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Charter a sailing boat in Sicily

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Half-day Sailing & Sea Experience in the Zingaro Nature Reserve
Half-day Sailing & Sea Experience in the Zingaro Nature Reserve
Half-day Sailing & Sea Experience in the Zingaro Nature Reserve
Half-day Sailing & Sea Experience in the Zingaro Nature Reserve
Half-day Sailing & Sea Experience in the Zingaro Nature Reserve
Half-day Sailing & Sea Experience in the Zingaro Nature Reserve
Half-day Sailing & Sea Experience in the Zingaro Nature Reserve
Half-day Sailing & Sea Experience in the Zingaro Nature Reserve
Half-day Sailing & Sea Experience in the Zingaro Nature Reserve
Half-day Sailing & Sea Experience in the Zingaro Nature Reserve
Marina di Castellammare del Golfo, Trapani, Italy
5.0
(9)

Half-day Sailing & Sea Experience in the Zingaro Nature Reserve

Skipper included
Sailboat
4 hours · For groups of up to 8 people
Fuel included
Flexible cancellation

From
€450

Instant booking
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset
Molo Trapezoidale, Palermo, Italy
4.7
(4)

Sikelia Sunset Sailing Experience in Palermo with Aperitif and Sunset

Skipper included
Super owner
Sailboat
3 hours · For groups of up to 12 people
Fuel included

From
€680

Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Exclusive 8-hour sailing excursion in Palermo
Porto Arenella, Palermo, Italy
4.8
(32)

Exclusive 8-hour sailing excursion in Palermo

Owner as skipper
Super owner
Sailboat
8 hours · For groups of up to 7 people
Booked 4 times in the last 24h

From
€460

Instant booking
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Enjoy a day at sea in the province of Agrigento on a sailboat
Province of Agrigento, Italy

Enjoy a day at sea in the province of Agrigento on a sailboat

Owner as skipper
Sailboat
4 hours · For groups of up to 12 people
Fuel included

From
€950

Sailing Day Trip from Catania · Acitrezza's Faraglioni Rocks and Ulysses' Cave
Sailing Day Trip from Catania · Acitrezza's Faraglioni Rocks and Ulysses' Cave
Sailing Day Trip from Catania · Acitrezza's Faraglioni Rocks and Ulysses' Cave
Sailing Day Trip from Catania · Acitrezza's Faraglioni Rocks and Ulysses' Cave
Sailing Day Trip from Catania · Acitrezza's Faraglioni Rocks and Ulysses' Cave
Sailing Day Trip from Catania · Acitrezza's Faraglioni Rocks and Ulysses' Cave
Port of Catania, Catania, Italy
New

Sailing Day Trip from Catania · Acitrezza's Faraglioni Rocks and Ulysses' Cave

Skipper included
Sailboat
8 hours · For groups of up to 12 people
Fuel included
Flexible cancellation

From
€970

Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Sailing excursion
Porto Arenella, Palermo, Italy
4.8
(32)

Sailing excursion

Owner as skipper
Super owner
Sailboat
4 hours · For groups of up to 7 people

From
€300

Discover Favignana on a full-day sailing trip
Discover Favignana on a full-day sailing trip
Discover Favignana on a full-day sailing trip
Discover Favignana on a full-day sailing trip
Discover Favignana on a full-day sailing trip
Discover Favignana on a full-day sailing trip
Discover Favignana on a full-day sailing trip
Discover Favignana on a full-day sailing trip
Discover Favignana on a full-day sailing trip
Discover Favignana on a full-day sailing trip
Discover Favignana on a full-day sailing trip
Discover Favignana on a full-day sailing trip
Discover Favignana on a full-day sailing trip
Discover Favignana on a full-day sailing trip
Discover Favignana on a full-day sailing trip
Favignana, Italy
5.0
(4)

Discover Favignana on a full-day sailing trip

With skipper
Sailboat
6 hours 30 minutes · For groups of up to 10 people
Flexible cancellation

From
€900

Instant booking
Our client reviews
4.9 / 5
Score calculated based on 730751 reviews
See all reviews

Destination Reviews

Reviews are displayed in chronological order
  • B
    Brenna
    Date of the review 8/20/26  ·  Date of the rental 8/19/26
    Very beautiful area - there were specific regulations regarding where you can anchor the boat
  • A
    Antonio
    Date of the review 8/5/26  ·  Date of the rental 8/2/26
    We had an amazing half-day boat charter in Cefalù for our group of 10. The boat was clean, comfortable, and the views of the coastline were absolutely beautiful. Gabriele and his mate, Christian, were outstanding hosts—friendly, professional, and made sure everyone had a great time from start to finish. They went above and beyond to make the trip relaxing and enjoyable. If you’re visiting Cefalù and looking for a memorable experience on the water, I highly recommend booking with them. It was one of the highlights of our trip!
  • Drew
    Drew
    Date of the review 7/12/26  ·  Date of the rental 7/5/26
    We chartered out of Sicily with GruppoTOC/EnjoyMe and visited some stunning spots along the Sicilian coast. The crew, Lorenzo (captain) and Luciana (stewardess), knew exactly where to take us and made every stop feel special. Crystal clear water, beautiful scenery, and a pace that felt relaxed and unrushed. What I loved most was how personal the whole experience felt. Lorenzo navigated flawlessly and Luciana made sure we were taken care of the entire time. They both went above and beyond in a way you don't always get on a charter. For other renters: do the full day, not a half day. Bring sunscreen, and let the crew guide you on the route. They know the best spots. And if you can book with GruppoTOC/EnjoyMe specifically, do it. This was actually the day I proposed to my partner, and the crew helped make it absolutely perfect. Could not recommend more highly.
  • A
    Ali
    Date of the review 9/1/25  ·  Date of the rental 8/25/25
    I would highly recommend renting your boat from here :) Staff are amazing

Boats Reviews

Reviews are displayed in chronological order
  • Alessandro
    Alessandro
    Date of the review 7/5/26  ·  Date of the rental 7/5/26
    Jo and her friends and family were wonderful guests. They were friendly, respectful, and a pleasure to have on board. They treated the yacht with great care and created a relaxed, positive atmosphere throughout the trip. Communication was smooth from start to finish, and we would be delighted to welcome them back anytime. Highly recommended to any host!
  • K
    Kathy
    Date of the review 5/29/26  ·  Date of the rental 5/29/26
    We had such a great time on Giuseppe’s boat! Our family of 10 (7 adults and 3 kids ages10,7,2) took a 4 hour cruise, stopped to swim and cruise along the coast. We brought lunch and drinks - it was perfect! We would highly recommend! It was a lovely relaxing day on the water. Grazie Giuseppe!!!
  • C
    Cory
    Date of the review 10/7/25  ·  Date of the rental 10/1/25
    Had so much fun on Mirko’s boat! Even though the weather wasn’t great the day we went, we still had a very enjoyable time lounging on the sundeck on the boat infront of Maniace Castle and around Ortigia. Mirko was very helpful and checked on us multiple times to make sure we were doing well. Would highly recommend!
  • T
    Toni
    Date of the review 9/25/25  ·  Date of the rental 9/25/25
    It was a really nice boat. 27 knot down the coast! Nice. Everything was fine. Boat was clean and 100% as mentioned. Nice and kind people. White Club is a nice start and landing point. Harbour is big enough to drive without heavy Maneuvering.

Sailing boat rental in Sicily

Take advantage of renting a sailing boat in Sicily and sail to discover some of the most loved landscapes of the Mediterranean. A dip in the clear waters of San Vito Lo Capo, a tour of the Egadi Islands or the uncontaminated charm of the Aeolian Islands: the wonders in Sicily never end!



Defined an “open-air museum”, the ideal for a trip to Sicily is to alternate moments of navigation with those on land, taking in the opportunity to take advantage of a double perspective on the splendid panoramas. A daily rental will be the perfect choice for exploring the surrounding bays, while a tour lasting a few days will allow you to sail in complete tranquility, mooring from city to city.



Explore the different proposals on the Clcik&Boat platform: among the many boats for rent you will surely find the one of your dreams!

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Sailing boat rental in Sicily: unexplored destinations

Rent a sailing boat in Sicily with Click&Boat and take the opportunity to sail one of the most fascinating stretches of sea in the Mediterranean!

Enchanting landscapes, beaches framed by nature, islands so beautiful that they are known throughout the world and gastronomy capable of conquering even the most demanding palates: the traits that outline the profile of this region are simply unique and indispensable.

If you plan to concentrate your holidays in Sicily in the northern part of the region, the places not to be missed certainly include Sant'Agata di Militello, Capo d' in the east Orlando, Milazzo, Messina and the inevitable Aeolian Islands. The western part sees the cities of Cefalù, Castellammare del Golfo and Scopello, the Zingaro Oriented Nature Reserve, as unmissable.

In Palermo however, the capital of the region, don't miss a walk through the streets of the city in search of its countless historical and artistic treasures, as well as the opportunity to delve into the city's markets to come into contact with the traditional atmosphere. Among the sites of interest, do not miss the Palazzo dei Normanni, the Cathedral, the Church of the Martorana and the typical local markets, including Vucciria, Ballarò and il Capo.

Do you imagine sailing along the landscapes of the Scala dei Turchi and the seaside towns of Inspector Montalbano? Rent a sailing boat in Sicily: the south of the island awaits you!

Sail along the coasts of Agrigento, explore the surroundings of Syracuse or admire the fascinating natural landscape of Isola Bella, in Taormina. The show is guaranteed!



How much does it cost to rent a sailing boat in Sicily?

The daily cost to rent a sailing boat in Sicily can start from €120. The price is subject to change depending on when you make your reservation. Both the season and the availability of the boats at the time of the season influence the cost of the boat. Ask our consultants for advice if you have any doubts and don't hesitate to use our messaging service to get in direct contact with the owner of the sailing boat you choose. Extra costs include skipper, crew, equipment, fuel and galley.



The advantages of sailing in Sicily

Sailing by boat sailing in Sicily has its advantages. Last but not least, the calm and peaceful navigation of the sail, which takes you everywhere along the coast and between the islands and with which you can trace long routes at reduced costs. If you are a sea dog or even just a novice sailor who wants to enjoy the charm of the wind in your hair and the cradle of the waves and the wind, the sailboat is perfect for you!

Furthermore, being usually equipped with double cabins, the sailing boat is also ideal for those traveling with their family or group of friends. Depending on the size of the boat you choose, the large spaces will still guarantee great comfort for the whole crew.

Don't have a boating license? Request a rental with skipper and let an expert captain in the area guide you along the most beautiful routes in Sicily: its coasts will no longer have secrets for you! In addition to the skipper, also request a crew on board to experience your rental in total serenity. A cook and a hostess will take care of the boat for you.



What is the ideal time to sail in Sicily?

The ideal time to sail in Sicily is from May to October. The hottest months of July and August, with temperatures that could reach 35 degrees, are the ones most popular with tourists who annually find themselves on the Sicilian coasts to enjoy the burning sun and warm waters. If you are interested in renting during this high season we recommend booking well in advance.

Frequently Asked Questions about Sicily

What is the price of renting a sailboat for a day in Sicily?

The average price of renting a sailboat for the day in Sicily is €717. A few factors can determine the cost of the rental, such as the time of year, how old the boat is, and the boat equipment. Depending on these factors, the price of renting a sailboat can range from €217 and €2,035.

What is the typical daily cost of hiring a skipper in Sicily?

The cost of hiring a skipper can differ based on the destination and the owner of the boat. In Sicily, the typical rate of a skipper is €532 per day.

What is the typical sleeping capacity for a sailboat in Sicily?

A sailboat in Sicily has on average 8 berths. You can find sailboats with up to 15 berths.

What is the number of cabins typically found on a sailboat in Sicily?

The average number of cabins for sailboats in Sicily is 4. For larger groups, sailboats with up to 6 cabins can also be booked.

What are the most sought-after sailboat brands in Sicily?

In Sicily you will find a wide variety of sailboats from Hanse or Beneteau.

Good to know

Number of sailboats:565 sailboats available
Types of sailboats:with or without a skipper
Average price:€717 per day
Minimum price:€217 per day
Maximum price:€2,035 per day
Manufacturers:Hanse, Beneteau, and more

Charter another yacht type in Sicily

Are you interested in other yachts besides sailboat in Sicily?
Look up at other yachts to charter on our website