Top Italy Luxury & Special Occasions

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

Italy Luxury & Special Occasions with Instant Confirmation include: Skip-the-Line Group Tour of the Vatican, Sistine Chapel & St. Peter's Basilica Capri Blue Grotto Small-Group Boat Tour From Sorrento Skip the line David Guided Experience Skip the Line: Vatican Museums & Sistine Chapel Tour + Basilica Private Golf Cart Tour: Michelangelo & Florence Hills View all Tours with Instant Confirmation →

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 Golf Cart Tour Half-Day Private or Small Group Sightseeing 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 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 →

Florence: David Accademia Gallery Tour & Timed Entry Ticket

Discover Michelangelo’s David – The Ultimate Symbol of Florence Experience the most famous statue in the world with a 1-hour guided tour at the Accademia …More

Florence, Italy

4.4 (18)

Florence: David Accademia Gallery Tour & Timed Entry Ticket

Discover Michelangelo’s David – The Ultimate Symbol of Florence Experience the most famous statue in the world with a 1-hour guided tour at the Accademia...

1 hour Free Cancellation

4.4 (18)

from
$67

We will take you for a ride as if you were participating in a study campaign. You will try to be a researcher and you …More

Rome, Italy

5.0 (30)

The ancient aqueducts of Rome

We will take you for a ride as if you were participating in a study campaign. You will try to be a researcher and you...

2 hours Free Cancellation

5.0 (30)

from
$90

Rimini Walking Tour with Audio and Written Guide by a Local

If you're looking for a fun and curious way to visit Rimini, you've come to the right place! Rimini is not only the sea, the …More

Rimini, Italy

4.8 (25)

Rimini Walking Tour with Audio and Written Guide by a Local

If you're looking for a fun and curious way to visit Rimini, you've come to the right place! Rimini is not only the sea, the...

3 to 4 hours Free Cancellation

4.8 (25)

from
$7

Night Tour in an Ancient Lost City near Lecce

After a warm and busy day in Puglia, it is time to relax and enjoy the magic of Mediterranean nights. This tour starts at sunset, …More

Lecce, Italy

5.0 (33)

Night Tour in an Ancient Lost City near Lecce

After a warm and busy day in Puglia, it is time to relax and enjoy the magic of Mediterranean nights. This tour starts at sunset,...

2 hours Free Cancellation

5.0 (33)

from
$20

Private Wine Tour: Terraced Vineyards with Alpine view from Milan

On your Private tour from Milan Central station explore a valley, just around the corner of Lake Como, nestling right inside the Alps with its …More

Milan, Italy

5.0 (6)

Private Wine Tour: Terraced Vineyards with Alpine view from Milan

On your Private tour from Milan Central station explore a valley, just around the corner of Lake Como, nestling right inside the Alps with its...

12 hours Free Cancellation

5.0 (6)

from
$169

Rent a boat on the Amalfi Coast, and make the most of a day at sea to explore the UNESCO-listed area independently. Choose a start …More

Amalfi, Italy

4.8 (34)

Amalfi Coast Self-Drive Boat Rental

Rent a boat on the Amalfi Coast, and make the most of a day at sea to explore the UNESCO-listed area independently. Choose a start...

6 hours Free Cancellation

4.8 (34)

from
$440

Explore the traditions of Western Sicily wine making on this unique guided tour. See top quality wineries and vineyards and the most interesting enological spots …More

4.9 (26)

Full-Day Wine Tour in Western Sicily

Explore the traditions of Western Sicily wine making on this unique guided tour. See top quality wineries and vineyards and the most interesting enological spots...

7 to 8 hours Hotel pickup offered Free Cancellation

4.9 (26)

from
$282

Private Wine Tour from Ostuni with Lunch including Alberobello and Locorotondo

The winery visit is a sensory experience and a chance to learn about the precious grape varieties that are used to make the amazing wines …More

Ostuni, Italy

5.0 (32)

Private Wine Tour from Ostuni with Lunch including Alberobello and Locorotondo

The winery visit is a sensory experience and a chance to learn about the precious grape varieties that are used to make the amazing wines...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (32)

from
$158

Private Chianti Classico Wine Tasting Tour in Two Family Wineries

Live an authentic experience in the heart of Chianti Classico with a visit to two family-run wineries, where you will be welcomed directly by the …More

Florence, Italy

5.0 (27)

Private Chianti Classico Wine Tasting Tour in Two Family Wineries

Live an authentic experience in the heart of Chianti Classico with a visit to two family-run wineries, where you will be welcomed directly by the...

5 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$180

Private Pompeii, Horse Riding & Lunch Tour w/ Pick up included

Get ready to jump in this private experience, where you'll be able to have a terrific time enjoying Pompeii and Vesuvius in total relax and …More

Sorrento, Italy

5.0 (3)

Private Pompeii, Horse Riding & Lunch Tour w/ Pick up included

Get ready to jump in this private experience, where you'll be able to have a terrific time enjoying Pompeii and Vesuvius in total relax and...

6 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$226

Our Private Tour is advised for all groups, from 1 to 30 people, who want to live this experience, departing at their preferred time and …More

Rome, Italy

5.0 (20)

Rome Tours in Vespa Self Drive

Our Private Tour is advised for all groups, from 1 to 30 people, who want to live this experience, departing at their preferred time and...

2 to 3 hours Free Cancellation

5.0 (20)

from
$192

Winery tours and tastings in Bolgheri with Wine Guide

Enjoy a unique guided wine tour through Bolgheri, one of the most exciting wine regions in Italy. Discover the origins of its renowned Bordeaux blends …More

Livorno, Italy

5.0 (25)

Winery tours and tastings in Bolgheri with Wine Guide

Enjoy a unique guided wine tour through Bolgheri, one of the most exciting wine regions in Italy. Discover the origins of its renowned Bordeaux blends...

4 to 5 hours Free Cancellation

5.0 (25)

from
$141

From Venice: Olive Oil & Wine Tour in the Venetian Hills

In the middle of Region Veneto, discover the olive and wine excellences of the Euganean Hills. For some time now, vines and olive trees have …More

Venice, Italy

4.9 (11)

From Venice: Olive Oil & Wine Tour in the Venetian Hills

In the middle of Region Veneto, discover the olive and wine excellences of the Euganean Hills. For some time now, vines and olive trees have...

5 hours Free Cancellation

4.9 (11)

from
$179

Motor Valley from Florence: Ducati, Lambo, Pagani & Ferrari

Discover the most iconic museums of Italy’s legendary luxury and sports car brands in a full-day immersive experience, combining automotive excellence with the pleasures of …More

Florence, Italy

5.0 (2)

Motor Valley from Florence: Ducati, Lambo, Pagani & Ferrari

Discover the most iconic museums of Italy’s legendary luxury and sports car brands in a full-day immersive experience, combining automotive excellence with the pleasures of...

10 to 11 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$442

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

* Only small, authentic, family-run activities * Off-the-beaten path itineraries * Private, exclusive, customizable, flexible, door-to-door tour of Pienza, Val d'Orcia, Montalcino * Local, small …More

Siena, Italy

5.0 (35)

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

* Only small, authentic, family-run activities * Off-the-beaten path itineraries * Private, exclusive, customizable, flexible, door-to-door tour of Pienza, Val d'Orcia, Montalcino * Local, small...

8 hours Hotel pickup offered

5.0 (35)

from
$192

Spello E-Bike & Wine Tour with Scenic Winery Lunch

Ride through the heart of Umbria along the Olive Path Trail, a hidden gem connecting Spello to Assisi. Far from traffic, you’ll cycle peaceful backroads …More

Perugia, Italy

5.0 (35)

Spello E-Bike & Wine Tour with Scenic Winery Lunch

Ride through the heart of Umbria along the Olive Path Trail, a hidden gem connecting Spello to Assisi. Far from traffic, you’ll cycle peaceful backroads...

6 hours Hotel pickup offered Free Cancellation

5.0 (35)

from
$214

Montefalco Wine Tour with Farm-to-Table Lunch (2 Wineries)

Spend a relaxed day discovering Umbria’s wine culture on a small-group tour through the rolling hills around Montefalco and Bevagna. Visit two carefully selected, family-run …More

Perugia, Italy

4.9 (36)

Montefalco Wine Tour with Farm-to-Table Lunch (2 Wineries)

Spend a relaxed day discovering Umbria’s wine culture on a small-group tour through the rolling hills around Montefalco and Bevagna. Visit two carefully selected, family-run...

6 hours Hotel pickup offered Free Cancellation

4.9 (36)

from
$224

Private Chianti Afternoon Wine Tour with 2 Family-Run Wineries

A relaxed private afternoon in the Chianti Classico hills, visiting two small family-run wineries that really make their own wine. • Pick-up at your hotel, …More

Florence, Italy

5.0 (9)

Private Chianti Afternoon Wine Tour with 2 Family-Run Wineries

A relaxed private afternoon in the Chianti Classico hills, visiting two small family-run wineries that really make their own wine. • Pick-up at your hotel,...

5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$124

This experience accompanies you from the bay of Levanto to the discovery of its splendid valley. Our journey will start by discovering the terraced hills …More

La Spezia, Italy

4.7 (3)

Lievàntu Wine Experience

This experience accompanies you from the bay of Levanto to the discovery of its splendid valley. Our journey will start by discovering the terraced hills...

2 hours Free Cancellation

4.7 (3)

from
$77

Private Brunello & Nobile Wine Tour with Lunch in Val d'Orcia

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location …More

Arezzo, Italy

4.9 (8)

Private Brunello & Nobile Wine Tour with Lunch in Val d'Orcia

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location...

8 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$260

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?

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?

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?