discover vineyards, towers and typical farms. •...

8 hours Free Cancellation

5.0 (10)

from
$186

Trani: Wine tasting & Light Lunch in a Vineyard

After a 50-minute drive from Bari, you will reach a family-run vineyard surrounded by hectares of olive, almond groves and cherry orchards: a renowned company …More

Bari, Italy

4.8 (13)

Trani: Wine tasting & Light Lunch in a Vineyard

After a 50-minute drive from Bari, you will reach a family-run vineyard surrounded by hectares of olive, almond groves and cherry orchards: a renowned company...

2 to 4 hours Hotel pickup offered

4.8 (13)

from
$68

Wine tasting in the Collio wine area, guided tour of Cividale.

Come and discover Cividale and the Collio wine area in Friuli Venezia Giulia! We are going to discover Cividale, a UNESCO site for its Lombard …More

5.0 (2)

Wine tasting in the Collio wine area, guided tour of Cividale.

Come and discover Cividale and the Collio wine area in Friuli Venezia Giulia! We are going to discover Cividale, a UNESCO site for its Lombard...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$563

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
$191

Rome VIP Wine and Food Tasting in a 2,000 Year Old Roman Cistern

In the heart of the most characteristic district of Rome, Trastevere, it is located in the basement of an 18th-century building, the Catina Fabullus. An …More

Rome, Italy

4.8 (20)

Rome VIP Wine and Food Tasting in a 2,000 Year Old Roman Cistern

In the heart of the most characteristic district of Rome, Trastevere, it is located in the basement of an 18th-century building, the Catina Fabullus. An...

45 to 75 minutes Free Cancellation

4.8 (20)

from
$50

Private Tour: Prosecco Wine Tasting Day Trip with Lunch from Venice

Immerse yourself in the tastes and traditions of Italy’s prosecco wines on this private day trip from Venice. With an English speaking driver, explore the …More

Venice, Italy

4.9 (46)

Private Tour: Prosecco Wine Tasting Day Trip with Lunch from Venice

Immerse yourself in the tastes and traditions of Italy’s prosecco wines on this private day trip from Venice. With an English speaking driver, explore the...

8 hours

4.9 (46)

from
$338

Private Chianti Wine Day Experience from Florence with Chauffeur

Enjoy a full-day private Chianti wine experience from Florence, traveling in comfort with your English-speaking chauffeur in a luxury Mercedes-Benz sedan or van. Your driver …More

Florence, Italy

5.0 (2)

Private Chianti Wine Day Experience from Florence with Chauffeur

Enjoy a full-day private Chianti wine experience from Florence, traveling in comfort with your English-speaking chauffeur in a luxury Mercedes-Benz sedan or van. Your driver...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$677

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
$151

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
$147

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
$191

Rome: Private Craft Beer Tasting Tour with Local Bites

Discover the best craft beers on tap in Rome on this unmissable Private Gastronomic Tour through Vatican City. Let your local guide & Foodie, take …More

Rome, Italy

5.0 (11)

Rome: Private Craft Beer Tasting Tour with Local Bites

Discover the best craft beers on tap in Rome on this unmissable Private Gastronomic Tour through Vatican City. Let your local guide & Foodie, take...

3 hours 30 minutes Free Cancellation

5.0 (11)

from
$132

Barolo&Barbaresco Wine Experience with a local winemaker

This experience is designed to help you discover the Langhe region and its wines, guided by a local winemaker and winery owner. The tour focuses …More

Asti, Italy

5.0 (47)

Barolo&Barbaresco Wine Experience with a local winemaker

This experience is designed to help you discover the Langhe region and its wines, guided by a local winemaker and winery owner. The tour focuses...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (47)

from
$226

Come and discover the secrets of Venice with a different tour that will make you feel like a true Venetian citizen and help you to …More

Venice, Italy

5.0 (58)

The Secrets of Venice - Private Tour

Come and discover the secrets of Venice with a different tour that will make you feel like a true Venetian citizen and help you to...

2 hours Hotel pickup offered Free Cancellation

5.0 (58)

from
$161

Frequently Asked Questions

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

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

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

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

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

View all kid-friendly Tours →

Which Italy Luxury & Special Occasions have Instant Confirmation?

Italy Luxury & Special Occasions with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Italy Luxury & Special Occasions have Free Cancellation?

Italy 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 Italy Luxury & Special Occasions have Hotel Pickup?

Got any more Italy trip ideas?

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