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0 - 15+ m
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2006 - 2026
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Top trending Sailboats in Sicily
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Hire Sailboat Beneteau Cyclades 43.4 Catania
Hire Sailboat Beneteau Cyclades 43.4 Catania

Catania

5.0(5)

Sailboat - 13.25m — Beneteau - Cyclades 43.4 (2007)

  • Skipper mandatory
  • Sailboat
  • Super owner
12 people · 4 cabins · 8 berths · 13.3 m

From 
£509 / day

Hire Sailboat Macwester 36 Aeolian Islands
Hire Sailboat Macwester 36 Aeolian Islands

Aeolian Islands

4.9(14)

Sailboat - 11.00m — Macwester - 36 (1985)

  • Skipper mandatory
  • Sailboat
  • Super owner
8 people · 2 cabins · 6 berths · 11 m

From 
£191 / day

Hire Sailboat Beneteau Oceanis Clipper 423 Marsala
Hire Sailboat Beneteau Oceanis Clipper 423 Marsala

Marsala

5.0(13)

Sailboat - 13.00m — Beneteau - Oceanis Clipper 423 (2006)

  • Skipper optional
  • Sailboat
  • Super owner
10 people · 4 cabins · 10 berths · 13 m

From 
£235 / day

Hire Sailboat Cantiere Ricevuto Boat Service JEANNEAU Sun Odyssey 37 Trapani
Hire Sailboat Cantiere Ricevuto Boat Service JEANNEAU Sun Odyssey 37 Trapani

Trapani

4.1(4)

Sailboat - 12.00m — Cantiere Ricevuto Boat Service - JEANNEAU Sun Odyssey 37 (2005)

  • Skipper mandatory
  • Sailboat
10 people · 3 cabins · 7 berths · 12 m
  • Fuel included

From 
£357 / day

Hire Sailboat Dufour Gran large Milazzo
Hire Sailboat Dufour Gran large Milazzo

Milazzo

5.0(1)

Sailboat - 12.80m — Dufour - Gran large (2012)

  • Skipper mandatory
  • Sailboat
9 people · 4 cabins · 8 berths · 12.8 m

From 
£509 / day

Hire Sailboat Bavaria Bavaria C50 Castellammare del Golfo
Hire Sailboat Bavaria Bavaria C50 Castellammare del Golfo
Discount offer

Castellammare del Golfo

5.0(1)

Sailboat - 14.90m — Bavaria - Bavaria C50 (2020)

  • Skipper optional
  • Sailboat
  • Super owner
10 people · 5 cabins · 10 berths · 14.9 m

From 
£383 / day

Hire Sailboat Dufour Dufour 390 Grand Large Palermo
Hire Sailboat Dufour Dufour 390 Grand Large Palermo
Discount offer

Palermo

Sailboat - 11.94m — Dufour - Dufour 390 Grand Large (2022)

  • Skipper optional
  • Sailboat
6 people · 3 cabins · 6 berths · 11.9 m

From 
£268 / day

Hire Sailboat Ocean Star Ocean Star 51.2 Capo d'Orlando
Hire Sailboat Ocean Star Ocean Star 51.2 Capo d'Orlando

Capo d'Orlando

4.7(13)

Sailboat - 16.00m — Ocean Star - Ocean Star 51.2 (2004)

  • Skipper optional
  • Sailboat
  • Super owner
11 people · 5 cabins · 11 berths · 16 m

From 
£318 / day

Hire Sailboat BoatService Trapani Canados 37 Trapani
Hire Sailboat BoatService Trapani Canados 37 Trapani

Trapani

Sailboat - 12.00m — BoatService Trapani - Canados 37 (1984)

  • Skipper mandatory
  • Sailboat
10 people · 2 cabins · 5 berths · 12 m
  • Fuel included

From 
£268 / day

Hire Sailboat Beneteau Cyclades 393 Milazzo
Hire Sailboat Beneteau Cyclades 393 Milazzo

Milazzo

4.8(5)

Sailboat - 12.00m — Beneteau - Cyclades 393 (2008)

  • Skipper mandatory
  • Sailboat
  • Super owner
8 people · 3 cabins · 6 berths · 12 m

From 
£268 / day

Hire Sailboat Hunter 32.6 Castellammare del Golfo
Hire Sailboat Hunter 32.6 Castellammare del Golfo

Castellammare del Golfo

4.6(3)

Sailboat - 10.00m — Hunter - 32.6 (2003)

  • With Skipper
  • Sailboat
10 people · 2 cabins · 6 berths · 10 m
  • Fuel included

From 
£339 / day

Hire Sailboat Nelson Nelson 64 Milazzo
Hire Sailboat Nelson Nelson 64 Milazzo

Milazzo

4.3(2)

Sailboat - 20.00m — Nelson - Nelson 64 (1988)

  • With Skipper
  • Sailboat
10 people · 3 cabins · 8 berths · 20 m
  • Flexible cancellation

From 
£669 / day

Hire Sailboat Dufour 41 Catania
Hire Sailboat Dufour 41 Catania

Catania

New

Sailboat - 12.75m — Dufour - 41 (2025)

  • Skipper mandatory
  • Sailboat
  • Super owner
8 people · 3 cabins · 6 berths · 12.8 m
  • Fuel included

From 
£660 / day

Hire Sailboat Bavaria 42 Aegadian Islands
Hire Sailboat Bavaria 42 Aegadian Islands

Aegadian Islands

5.0(1)

Sailboat - 13.00m — Bavaria - 42 (2000)

  • Skipper mandatory
  • Sailboat
  • Super owner
9 people · 4 cabins · 6 berths · 13 m

From 
£383 / day

Hire Sailboat Hanse Hanse 400e Palermo
Hire Sailboat Hanse Hanse 400e Palermo

Palermo

5.0(15)

Sailboat - 12.00m — Hanse - Hanse 400e (2008)

  • Skipper mandatory
  • Sailboat
  • Super owner
8 people · 2 cabins · 4 berths · 12 m
  • Fuel included

From 
£383 / day

Overall customer rating
4.9 / 5
Score calculated based on 22082 reviews
Look at customer endorsements

Hiring a sailboat in Sicily

Sicily is one of the most popular tourist destinations in Italy and for good reason! There are so many incredible sights to see and activities to do. Whether you’re looking for a romantic getaway or an adventure-filled holiday, Sicily has something for everyone and one of the best ways to explore the island is with a sailboat. So what are you waiting for? It’s time to book your sailboat charter in Sicily with Océans Evasion now!


How much does it cost to hire a sailboat in Sicily?

The cost of hiring a sailboat in Sicily varies depending on a few different factors. The size of the sailboat you choose, the season you want to sail in and the duration of your rental will all affect the price. On average, you can expect to pay £1,750/week in the low season and £2,450/week in the high season for your sailboat charter in Sicily.

Why should you charter a sailboat in Sicily with a skipper?

It is possible to book a sailboat hire in Sicily with or without a skipper. There are several benefits to having a skipper on board, instead of opting for a bareboat charter. First of all, it means you won't have to worry about navigating or handling the boat yourself - leaving you free to relax and enjoy your holiday. Secondly, a skipper will usually be familiar with the local area and can recommend good anchorages, restaurants and sights to see. And finally, having a skipper on board will give you peace of mind in case of any problems with the boat or equipment.

What do we offer in Sicily?

The Mediterranean’s largest island is a great charter destination and there’s no better way to explore its surrounding waters than with a crew on board your sailboat. For one, having a crew on board can make life easier in terms of cleaning and dining. This means you can focus more on sailing and enjoying the scenery. Additionally, a crew can provide local knowledge and help you get the most out of your trip. With all this in mind, hiring a crew on your sailboat in Sicily is an excellent option for those looking to get the most out of their holiday.

When is the best time to charter a sailboat in Sicily?

If you're thinking of chartering a sailboat in Sicily, the best time to do so is between May and October. The weather during this period is generally warm and stable, with little chance of strong winds or storms. You'll also have longer days to enjoy sailing, as the sun sets later in the summer months.

What to do in Sicily?

If you are looking for an unforgettable experience, sailing in Sicily is a great choice. From the stunning views of its ancient cities to its picturesque landscapes, this Italian island offers its visitors breathtaking experiences. Here’s a list of some of the must-see places in Sicily that you can explore with a sailboat:

  • Capo d'Orlando: This small town is located on the northern coast of Sicily and is known for its beautiful sandy beaches, crystal-blue waters and lush Mediterranean vegetation. Here you can relax on the beach, go snorkelling or scuba diving in the crystal clear waters or take a stroll through the town’s charming streets.
  • Aeolian Islands: Located off the northern coast of Sicily, these volcanic islands offer breathtaking scenery with dramatic cliffs and stunning coves. Take your sailboat around these islands and admire their natural beauty while enjoying some delicious seafood dishes prepared in traditional Sicilian style.
  • San Vito Lo Capo: Located on Sicily’s west coast, this gorgeous seaside resort town is home to white sand beaches and turquoise waters. Take a leisurely stroll along its boardwalk or hire a kayak or paddleboard to explore its picturesque coves.
  • Palermo: The capital city of Sicily is a must-see destination for anyone visiting this region. From its historic churches and monuments to its bustling markets and vibrant nightlife scene, Palermo is sure to keep you entertained during your stay on the island.
  • Castellammare del Golfo: This charming coastal town is located on Sicily’s west coast and is home to stunning beaches, quaint fishing villages and plenty of historical sites such as Arab-Norman castles that are worth exploring. Don’t forget to try out some delicious seafood dishes at one of Castellammare del Golfo’s many restaurants while you’re here!
  • Catania: Located at the foot of Mount Etna, Catania is a lively city full of culture and history that should not be missed when visiting Sicily! Enjoy wandering around its cobbled streets lined with baroque palaces or take a day trip up Mount Etna for some unforgettable views over Catania.


Hire a sailboat near Sicily

In Sicily, private yachts are available for hires. See your options in the area.

Hire another boat type in Sicily

Interested in another boat than sailboat in Sicily?
Find other boats to charter on our website