Charter a sailing boat in Sicily

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Top trending boats in Sicily

How we rank results

Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria. Learn more

Catania

4.9

(19)

A day to discover the province of Agrigento: Pure relaxation on the Italian Riviera

Owner as skipper

Sailboat

9 hours · For groups of up to 9 people

Fuel included

Flexible cancellation

From

£883

+100 boats available

How we rank results

Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria. Learn more

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

£406

Instant Booking

Hire Sailboat Dufour 460 Grand Large Lipari

Lipari

5.0

(7)

Sailboat Dufour 460 Grand Large 14m

12 people · 3 cabins · 8 berths · 14.2 m

From

£680

/ day

Hire Sailboat Dufour Dufour 525 Grand Large Capo d'Orlando

Capo d'Orlando

Sailboat Dufour Dufour 525 Grand Large 16m

(2007)

Skipper mandatory

Sailboat

11 people · 4 cabins · 10 berths · 15.5 m

Discount offer

Catamaran cruise with gourmet lunch and wine

Porto della Cala, Palermo, Italy

New

Catamaran cruise with gourmet lunch and wine

Skipper included

Super owner

Catamaran

6 hours · For groups of up to 8 people

From

£1,589

Villaggio San Teodoro, Italy

5.0

(36)

Exclusive day trip to Palau, Sardinia

Owner as skipper

Sailboat

8 hours · For groups of up to 8 people

Flexible cancellation

From

£574

Instant Booking

Milazzo

4.7

(9)

LOUISE @la_barca_di_canapa per una nautica più sostenibile

4 people · 4 cabins · 4 berths · 13 m

Booked 2 times in the last 24h

From

£504

/ day

Hire Sailboat Ocean Star Ocean Star 51.2 Capo d'Orlando

Capo d'Orlando

4.7

(14)

Sailboat Ocean Star Ocean Star 51.2 16m

11 people · 5 cabins · 11 berths · 16 m

Booked 1 times in the last 24h

From

£353

/ day

Catamaran cruise: discover Ortigia and Plemmirio.

Porto di Siracusa, Syracuse, Italy

5.0

(11)

Catamaran cruise: discover Ortigia and Plemmirio.

With skipper

Super owner

Catamaran

6 hours · For groups of up to 16 people

Fuel included

Flexible cancellation

From

£1,544

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

£265

Hire Sailboat Beneteau Oceanis 390 Catania

Catania

Sailboat Beneteau Oceanis 390 12m

From

£494

/ day

Palermo

4.7

(4)

Dufour 530 GL

12 people · 6 cabins · 12 berths · 18 m

From

£1,891

/ day

A 4-hour excursion from Catania to Aci Trezza to discover the coast: coastal beauty and relaxation.

Port of Catania, Catania, Italy

A 4-hour excursion from Catania to Aci Trezza to discover the coast: coastal beauty and relaxation.

With skipper

Super owner

Sailboat

4 hours · For groups of up to 8 people

Fuel included

From

£441

Capo d'Orlando

New

Sailboat Dufour 32 9m

(2026)

Skipper optional

Sailboat

6 people · 2 cabins · 6 berths · 9 m

Discount offer

Marsala

4.7

(3)

Hanse 320

8 people · 2 cabins · 6 berths · 9.6 m

From

£252

/ day

Marsala

4.4

(9)

Sailboat DUFOUR 385 GL 12m

10 people · 3 cabins · 8 berths · 11.7 m

Booked 5 times in the last 24h

From

£277

/ day

Discount offer

…

Our client reviews

4.9 / 5

Score calculated based on 729928 reviews

See all reviews

Destination Reviews

Reviews are displayed in chronological order

B

Brenna

Date of the review 20/08/2026 · Date of the rental 19/08/2026

Very beautiful area - there were specific regulations regarding where you can anchor the boat
A

Antonio

Date of the review 05/08/2026 · Date of the rental 02/08/2026

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

Date of the review 12/07/2026 · Date of the rental 05/07/2026

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 01/09/2025 · Date of the rental 25/08/2025

I would highly recommend renting your boat from here :) Staff are amazing
A

Anastasia

Date of the review 13/08/2025 · Date of the rental 08/08/2025

An unforgettable day in Marzamemi! The Giorgi 46 was in excellent condition, comfortable, spacious, and perfect for exploring the beautiful Sicilian coast. Alfonso, our skipper, was truly exceptional – professional, knowledgeable, and incredibly friendly. He made us feel at ease from the first moment, sharing fascinating local stories and taking us to stunning hidden spots we would never have found on our own. Everything was perfectly organised, from departure to return, with great attention to detail and safety. The whole experience was relaxed, luxurious, and full of memorable moments. Highly recommended for anyone visiting Sicily – we will definitely book again!
J

Jessica

Date of the review 20/07/2025 · Date of the rental 17/07/2025

We went down to Scopolo and then stoped at multiple beaches located on the coast of the nature reserve - it was beautiful!
A

Andrea

Date of the review 01/07/2024 · Date of the rental 30/06/2024

Natural and historical place full of night life, very close to Palermo Capital City, just in the middle between Cefalu' and Palermo, one hour from airport, quiet location for any age I would say, good food.Really recommended
R

Raymond

Date of the review 05/10/2022 · Date of the rental 03/10/2022

The inner city is very beautifull with great beutifull buildings, squares full of people. Nicely lit. Great restaurants.

Boats Reviews

Reviews are displayed in chronological order

Alessandro

Date of the review 05/07/2026 · Date of the rental 05/07/2026

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 29/05/2026 · Date of the rental 29/05/2026

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 07/10/2025 · Date of the rental 01/10/2025

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 25/09/2025 · Date of the rental 25/09/2025

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.
P

Paul

Date of the review 21/09/2025 · Date of the rental 18/09/2025

Marina Yacht was flexible with my arrival / return time (we were running late) and had everything we needed for an amazing rental: cooler, snorkeling equipment, ice, etc. The speakers on the boat did not work and we had a small hiccup with the engine overheating on the way out of the marina, but it recovered quickly. We did lose the top to the cooler due to the wind, so if they give you a cooler with an unsecure top, make sure to secure it to avoid a charge. Also, the bottom of the sea in that area is rocky with some large rocks that can easily steal your anchor (we lost ours in San Vito) which will cost you 70 Euro - so try to find a sandy spot to anchor.
A

Annalyse

Date of the review 16/09/2025 · Date of the rental 16/09/2025

we had the most amazing boat tour today with Francesco and Pasquale! They took us all along the stunning Taormina coast, showing us the most beautiful spots and sharing their local knowledge with so much passion. The water was crystal clear, the views were breathtaking, and the whole experience felt so relaxed and fun. Francesco and Pasquale were incredibly kind, welcoming, and made the day unforgettable. Truly one of the highlights of our trip, we can’t recommend them enough! Lots of love from the Australian crew 🇦🇺💕
J

Julian

Date of the review 10/09/2025 · Date of the rental 03/09/2025

Fabulous day out. The boat was everything we expected. Guatano was quick to respond to all messages and was helpful with our queries. Highly recommended.
Larissa

Date of the review 07/09/2025 · Date of the rental 30/08/2025

We spent a week on Manu, and it was one of the best sailing experiences we’ve ever had. It all began with Antonino thoroughly explaining the boat, sharing his knowledge of the area, and being an excellent point of contact whenever we needed advice. There were four of us, and the boat was perfectly sized for our group. As a boat it’s responsive, reliable, and made our holiday completely stress-free. I would wholeheartedly recommend Manu for your holiday in the Aeolian Islands, whether with a skipper or without.

Frequently Asked Questions about Sicily

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

The average cost of hiring a sailboat for the day in Sicily is £707. Various factors can impact 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 £245 and £1,836.

What is the price to hire a skipper for the day Sicily?

Skipper prices can differ based on the destination and the owner of the boat. In Sicily, the typical rate of a skipper is £159 per day.

How many sailboats are available for hire in Sicily?

At present, there are around 568 sailboats available for hire in Sicily. Availability is subject to seasonal changes.

What is the price of a sailboat charter in Sicily during the high season versus the low season?

The average price of chartering a sailboat in Sicily in the high season is approximately £889 per day, while they are around £356 per day in the low season.

What is included in the cost of a sailboat rental in Sicily?

In Sicily, the hiring cost for a sailboat usually includes Annex engine, Bedding provided, Annex etc.

Hire a sailboat near Sicily

In Sicily, privately owned boats are available for hire. See other boats in the area.

Hire a sailboat in Malta Book your sailing holiday in Malta now Hire a sailboat in Salerno Hire a sailboat in Amalfi Hire a sailboat in Mediterranean Sea

Hire another type of boat in Sicily

You are interested in yachts other than sailboat in Sicily?
Take a look at these yachts to charter on our website

Hire a rib in Sicily

Charter a sailing boat in Sicily

Sailing boat Beneteau Sense 55 17m

From £927 / day

Sailboat Conavi Trireme 50 16m

From £580 / day

A day to discover the province of Agrigento: Pure relaxation on the Italian Riviera

From £883

Exclusive 8-hour sailing excursion in Palermo

From £406

Sailboat Dufour 460 Grand Large 14m

From £680 / day

Sailboat Dufour Dufour 525 Grand Large 16m

Catamaran cruise with gourmet lunch and wine

From £1,589

Exclusive day trip to Palau, Sardinia

From £574

LOUISE @la_barca_di_canapa per una nautica più sostenibile

From £504 / day

Sailboat Ocean Star Ocean Star 51.2 16m

From £353 / day

Catamaran cruise: discover Ortigia and Plemmirio.

From £1,544

Sailing excursion

From £265

Sailboat Beneteau Oceanis 390 12m

From £494 / day

Dufour 530 GL

From £1,891 / day

A 4-hour excursion from Catania to Aci Trezza to discover the coast: coastal beauty and relaxation.

From £441

Sailboat Dufour 32 9m

Hanse 320

From £252 / day

Sailboat DUFOUR 385 GL 12m

From £277 / day

Destination Reviews Reviews are published without prior moderation. Learn more

Boats Reviews Reviews are published without prior moderation. Learn more

Frequently Asked Questions about Sicily

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

What is the price to hire a skipper for the day Sicily?

How many sailboats are available for hire in Sicily?

What is the price of a sailboat charter in Sicily during the high season versus the low season?

What is included in the cost of a sailboat rental in Sicily?

Hire a sailboat near Sicily

Hire another type of boat in Sicily

From

£927

/ day

From

£580

/ day

From

£883

From

£406

From

£680

/ day

From

£1,589

From

£574

From

£504

/ day

From

£353

/ day

From

£1,544

From

£265

From

£494

/ day

From

£1,891

/ day

From

£441

From

£252

/ day

From

£277

/ day

Destination Reviews

Boats Reviews