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 Half-Day Chianti Wine Tasting from Florence with Two Wineries 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 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 Tuscany Tour: Pienza, Montepulciano Wine Tasting & Lunch

Revel in Tuscany’s wine country and hilltop towns on this Privateday trip from Florence. Traveling by luxury minivan with an expert driver-escort, explore the idyllic …More

Florence, Italy

4.8 (16)

Private Tuscany Tour: Pienza, Montepulciano Wine Tasting & Lunch

Revel in Tuscany’s wine country and hilltop towns on this Privateday trip from Florence. Traveling by luxury minivan with an expert driver-escort, explore the idyllic...

9 hours Hotel pickup offered Free Cancellation

4.8 (16)

from
$288

Greve in Chianti Wine Tasting and Winery Tour

Visit a small family winery, where products are organic, the company's coverage is 1 hectare of olive grove and 3 of Sangiovese, Syrah and Merlot …More

Chianti, Italy

4.8 (90)

Greve in Chianti Wine Tasting and Winery Tour

Visit a small family winery, where products are organic, the company's coverage is 1 hectare of olive grove and 3 of Sangiovese, Syrah and Merlot...

1 hour 30 minutes Free Cancellation

4.8 (90)

from
$57

Montepulciano Wine and Pienza Flavours Private Day Tour from Rome

Our years of experience have allowed us to prepare this special tour to Montepulciano & Pienza for those who love Italian wine and food. Thanks …More

Rome, Italy

5.0 (32)

Montepulciano Wine and Pienza Flavours Private Day Tour from Rome

Our years of experience have allowed us to prepare this special tour to Montepulciano & Pienza for those who love Italian wine and food. Thanks...

10 hours Hotel pickup offered Free Cancellation

5.0 (32)

from
$117

Private Irpinia Wine Tour from SORRENTO with sommelier

Spend a day getting to know the wines of Italy’s Irpinia region on this private full-day tour from Sorrento. With an expert sommelier as your …More

Sorrento, Italy

4.9 (34)

Private Irpinia Wine Tour from SORRENTO with sommelier

Spend a day getting to know the wines of Italy’s Irpinia region on this private full-day tour from Sorrento. With an expert sommelier as your...

8 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (34)

from
$268

Pompeii and Vesuvius Wine Tasting Private Tour

Step back in time at the Pompeii ruins, admire the power of Mount Vesuvius, and enjoy a exclusive wine tasting in a scenic vineyard on …More

Naples, Italy

5.0 (22)

Pompeii and Vesuvius Wine Tasting Private Tour

Step back in time at the Pompeii ruins, admire the power of Mount Vesuvius, and enjoy a exclusive wine tasting in a scenic vineyard on...

8 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$164

Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on …More

Florence, Italy

5.0 (29)

Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on...

8 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$141

Guided tour and tasting at La Cantina Frrud - Wine Museum

Visiting the Wine Museum of the Frrud Winery is equivalent to making a journey through time through centuries of history during which wine is the …More

Bari, Italy

5.0 (111)

Guided tour and tasting at La Cantina Frrud - Wine Museum

Visiting the Wine Museum of the Frrud Winery is equivalent to making a journey through time through centuries of history during which wine is the...

1 to 2 hours Free Cancellation

5.0 (111)

from
$57

Occasionally, the truffle hunt may be shared with a few other guests, in order to preserve the delicate environment where truffles grow, endangered by the …More

Langhe-Roero and Monferrato, Italy

5.0 (34)

Truffle hunt and Barolo wine tasting

Occasionally, the truffle hunt may be shared with a few other guests, in order to preserve the delicate environment where truffles grow, endangered by the...

4 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$188

Private Irpinia Wine Tour from POSITANO, AMALFI or RAVELLO

Discover the outstanding wine of Campania’s Irpinia region on a private full-day day tour from the Amalfi Coast. Leave Positano, Amalfi or Ravello in the …More

Pompeii, Italy

4.9 (20)

Private Irpinia Wine Tour from POSITANO, AMALFI or RAVELLO

Discover the outstanding wine of Campania’s Irpinia region on a private full-day day tour from the Amalfi Coast. Leave Positano, Amalfi or Ravello in the...

8 hours Hotel pickup offered Free Cancellation

4.9 (20)

from
$167

Rialto Market Food Tour: Wine Tasting & Sightseeing in Venice

Stroll through the streets of the city center and explore the best foodie stops of the city of Venice. Led by a local and expert …More

Venice, Italy

5.0 (20)

Rialto Market Food Tour: Wine Tasting & Sightseeing in Venice

Stroll through the streets of the city center and explore the best foodie stops of the city of Venice. Led by a local and expert...

4 hours Free Cancellation

5.0 (20)

from
$108

Gluten-Free Food & Wine Tour of Rome with Local Guide and Sightseeing

Taste the real Roman cuisine 100% Gluten-Free with us on our 4-hours FUN and INFORMATIVE Food and Wine Tour! Roman Traditional Cuisine features many delicious …More

Rome, Italy

5.0 (111)

Gluten-Free Food & Wine Tour of Rome with Local Guide and Sightseeing

Taste the real Roman cuisine 100% Gluten-Free with us on our 4-hours FUN and INFORMATIVE Food and Wine Tour! Roman Traditional Cuisine features many delicious...

4 hours Free Cancellation

5.0 (111)

from
$111

Vatican and Trionfale Market Tour with Wine and Food Tasting

Located in the heart of Rome, the neighborhoods of Prati and Trionfale house the city’s oldest food market and traditional eateries as well as some …More

Rome, Italy

5.0 (21)

Vatican and Trionfale Market Tour with Wine and Food Tasting

Located in the heart of Rome, the neighborhoods of Prati and Trionfale house the city’s oldest food market and traditional eateries as well as some...

2 hours Free Cancellation

5.0 (21)

from
$84

Olbia : Wine Tour in Gallura + Tasting + pickup included

Discover a local winery in the heart of Gallura and be guided through aromas, traditions and winemaking processes. Taste three typical wines, including Vermentino and …More

Olbia, Italy

4.6 (12)

Olbia : Wine Tour in Gallura + Tasting + pickup included

Discover a local winery in the heart of Gallura and be guided through aromas, traditions and winemaking processes. Taste three typical wines, including Vermentino and...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (12)

from
$228

Urban Bikery wants to pay tribute to the prestigious territory in which it has its headquarters by organizing a 100% eco-sustainable wine tour in an …More

Montepulciano, Italy

4.9 (159)

Wine Tour Ebike Experience

Urban Bikery wants to pay tribute to the prestigious territory in which it has its headquarters by organizing a 100% eco-sustainable wine tour in an...

5 hours Free Cancellation

4.9 (159)

from
$183

Roman Countryside: Wine and Food Tasting, Semi-Private Day Tour

Discover the enchanting Roman countryside on this unforgettable day trip to the Castelli Romani, a hidden gem just outside Rome. Travel from your hotel along …More

Rome, Italy

4.8 (28)

Roman Countryside: Wine and Food Tasting, Semi-Private Day Tour

Discover the enchanting Roman countryside on this unforgettable day trip to the Castelli Romani, a hidden gem just outside Rome. Travel from your hotel along...

6 hours Hotel pickup offered Free Cancellation

4.8 (28)

from
$192

Rome: 4-Hour Private Golf Cart Tour with Hotel Pickup

Discover Rome’s most iconic landmarks and hidden corners on a private 4-hour golf cart tour with hotel pickup. Travel comfortably through the Eternal City with …More

Rome, Italy

5.0 (38)

Rome: 4-Hour Private Golf Cart Tour with Hotel Pickup

Discover Rome’s most iconic landmarks and hidden corners on a private 4-hour golf cart tour with hotel pickup. Travel comfortably through the Eternal City with...

4 hours Hotel pickup offered Free Cancellation

5.0 (38)

from
$81

Rome : E-Bike on the Tiber, Family Tour (95% Cycle Path)

Looking for a safe, relaxing and unique way to explore Rome? Our E-Bike tour along the Tiber River is the ideal choice for families and …More

Rome, Italy

5.0 (16)

Rome : E-Bike on the Tiber, Family Tour (95% Cycle Path)

Looking for a safe, relaxing and unique way to explore Rome? Our E-Bike tour along the Tiber River is the ideal choice for families and...

2 hours 30 minutes Free Cancellation

5.0 (16)

from
$78

Florence Inferno: Dante’s Haunted Exploration Game and Tour

Step into the shadows of Florence and uncover the chilling secrets behind Dante’s Divine Comedy. Inspired by one of the most legendary works in literature, …More

Florence, Italy

4.8 (21)

Florence Inferno: Dante’s Haunted Exploration Game and Tour

Step into the shadows of Florence and uncover the chilling secrets behind Dante’s Divine Comedy. Inspired by one of the most legendary works in literature,...

1 to 2 hours Free Cancellation

4.8 (21)

from
$7

Budget-friendly Street Food Tour of Trastevere Quarter Smaller Group

Trastevere means "beyond the river" and it is considered one of the most typical disctrict of Rome. Along this 2.5-hour tour you not only will …More

Rome, Italy

5.0 (26)

Budget-friendly Street Food Tour of Trastevere Quarter Smaller Group

Trastevere means "beyond the river" and it is considered one of the most typical disctrict of Rome. Along this 2.5-hour tour you not only will...

2 hours 30 minutes Free Cancellation

5.0 (26)

from
$51

Boat tour of the island of Ischia with a typical Ischia 10-metre launch full day

We offer you, exclusively, a spectacular tour of our isolaverde, all by sea, on board our beautiful gozzi, the typical wooden fishing boats characteristic of …More

Isola d'Ischia, Italy

4.9 (21)

Boat tour of the island of Ischia with a typical Ischia 10-metre launch full day

We offer you, exclusively, a spectacular tour of our isolaverde, all by sea, on board our beautiful gozzi, the typical wooden fishing boats characteristic of...

1 to 8 hours Free Cancellation

4.9 (21)

from
$910

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?