Top Italy Cruises, Sailing & Water Tours

Q: I need a ride! Which Italy Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These Italy Cruises, Sailing & Water Tours include Hotel Pickup: From Sorrento: Capri Boat Tour with Optional Blue Grotto Visit From Naples small group Sorrento Positano & Amalfi with boat tour Sorrento: Small Group Boat Day Excursion to the Amalfi Coast Private boat tour Amalfi Coast Sorrento to Capri Private Boat Experience on a Gozzo Apreamare 10 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 →

Capri 7 - Private Boat Tour with Prosecco from Sorrento

To spend a beautiful day in complete relaxation, in the company of friends or family, there is nothing more pleasant than renting a private boat …More

Sorrento, Italy

5.0 (9)

Capri 7 - Private Boat Tour with Prosecco from Sorrento

To spend a beautiful day in complete relaxation, in the company of friends or family, there is nothing more pleasant than renting a private boat...

7 hours Free Cancellation

5.0 (9)

from
$1,490

Capri Full-Day Private Boat Tour: Cruise, Swimming & Free Time

Experience the best of Capri on an unforgettable full-day private boat tour, combining breathtaking scenery, crystal-clear waters, and authentic Italian dolce vita! Enjoy the comfort …More

Positano, Italy

4.9 (8)

Capri Full-Day Private Boat Tour: Cruise, Swimming & Free Time

Experience the best of Capri on an unforgettable full-day private boat tour, combining breathtaking scenery, crystal-clear waters, and authentic Italian dolce vita! Enjoy the comfort...

7 to 8 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$1,998

Capri Secret Corners by Boat Premium Tour with Local Captain

Cruise around the entire island, admire breathtaking cliffs, hidden coves, and iconic landmarks, and capture stunning photos of the famous Faraglioni rocks. Sip premium Prosecco …More

Capri, Italy

4.6 (19)

Capri Secret Corners by Boat Premium Tour with Local Captain

Cruise around the entire island, admire breathtaking cliffs, hidden coves, and iconic landmarks, and capture stunning photos of the famous Faraglioni rocks. Sip premium Prosecco...

3 hours Free Cancellation

4.6 (19)

from
$168

Full Day Private Boat Tour of Amalfi Coast from Sorrento

Sailing along the suggestive Amalfi Coast, you will admire the charming beauty which this land offers with a stunning view from seaside of all the …More

Sorrento, Italy

5.0 (6)

Full Day Private Boat Tour of Amalfi Coast from Sorrento

Sailing along the suggestive Amalfi Coast, you will admire the charming beauty which this land offers with a stunning view from seaside of all the...

7 to 8 hours Free Cancellation

5.0 (6)

from
$1,611

Private Boat Experience: Discover Venice from the Water

Discover Venice from its enchanting canals with a private boat tailored just for you. Your personal guide will share expert insights on Venice's history, art, …More

Venice, Italy

5.0 (12)

Private Boat Experience: Discover Venice from the Water

Discover Venice from its enchanting canals with a private boat tailored just for you. Your personal guide will share expert insights on Venice's history, art,...

2 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$70

Private Tour of Capri and Anacapri From Sorrento

Probably the most famous Italian Island: Capri. This tour offers a complete visit to the two towns of the Island, Capri and Anacapri. With a …More

Sorrento, Italy

5.0 (7)

Private Tour of Capri and Anacapri From Sorrento

Probably the most famous Italian Island: Capri. This tour offers a complete visit to the two towns of the Island, Capri and Anacapri. With a...

8 hours Free Cancellation

5.0 (7)

from
$72

Private Full-Day Guided Boat Tour at the Amalfi Coast

You can't really say that you've seen the Amalfi Coast until you've seen it by sea. If you really want to know this wonderful coastline …More

Amalfi, Italy

5.0 (69)

Private Full-Day Guided Boat Tour at the Amalfi Coast

You can't really say that you've seen the Amalfi Coast until you've seen it by sea. If you really want to know this wonderful coastline...

6 to 7 hours Free Cancellation

5.0 (69)

from
$1,860

Private Boat Tour from Sorrento, Capri or Positano

What makes our tour truly unique is the total customization: pick up and disembarkation at the port chosen by the customer, aboard new 2025 boats …More

Capri, Italy

4.5 (13)

Private Boat Tour from Sorrento, Capri or Positano

What makes our tour truly unique is the total customization: pick up and disembarkation at the port chosen by the customer, aboard new 2025 boats...

3 to 9 hours Free Cancellation

4.5 (13)

from
$794

Learn how to paddle-board and discover the coast of Portofino from an unusual and exclusive perspective! Together with an instructor, learn the basic techniques of the stand up paddle board …More

Portofino, Italy

5.0 (9)

Paddle Boarding Experience in Portofino

Learn how to paddle-board and discover the coast of Portofino from an unusual and exclusive perspective! Together with an instructor, learn the basic techniques of the stand up paddle board...

1 hour 30 minutes Free Cancellation

5.0 (9)

from
$61

Full day on a private boat to discover Capri

What's better than spending a day in total relaxation on a private boat? You will do a complete tour of the island and visit all …More

Capri, Italy

5.0 (7)

Full day on a private boat to discover Capri

What's better than spending a day in total relaxation on a private boat? You will do a complete tour of the island and visit all...

7 hours Free Cancellation

5.0 (7)

from
$993

Full Day Private Boat Tour of Capri from Sorrento

Sailing from Sorrento, having stunning views by seaside of the suggestive Sorrento coast toward Capri and once arrived in the island the tour begins passing …More

Sorrento, Italy

5.0 (5)

Full Day Private Boat Tour of Capri from Sorrento

Sailing from Sorrento, having stunning views by seaside of the suggestive Sorrento coast toward Capri and once arrived in the island the tour begins passing...

7 to 8 hours Free Cancellation

5.0 (5)

from
$1,431

Capri Private Tour by Gozzo Boat with Drinks from Amalfi

Sailing along the lovely Amalfi coast to Capri, passing through the marine reserve of "Punta Campanella", having stunning views by seaside of the charming beauty …More

Amalfi, Italy

5.0 (5)

Capri Private Tour by Gozzo Boat with Drinks from Amalfi

Sailing along the lovely Amalfi coast to Capri, passing through the marine reserve of "Punta Campanella", having stunning views by seaside of the charming beauty...

8 hours Free Cancellation

5.0 (5)

from
$1,667

Venice Gondola ride with Skip the Line Doge's Palace tour

• Shared 30 min gondola ride through the smaller canals • Discover the history of the famous Doge's Palace; • Admire the world′s largest oil …More

Venice, Italy

4.3 (12)

Venice Gondola ride with Skip the Line Doge's Palace tour

• Shared 30 min gondola ride through the smaller canals • Discover the history of the famous Doge's Palace; • Admire the world′s largest oil...

1 hour 30 minutes Free Cancellation

4.3 (12)

from
$118

Boat Party at Sunset in the Waters of Salento with Drink

The best Boat Party at sunset in Salento. Service usable in the afternoon (17:00 - 20:00) and, in addition to the swim break, always includes …More

Lecce, Italy

4.7 (13)

Boat Party at Sunset in the Waters of Salento with Drink

The best Boat Party at sunset in Salento. Service usable in the afternoon (17:00 - 20:00) and, in addition to the swim break, always includes...

3 hours Free Cancellation

4.7 (13)

from
$25

Combine a boat tour, a tour of the Palmaria, Tino and Tinetto islands, the view of Portovenere from the sea, excellent music and a final …More

La Spezia, Italy

4.7 (19)

2 Hours Aperitif on Boat at Sunset

Combine a boat tour, a tour of the Palmaria, Tino and Tinetto islands, the view of Portovenere from the sea, excellent music and a final...

2 hours Free Cancellation

4.7 (19)

from
$113

Capri by Private Boat – Hidden Caves & Swimming Stop

On board a typical Capri gozzo, with a 2-hour tour you will sail around the island of Capri admiring majestic cliffs, arches in the rock …More

Capri, Italy

4.6 (16)

Capri by Private Boat – Hidden Caves & Swimming Stop

On board a typical Capri gozzo, with a 2-hour tour you will sail around the island of Capri admiring majestic cliffs, arches in the rock...

2 hours Free Cancellation

4.6 (16)

from
$290

Full Day on board with lunch in luxury private tour

EXPLORE THE TAORMINA SEA COME ABOARD FOR A GREAT EXPERIENCE DISCOVERING BEAUTIFUL NATURE AND SUGGESTIVE SITES... NATURE, RELAXATION and FUN. EXCLUSIVE PRIVATE TOUR A day …More

5.0 (9)

Full Day on board with lunch in luxury private tour

EXPLORE THE TAORMINA SEA COME ABOARD FOR A GREAT EXPERIENCE DISCOVERING BEAUTIFUL NATURE AND SUGGESTIVE SITES... NATURE, RELAXATION and FUN. EXCLUSIVE PRIVATE TOUR A day...

5 to 6 hours Free Cancellation

5.0 (9)

from
$367

Shared Capri & Anacapri Full-Day Tour from Sorrento

Over the years everyone from Roman emperor Caesar to screen siren Gracie Fields has holidayed in Capri. It's an intoxicating mix of flowers, narrow lanes …More

Sorrento, Italy

4.1 (198)

Shared Capri & Anacapri Full-Day Tour from Sorrento

Over the years everyone from Roman emperor Caesar to screen siren Gracie Fields has holidayed in Capri. It's an intoxicating mix of flowers, narrow lanes...

9 hours Free Cancellation

4.1 (198)

from
$140

Customized tour for beginners and experts, every experience is created according to the experiences and abilities of the guests. Kayak experience with a local natural …More

Isola d'Ischia, Italy

5.0 (31)

Kayak Tour with Local Guide

Customized tour for beginners and experts, every experience is created according to the experiences and abilities of the guests. Kayak experience with a local natural...

3 hours Free Cancellation

5.0 (31)

from
$90

Lake Como, Bellagio and Lugano Day Trip from Milan

Step into the spectacular landscapes of Lake Como and Switzerland on an unforgettable journey through two countries in one day. Accompanied by an expert tour …More

Lake Como, Italy

4.1 (22)

Lake Como, Bellagio and Lugano Day Trip from Milan

Step into the spectacular landscapes of Lake Como and Switzerland on an unforgettable journey through two countries in one day. Accompanied by an expert tour...

10 hours Free Cancellation

4.1 (22)

from
$87

Frequently Asked Questions

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

What are the best options for Italy Cruises, Sailing & Water Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Italy Cruises, Sailing & Water Tours are:

What are the best kid-friendly options for Italy Cruises, Sailing & Water Tours Tours?

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

View all kid-friendly Tours →

Which Italy Cruises, Sailing & Water Tours have Instant Confirmation?

Italy Cruises, Sailing & Water Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Italy Cruises, Sailing & Water Tours have Free Cancellation?

Italy Cruises, Sailing & Water 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 Cruises, Sailing & Water Tours have Hotel Pickup?

Got any more Italy trip ideas?

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