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 Highlights by Golf Cart Private Tour Private Rome By Golf Cart: Beyond the Landmarks Mt. Etna and Taormina village full day tour from Catania Amalfi Coast Day Tour from Sorrento with Light Lunch and Wine 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 →

Private E-bike Tour in Chianti from San Gimignano

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills …More

San Gimignano, Italy

4.7 (3)

Private E-bike Tour in Chianti from San Gimignano

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills...

6 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$298

Thanks to this tour you can go back in time and visit our land in complete relaxation and tranquility. The itinerary will include a visit …More

Assisi, Italy

5.0 (1)

Food and wine tour

Thanks to this tour you can go back in time and visit our land in complete relaxation and tranquility. The itinerary will include a visit...

3 to 4 hours Free Cancellation

5.0 (1)

from
$207

Day trip from Milan: Franciacorta, a paradise for wine lovers! - private tour

Escape the city and discover the elegance of Franciacorta, Italy’s premier sparkling wine region. Nestled between rolling hills and Lake Iseo, Franciacorta is renowned for …More

Milan, Italy

5.0 (1)

Day trip from Milan: Franciacorta, a paradise for wine lovers! - private tour

Escape the city and discover the elegance of Franciacorta, Italy’s premier sparkling wine region. Nestled between rolling hills and Lake Iseo, Franciacorta is renowned for...

8 hours Hotel pickup offered

5.0 (1)

from
$379

Private Tour of Cinque Terre's Wine tasting with a local

There is so much to do in Cinque Terre – more than just snapping the perfect Instagram photo or stopping by for a few hours. …More

Cinque Terre, Italy

5.0 (1)

Private Tour of Cinque Terre's Wine tasting with a local

There is so much to do in Cinque Terre – more than just snapping the perfect Instagram photo or stopping by for a few hours....

4 hours Free Cancellation

5.0 (1)

from
$150

Organic Wine Tasting & Lunch on Vesuvius with Transfer from Naples

This is an exclusive wine tasting of Lacryma Christi DOP Organic Wines which is paired with a typical lunch of Mount Vesuvius area. Cantina del …More

Naples, Italy

4.0 (5)

Organic Wine Tasting & Lunch on Vesuvius with Transfer from Naples

This is an exclusive wine tasting of Lacryma Christi DOP Organic Wines which is paired with a typical lunch of Mount Vesuvius area. Cantina del...

4 to 6 hours Hotel pickup offered Free Cancellation

4.0 (5)

from
$121

Roman Countryside Escape: Tivoli & Wine Tasting Tour from Rome

Experience the allure of the Roman countryside with our 'Roman Countryside Escape' tour from Rome, featuring a full-day exploration of Tivoli and a delightful wine …More

Rome, Italy

4.5 (4)

Roman Countryside Escape: Tivoli & Wine Tasting Tour from Rome

Experience the allure of the Roman countryside with our 'Roman Countryside Escape' tour from Rome, featuring a full-day exploration of Tivoli and a delightful wine...

5 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$255

The Complete Wine Tour Brunello, Nobile, Chianti wine experience

Get a personalized tour of Montalcino, Montepulciano, and the Chianti region during this 10-hour private excursion from Florence. Enjoy 2 or 3 different regional varieties: …More

Florence, Italy

4.0 (7)

The Complete Wine Tour Brunello, Nobile, Chianti wine experience

Get a personalized tour of Montalcino, Montepulciano, and the Chianti region during this 10-hour private excursion from Florence. Enjoy 2 or 3 different regional varieties:...

10 hours Free Cancellation

4.0 (7)

from
$272

Private Full-Day Prosecco Wine Tour from Venice

I have designed this daily trip, in order to show clients the highlights of the area. Private tour with a Sommelier with a WSET level …More

Venice, Italy

5.0 (1)

Private Full-Day Prosecco Wine Tour from Venice

I have designed this daily trip, in order to show clients the highlights of the area. Private tour with a Sommelier with a WSET level...

8 hours Free Cancellation

5.0 (1)

from
$970

Siena San Gimignano lunch and wine tasting Full day from Rome

The picturesque, well-preserved medieval town of Siena lies in scenic hill just south of Florence, between the Chianti area and Maremma. Siena is a treasure …More

Rome, Italy

5.0 (1)

Siena San Gimignano lunch and wine tasting Full day from Rome

The picturesque, well-preserved medieval town of Siena lies in scenic hill just south of Florence, between the Chianti area and Maremma. Siena is a treasure...

10 hours Free Cancellation

5.0 (1)

from
$342

Half-Day Chianti Wine and Olive Oil Tour from Viareggio

The best way to enjoy a Chianti Wine tasting in Tuscany. Our small group sizes mean a more intimate and fun Tuscan Wine experience for …More

Versilia, Italy

4.2 (5)

Half-Day Chianti Wine and Olive Oil Tour from Viareggio

The best way to enjoy a Chianti Wine tasting in Tuscany. Our small group sizes mean a more intimate and fun Tuscan Wine experience for...

6 hours Free Cancellation

4.2 (5)

from
$159

Rome Food Tour with Wine Tasting and Farmers Market in Prati Area

Immerse yourself in the magic atmosphere of the Eternal City and discover beautiful monuments and its lively food scene while strolling through the central districts …More

Rome, Italy

5.0 (1)

Rome Food Tour with Wine Tasting and Farmers Market in Prati Area

Immerse yourself in the magic atmosphere of the Eternal City and discover beautiful monuments and its lively food scene while strolling through the central districts...

2 hours Free Cancellation

5.0 (1)

from
$85

From Civitavecchia: Tuscany-Latium Wine Tour with Tastings

Embark on a sensory journey through the sun-kissed vineyards of south Tuscany (Maremma), where history, tradition, and fine wine come together in a stunning Tuscan …More

Lake Bracciano, Italy

3.8 (5)

From Civitavecchia: Tuscany-Latium Wine Tour with Tastings

Embark on a sensory journey through the sun-kissed vineyards of south Tuscany (Maremma), where history, tradition, and fine wine come together in a stunning Tuscan...

7 hours 30 minutes Hotel pickup offered Free Cancellation

3.8 (5)

from
$284

An informative one-day tour to discover some of Piedmont's most unique wines. You will spend an entire day visiting the unique Langhe wine area enjoying …More

Langhe-Roero and Monferrato, Italy

5.0 (1)

Wine Tour with a winemaker

An informative one-day tour to discover some of Piedmont's most unique wines. You will spend an entire day visiting the unique Langhe wine area enjoying...

8 hours Free Cancellation

5.0 (1)

from
$279

Private Wine & Evo oil tasting with Truffle Meal

Treat yourself to a truffle lunch in an authentic Tuscan atmosphere on a family farm. The experience will start with a detailed introduction to the …More

San Gimignano, Italy

4.3 (3)

Private Wine & Evo oil tasting with Truffle Meal

Treat yourself to a truffle lunch in an authentic Tuscan atmosphere on a family farm. The experience will start with a detailed introduction to the...

90 to 120 minutes Free Cancellation

4.3 (3)

from
$98

History and Wine - Private car service, guided tour of Pompeii and Wine tasting

The passion of a local guide that loves to share the beauties and the culture of his country. Be a traveler with Letusdrive Tours to …More

Naples, Italy

5.0 (1)

History and Wine - Private car service, guided tour of Pompeii and Wine tasting

The passion of a local guide that loves to share the beauties and the culture of his country. Be a traveler with Letusdrive Tours to...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$287

Amalfi Coast with Wine Tasting on the Hills

Welcome to the Amalfi Coast, a picture-perfect region of Southern Italy, with postcard worthy views from every angle. Your local, expert guide and driver will …More

Sorrento, Italy

5.0 (1)

Amalfi Coast with Wine Tasting on the Hills

Welcome to the Amalfi Coast, a picture-perfect region of Southern Italy, with postcard worthy views from every angle. Your local, expert guide and driver will...

8 hours Free Cancellation

5.0 (1)

from
$235

Rome: Discover the famous Fountains and Squares, Small Group Tour

Enjoy a morning walking tour of Rome and see its most symbolic sights with our professional guide. the tour start from Piazza Trinita dei Monti, …More

Rome, Italy

4.0 (7)

Rome: Discover the famous Fountains and Squares, Small Group Tour

Enjoy a morning walking tour of Rome and see its most symbolic sights with our professional guide. the tour start from Piazza Trinita dei Monti,...

3 to 4 hours Free Cancellation

4.0 (7)

from
$123

Florence Wine Tasting Tour with a Private Wine Expert

Discover the purpose of the "little wine holes” in buildings in Florence and taste the best Italian wine on a guided tasting tour! Extended option: …More

Florence, Italy

5.0 (1)

Florence Wine Tasting Tour with a Private Wine Expert

Discover the purpose of the "little wine holes” in buildings in Florence and taste the best Italian wine on a guided tasting tour! Extended option:...

2 to 3 hours Free Cancellation

5.0 (1)

from
$129

Pompeii, Herculaneum and Local wine tour from NAPLES

Just relax in a deluxe air-conditioned minivan, supplied with wi-fi and cold water, and enjoy the fascinating commentaries of your local guide from Naples or …More

Sorrento, Italy

5.0 (1)

Pompeii, Herculaneum and Local wine tour from NAPLES

Just relax in a deluxe air-conditioned minivan, supplied with wi-fi and cold water, and enjoy the fascinating commentaries of your local guide from Naples or...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$97

Private Chianti Wine Tasting & Scenic Florence Drive Half-Day

Discover the beauty and flavors of Tuscany with a private half-day tour from Florence to the Chianti wine region. Leave Florence with your private driver …More

Florence, Italy

5.0 (1)

Private Chianti Wine Tasting & Scenic Florence Drive Half-Day

Discover the beauty and flavors of Tuscany with a private half-day tour from Florence to the Chianti wine region. Leave Florence with your private driver...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$145

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?

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?