Top Italy Holiday & Seasonal Tours

Q: Which Italy Holiday & Seasonal Tours have Instant Confirmation?

Italy Holiday & Seasonal Tours with Instant Confirmation include: Colosseum, Forum & Palatine: Guided, AI Guide & Arena Borghese Gallery Guided Tour with Skip-the-Line Entry Galleria Borbonica Entrance Ticket in Standard Route Pisa: Beyond the Tower (30m round-trip tour) Vatican Museums, Sistine Chapel Skip-the-Line Ticket with Greeter View all Tours with Instant Confirmation →

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 Capri & Positano Yacht Tour from Sorrento-Positano-Capri

Explore the island of Capri and part of the Amalfi Coast on a private boat tour departing from Sorrento, Positano or Capri. Sailing around Capri …More

Capri, Italy

4.3 (6)

Private Capri & Positano Yacht Tour from Sorrento-Positano-Capri

Explore the island of Capri and part of the Amalfi Coast on a private boat tour departing from Sorrento, Positano or Capri. Sailing around Capri...

8 hours Free Cancellation

4.3 (6)

from
$231

Milan: City Pass with 10+ Attractions and Hop-on Hop-off Bus Tour

Discover the iconic sights of Milan with the YesMilano City Pass. Enjoy entry tickets to over 10 exciting attractions and museums, plus 3 days of …More

Milan, Italy

4.0 (12)

Milan: City Pass with 10+ Attractions and Hop-on Hop-off Bus Tour

Discover the iconic sights of Milan with the YesMilano City Pass. Enjoy entry tickets to over 10 exciting attractions and museums, plus 3 days of...

1 to 3 days Free Cancellation

4.0 (12)

from
$80

Dolomiti and First World War Sites Ski Tour from Cortina d'Ampezzo

The First World War ski tour is a spectacular route, suitable for everyone, winding around the bases of the most famous peaks. The route winds …More

Cortina d'Ampezzo, Italy

5.0 (3)

Dolomiti and First World War Sites Ski Tour from Cortina d'Ampezzo

The First World War ski tour is a spectacular route, suitable for everyone, winding around the bases of the most famous peaks. The route winds...

7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$230

Biennale of Venice 2026, visit with private guide

A fascinating walking tour through the Contemporary Art Exhibition of the Venice Biennale 2026 — In Minor Keys. A visit to the most compelling projects …More

Venice, Italy

5.0 (4)

Biennale of Venice 2026, visit with private guide

A fascinating walking tour through the Contemporary Art Exhibition of the Venice Biennale 2026 — In Minor Keys. A visit to the most compelling projects...

2 hours 30 minutes

5.0 (4)

from
$138

TOURISTATION offers secure, convenient luggage storage, open every day of the year. Flexible drop-off and pick-up times are available on request, so you can plan …More

Rome, Italy

5.0 (2)

Luggage Deposit Rome

TOURISTATION offers secure, convenient luggage storage, open every day of the year. Flexible drop-off and pick-up times are available on request, so you can plan...

1 to 10 hours Free Cancellation

5.0 (2)

from
$9

Cooking class in Tuscany - Montepulciano AT YOUR PRIVATE VILLA

Do you spend a few weeks in central Italy in a rented a villa and are you looking for authentic experiences?Our experts - only Italian …More

Florence, Italy

5.0 (2)

Cooking class in Tuscany - Montepulciano AT YOUR PRIVATE VILLA

Do you spend a few weeks in central Italy in a rented a villa and are you looking for authentic experiences?Our experts - only Italian...

4 hours Free Cancellation

5.0 (2)

from
$149

Private tour Biennale 2026: In Minor Key

Visit of the International Art Exhibition Biennale of Venice, a selection of the best national pavillons. The International Exhibition Biennale 2025 is articulated between the …More

Venice, Italy

4.8 (4)

Private tour Biennale 2026: In Minor Key

Visit of the International Art Exhibition Biennale of Venice, a selection of the best national pavillons. The International Exhibition Biennale 2025 is articulated between the...

1 hour 30 minutes

4.8 (4)

from
$68

Etna and Taormina tour from Syracuse with private driver

Thanks to this tour - which will allow you to visit two pearls of the island - you will be able to discover the essence …More

Syracuse, Italy

4.6 (5)

Etna and Taormina tour from Syracuse with private driver

Thanks to this tour - which will allow you to visit two pearls of the island - you will be able to discover the essence...

9 hours Hotel pickup offered Free Cancellation

4.6 (5)

from
$769

For visitors to Vatican City, all Roman Catholic holidays take on greater significance since they are celebrated in the Holy See and often include a …More

Rome, Italy

5.0 (4)

New Year's Day Mass with Pope Leo XIV

For visitors to Vatican City, all Roman Catholic holidays take on greater significance since they are celebrated in the Holy See and often include a...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$574

Private Christmas Walking Tour in Cinque Terre Villages

This private Christmas walking tour reveals festive traditions in historic Cinque Terre. Walk through Riomaggiore where ancient streets glow with seasonal lights. Coastal villages reflect …More

Cinque Terre, Italy

5.0 (3)

Private Christmas Walking Tour in Cinque Terre Villages

This private Christmas walking tour reveals festive traditions in historic Cinque Terre. Walk through Riomaggiore where ancient streets glow with seasonal lights. Coastal villages reflect...

2 hours Free Cancellation

5.0 (3)

from
$279

Private Vatican museums & Sistine Chapel with tour guide

Experience the Vatican like never before on this exclusive small-group tour. Led by an official licensed guide, you’ll explore the Vatican Museums and Sistine Chapel …More

Rome, Italy

5.0 (2)

Private Vatican museums & Sistine Chapel with tour guide

Experience the Vatican like never before on this exclusive small-group tour. Led by an official licensed guide, you’ll explore the Vatican Museums and Sistine Chapel...

3 hours Free Cancellation

5.0 (2)

from
$352

GALLIPOLI private tour: The pearl of the Ionian Sea

Discover the main attractions of the fortified city of Gallipoli, located at the tip of the Salento Peninsula, and visit one of Apulia’s key destinations. …More

Lecce, Italy

4.6 (8)

GALLIPOLI private tour: The pearl of the Ionian Sea

Discover the main attractions of the fortified city of Gallipoli, located at the tip of the Salento Peninsula, and visit one of Apulia’s key destinations....

2 hours Free Cancellation

4.6 (8)

from
$342

Enjoy all day around the Island of Capri on a typical wooden boat. Departing from the port of Capri this private tour will give you …More

Capri, Italy

5.0 (4)

Private day on gozzo boat in Capri

Enjoy all day around the Island of Capri on a typical wooden boat. Departing from the port of Capri this private tour will give you...

7 hours Free Cancellation

5.0 (4)

from
$181

Because it is held by a former professional rower native of Pescallo, Bellagio and it is an unique way to discover the lake during sunset …More

Lake Como, Italy

5.0 (4)

Lake Como Golden Hour Kayak Tour

Because it is held by a former professional rower native of Pescallo, Bellagio and it is an unique way to discover the lake during sunset...

1 hour 15 minutes Free Cancellation

5.0 (4)

from
$154

Boat tour Porto Cervo - Maddalena archipelago

A tour that takes you to discover inaccessible and enchanting beaches, with views from Instagram. All in a reserved and comfortable atmosphere. You will not …More

5.0 (3)

Boat tour Porto Cervo - Maddalena archipelago

A tour that takes you to discover inaccessible and enchanting beaches, with views from Instagram. All in a reserved and comfortable atmosphere. You will not...

8 hours

5.0 (3)

from
$1,591

Exclusive Vatican: Empty Sistine Chapel Morning or Evening Tour

Step inside the near-empty Sistine Chapel for a memorable — and uniquely quiet — visit without the crowds. This VIP access Vatican tour is the …More

Rome, Italy

4.8 (4)

Exclusive Vatican: Empty Sistine Chapel Morning or Evening Tour

Step inside the near-empty Sistine Chapel for a memorable — and uniquely quiet — visit without the crowds. This VIP access Vatican tour is the...

2 hours Free Cancellation

4.8 (4)

from
$446

Street food and Cooking class in Syracuse

In Sicily it is important to gather relatives and friends around a traditional, elegant table full of genuine food. You too will have the opportunity to do so, …More

4.3 (6)

Street food and Cooking class in Syracuse

In Sicily it is important to gather relatives and friends around a traditional, elegant table full of genuine food. You too will have the opportunity to do so,...

3 hours Free Cancellation

4.3 (6)

from
$113

Noto, Portopalo and Marzamemi tour from Syracuse with private driver

The first stage of the tour will be Noto, the beautiful Baroque city, full of important historic buildings all built with local stone, with a …More

Syracuse, Italy

4.6 (5)

Noto, Portopalo and Marzamemi tour from Syracuse with private driver

The first stage of the tour will be Noto, the beautiful Baroque city, full of important historic buildings all built with local stone, with a...

6 hours Hotel pickup offered Free Cancellation

4.6 (5)

from
$580

Positano Small Group Pasta Making Class, Dessert and Wine

Indulge in the rich, authentic flavors of the Amalfi Coast with our exclusive cooking class in Positano. This experience offers a unique blend of hands-on …More

Positano, Italy

4.8 (4)

Positano Small Group Pasta Making Class, Dessert and Wine

Indulge in the rich, authentic flavors of the Amalfi Coast with our exclusive cooking class in Positano. This experience offers a unique blend of hands-on...

2 hours 30 minutes Free Cancellation

4.8 (4)

from
$205

From Naples: Ischia Island Day Trip with Lunch

Depart from Naples boarding hydrofoil at the sea port. In only 50 minutes reach the biggest Island of the Golf of Naples. Spend the day …More

Naples, Italy

4.1 (17)

From Naples: Ischia Island Day Trip with Lunch

Depart from Naples boarding hydrofoil at the sea port. In only 50 minutes reach the biggest Island of the Golf of Naples. Spend the day...

8 to 9 hours Free Cancellation

4.1 (17)

from
$96

Frequently Asked Questions

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

What are the best options for Italy Holiday & Seasonal Tours?

What are the best kid-friendly options for Italy Holiday & Seasonal Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Italy Holiday & Seasonal Tours are:

View all kid-friendly Tours →

Which Italy Holiday & Seasonal Tours have Instant Confirmation?

Which Italy Holiday & Seasonal Tours have Free Cancellation?

Italy Holiday & Seasonal Tours 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 Holiday & Seasonal Tours have Hotel Pickup?

No problem. These Italy Holiday & Seasonal Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Italy trip ideas?

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