Top Sicily Cruises, Sailing & Water Tours

Q: Which Sicily Cruises, Sailing & Water Tours have Instant Confirmation?

Sicily Cruises, Sailing & Water Tours with Instant Confirmation include: Giardini Naxos Taormina: Dolphins Watching Sunset Tour Cefalù : Mini Yacht Tour with Aperitif, Snorkeling and Caves Palermo Half Day Boat Tour with Palermo Experiences Boat excursion in Palermo with aperitif Taormina Sunset Aperitif on-Board View all Tours with Instant Confirmation →

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

No problem. These Sicily Cruises, Sailing & Water Tours include Hotel Pickup: From Volcano to Sea: Private Tour of Etna and Taormina Boat Tour with tasting Private Godfather and Taormina Boat Tour with Arancino Tasting Private Taormina White Lotus luxury experience Taormina and Seaside Private Walking Tour of Ortigia and Boat Tour + Arancino View all Tours with Hotel Pickup →

Q: Got any more Sicily trip ideas?

We sure do. Check out our curated lists of hand-picked Sicily Tours. Top 10 Sicily 2026 Senior-friendly tours Sicily The best tours and activities for culture lovers in Sicily Top Day Trips from Sicily Things to do in Sicily this summer View all Sicily Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Sicily?

Based on our sales data over the past year, the most popular styles of tours and activities in Sicily are: Sicily Luxury & Special Occasions Sicily Luxury Tours Sicily Tours & Sightseeing Sicily Half-day Tours Sicily Bus & Minivan Tours View all tour styles in Sicily →

San Vito Lo Capo Catamaran Cruise with Snorkeling from Palermo

Discover one of the most beautiful seaside resorts in Sicily on this small group 8-hour tour. Cruise on a catamaran to Riserva Naturale dello Zingaro …More

5.0 (1)

San Vito Lo Capo Catamaran Cruise with Snorkeling from Palermo

Discover one of the most beautiful seaside resorts in Sicily on this small group 8-hour tour. Cruise on a catamaran to Riserva Naturale dello Zingaro...

6 to 8 hours Free Cancellation

5.0 (1)

from
$80

Private Boat 4h Scopello and Gypsy from Castellammare del Golfo

The skipper, guided by the daily wind, will decide the most suitable route in order to ensure guests the most favorable and captivating conditions. Stops …More

5.0 (1)

Private Boat 4h Scopello and Gypsy from Castellammare del Golfo

The skipper, guided by the daily wind, will decide the most suitable route in order to ensure guests the most favorable and captivating conditions. Stops...

4 hours Free Cancellation

5.0 (1)

from
$1,312

A sailing boat tour to discover Palermo, Capo Zafferano, Arco Azzurro and the coast of Palermo. During the boat trip, you will learn about the …More

5.0 (1)

Full-day Boat tour Palermo

A sailing boat tour to discover Palermo, Capo Zafferano, Arco Azzurro and the coast of Palermo. During the boat trip, you will learn about the...

7 hours Free Cancellation

5.0 (1)

from
$1,134

A fantastic boat excursion to discover the most suggestive places on the coasts of Sicily. Our tour will take you to discover the most beautiful …More

5.0 (1)

Occasions + Photo Book

A fantastic boat excursion to discover the most suggestive places on the coasts of Sicily. Our tour will take you to discover the most beautiful...

3 hours Free Cancellation

5.0 (1)

from
$57

Taormina Boat Tour with Aperitif on Isola Bella

Boat excursion to Taormina aboard a typical Sicilian boat guided by expert skippers. We will take you on a boat trip to Taormina to visit …More

4.0 (6)

Taormina Boat Tour with Aperitif on Isola Bella

Boat excursion to Taormina aboard a typical Sicilian boat guided by expert skippers. We will take you on a boat trip to Taormina to visit...

2 hours Free Cancellation

4.0 (6)

from
$56

Panarea and Stromboli by night from Lipari

The most coveted and desired boat excursion among all those of the Aeolian archipelago: Panarea and Stromboli by night will allow you to visit villages …More

Aeolian Islands, Italy

4.0 (3)

Panarea and Stromboli by night from Lipari

The most coveted and desired boat excursion among all those of the Aeolian archipelago: Panarea and Stromboli by night will allow you to visit villages...

8 hours Free Cancellation

4.0 (3)

from
$76

Palermo from the Sea : Luxury Trip between Crystalline Bays, BBQ and Relax

Experience an unforgettable day aboard an elegant 23-meter yacht, designed to offer comfort, space and relaxation. The experience accommodates up to 25 people on board, …More

Palermo, Italy

4.0 (3)

Palermo from the Sea : Luxury Trip between Crystalline Bays, BBQ and Relax

Experience an unforgettable day aboard an elegant 23-meter yacht, designed to offer comfort, space and relaxation. The experience accommodates up to 25 people on board,...

4 to 7 hours Free Cancellation

4.0 (3)

from
$2,838

Syracuse Boat Tour with typical lunch and drinks - 4 hours

This beautiful 4-hour tour will take you to discover the Syracuse coast, sailing along the most beautiful coves with swimming stops in places with crystal …More

4.3 (4)

Syracuse Boat Tour with typical lunch and drinks - 4 hours

This beautiful 4-hour tour will take you to discover the Syracuse coast, sailing along the most beautiful coves with swimming stops in places with crystal...

4 hours Free Cancellation

4.3 (4)

from
$144

Messina is a city that overlooks the sea and has a strong bond with this element. Seeing the city from the sea means really getting …More

3.0 (6)

3 Hour Boat Tour in Messina

Messina is a city that overlooks the sea and has a strong bond with this element. Seeing the city from the sea means really getting...

3 hours Hotel pickup offered Free Cancellation

3.0 (6)

from
$57

Taormina boat sunset with aperitif and dolphin sighting

Experience the magic of sunset on the Sicilian coast on a 2-hour boat tour from Giardini Naxos to Taormina Bay. You will sail through volcanic …More

3.3 (3)

Taormina boat sunset with aperitif and dolphin sighting

Experience the magic of sunset on the Sicilian coast on a 2-hour boat tour from Giardini Naxos to Taormina Bay. You will sail through volcanic...

2 hours Free Cancellation

3.3 (3)

from
$86

Palermo: Private boat tour customized on request

Discover the magic of the Sicilian coast! We offer customized boat tours and boat rentals with experienced skippers. Explore hidden coves, swim in crystal clear …More

4.0 (1)

Palermo: Private boat tour customized on request

Discover the magic of the Sicilian coast! We offer customized boat tours and boat rentals with experienced skippers. Explore hidden coves, swim in crystal clear...

4 to 8 hours Free Cancellation

4.0 (1)

from
$799

3 hours in Syracuse Boat Tour and Tuk tuk Tourist Tour

The tour is dedicated to those who want to discover the historical and marine beauties of this beautiful city. The tour includes two activities, a …More

3.0 (1)

3 hours in Syracuse Boat Tour and Tuk tuk Tourist Tour

The tour is dedicated to those who want to discover the historical and marine beauties of this beautiful city. The tour includes two activities, a...

3 hours Free Cancellation

3.0 (1)

from
$402

Embark on a unique and exciting adventure among the Sicilian waves. Depart from the port of Catania until you reach the coast of Aci Trezza. …More

8-Hour Private Sailing Boat Tour of Catania and Brucoli

Embark on a unique and exciting adventure among the Sicilian waves. Depart from the port of Catania until you reach the coast of Aci Trezza....

8 hours Free Cancellation

from
$1,130

This is Full Day a Private boat tour from Palermo to see the Gulf of Palermo , Marina di Villa Igiea, Mondell , Capo Gallo …More

Full Day Private Boat Tour From Palermo

This is Full Day a Private boat tour from Palermo to see the Gulf of Palermo , Marina di Villa Igiea, Mondell , Capo Gallo...

8 hours

from
$1,084

Imagine a body of water among the most beautiful in Italy, the charm and scenery of The White Lotus series, i, bathing breaks at will, …More

Private Boat Tour from 4 hours Giardini Naxos and Taormina

Imagine a body of water among the most beautiful in Italy, the charm and scenery of The White Lotus series, i, bathing breaks at will,...

4 hours Free Cancellation

from
$1,529

Enjoy a romantic tour onboard our beautiful boat while navigating along the coast of Naxos and Taormina! we visit to the famous Isola Bella Marine …More

taormina private sunset cruise

Enjoy a romantic tour onboard our beautiful boat while navigating along the coast of Naxos and Taormina! we visit to the famous Isola Bella Marine...

4 hours Free Cancellation

from
$1,711

Imagine one of the most beautiful natural scenarios in Sicily, the blue sea, the clear and crystalline waters, the Mediterranean scrub that seems to dive …More

Half Day Private Boat Tour Palermo and Mondello

Imagine one of the most beautiful natural scenarios in Sicily, the blue sea, the clear and crystalline waters, the Mediterranean scrub that seems to dive...

4 hours Free Cancellation

from
$1,529

Embark for a full day on a boat to discover the wonderful sea caves of Terrasini, accessible almost exclusively by sea. Accompanied DA an Expert …More

Private Boat Tour in Terrasini Full or Half Day

Embark for a full day on a boat to discover the wonderful sea caves of Terrasini, accessible almost exclusively by sea. Accompanied DA an Expert...

7 hours Free Cancellation

from
$580

Frequently Asked Questions

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

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

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

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

View all kid-friendly Tours →

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

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

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

Got any more Sicily trip ideas?

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