Rent a sailboat in Sicily

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Top trending boats in Sicily

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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

(37)

+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

Palermo

New

Sailboat Dufour 41 12m

(2026)

Without captain

Sailboat

8 people · 3 cabins · 8 berths · 12 m

Special offer

Rental Catamaran LAGOON 400 Capo d'Orlando

Capo d'Orlando

4.9

(4)

Lagoon 400 - Maisha

12 people · 4 cabins · 8 berths · 12 m

From

$726

/ day

Trapani, Free municipal consortium of Trapani, Italy

5.0

(11)

9-hour private sailing trip to Trapani

Owner as skipper

Superowners

Sailboat

9 hours · For groups of up to 10 people

Flexible cancellation

From

$923

Porto Arenella, Palermo, Italy

4.8

(37)

Sailing excursion

Owner as skipper

Superowners

Sailboat

4 hours · For groups of up to 7 people

From

$346

Rental Sailboat Dufour Dufour 390 Castellammare del Golfo

Castellammare del Golfo

New

Sailboat Dufour Dufour 390 12m

12 people · 3 cabins · 7 berths · 11.9 m

Flexible cancellation

From

$396

/ day

Rental Sailboat Dufour 360 Capo d'Orlando

Capo d'Orlando

New

Sailboat Dufour 360 10m

(2021)

Without captain

Sailboat

8 people · 3 cabins · 8 berths · 10 m

Special offer

Palermo from the Sea on a Luxury Yacht, Exclusive Tour - Eight Hours Sailing Between Mondello, Capo Gallo, and Isola delle Femmine

Marina di Villa Igiea, Palermo, Italy

5.0

(5)

Palermo from the Sea on a Luxury Yacht, Exclusive Tour - Eight Hours Sailing Between Mondello, Capo Gallo, and Isola delle Femmine

Skipper included

Superowners

Sailboat

8 hours · For groups of up to 18 people

Fuel included

From

$2,296

Instant Booking

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

Free municipal consortium 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

$1,096

Marsala

4.4

(9)

Sailboat DUFOUR 385 GL 12m

10 people · 3 cabins · 8 berths · 11.7 m

From

$247

/ day

Special offer

Rental Sailboat Cantieri navali Saponara Custom Metropolitan city of Catania

Metropolitan city of Catania

New

M/Y Paxos

14 people · 4 cabins · 9 berths · 18 m

Fuel included

Flexible cancellation

From

$1,846

/ day

Trapani, Free municipal consortium of Trapani, Italy

Full-day catamaran excursion to Trapani

With skipper

Superowners

Catamaran

8 hours 30 minutes · For groups of up to 18 people

From

$4,113

Enjoy a day at sea in Lampedusa on a sailboat

Lampedusa, Italy

5.0

(1)

Enjoy a day at sea in Lampedusa on a sailboat

Owner as skipper

Superowners

Sailboat

12 hours · For groups of up to 6 people

Fuel included

Flexible cancellation

From

$1,154

Sikelia Experience - Experience the Sea of Palermo: Sailing Experience with Gourmet Lunch or Dinner

Molo Trapezoidale, Palermo, Italy

4.8

(5)

Sikelia Experience - Experience the Sea of Palermo: Sailing Experience with Gourmet Lunch or Dinner

Skipper included

Superowners

Sailboat

6 hours · For groups of up to 12 people

Fuel included

From

$1,015

Spend 6 hours sailing around Palermo on a sailboat

Metropolitan City of Palermo, Italy

5.0

(16)

Spend 6 hours sailing around Palermo on a sailboat

Owner as skipper

Superowners

Sailboat

6 hours · For groups of up to 8 people

Fuel included

From

$750

Catamaran cruise with gourmet lunch and wine

Porto della Cala, Palermo, Italy

New

Catamaran cruise with gourmet lunch and wine

Skipper included

Superowners

Catamaran

6 hours · For groups of up to 8 people

From

$2,077

…

Our client reviews

4.8 / 5

Score calculated based on 750523 reviews

See all reviews

Destination Reviews

Reviews are displayed in chronological order

Piotr

Date of the review 9/22/26 · Date of the rental 9/20/26

Castellammare del Golfo is a lovely town with a great selection of restaurants, and I found everything I needed here. It’s also an excellent base for exploring places like Palermo, Trapani and Erice, San Vito Lo Capo, or Cefalù. I’d definitely love to come back here again someday.
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

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
A

Anastasia

Date of the review 8/13/25 · Date of the rental 8/8/25

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 7/20/25 · Date of the rental 7/17/25

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 7/1/24 · Date of the rental 6/30/24

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

Boats Reviews

Reviews are displayed in chronological order

Sandy

Date of the review 10/5/26 · Date of the rental 9/29/26

Carlo was great. We saw things that we have never seen before. The sunsets and volcanos were amazing. We would definitely sail with him again. Thank you!
F

Freddie

Date of the review 9/27/26 · Date of the rental 9/5/26

Great experience and really lovely welcome from the team. Fun easy to manage boat to take out. Highly recommend.
V

Valerie

Date of the review 9/13/26 · Date of the rental 9/8/26

Amazing time! There were 9 adults and we had plenty of room. Salvo I was very friendly and accommodating. We will definitely rent from him again when we return to Sicily!
Simon

Date of the review 8/26/26 · Date of the rental 8/26/26

Very nice Experience, easy comunication and great introduction to the boat, felt very safe in the whole process.
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.

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 $1,172. 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 $240 and $3,993.

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

The cost of hiring a skipper can differ based on the boat's destination and owner. In Sicily, the typical rate of a skipper is $100 per day.

How many sailboats are available for rental in Sicily?

Currently, there are approximately 560 sailboats available for rental in Sicily. The number may change depending on the season.

How much does a sailboat charter cost in Sicily in the high season versus the low season?

The average price of chartering a sailboat in Sicily in the high season is approximately $1,723 per day, while they are around $397 per day in the low season.

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

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

Rent a sailboat near Sicily

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

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Rent another type of boat in Sicily

If you want to rent something different from the sailboat in Sicily?
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Rent a sailboat in Sicily

Exclusive 8-hour sailing excursion in Palermo

From $448

Explore Mondello, Malflorio, and Capo Gallo in Half a Day

From $1,558

Dufour 350

From $330 / day

Sailboat Dufour 41 12m

Lagoon 400 - Maisha

From $726 / day

9-hour private sailing trip to Trapani

From $923

Sailing excursion

From $346

Sailboat Dufour Dufour 390 12m

From $396 / day

Sailboat Dufour 360 10m

Palermo from the Sea on a Luxury Yacht, Exclusive Tour - Eight Hours Sailing Between Mondello, Capo Gallo, and Isola delle Femmine

From $2,296

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

From $1,096

Sailboat DUFOUR 385 GL 12m

From $247 / day

M/Y Paxos

From $1,846 / day

Full-day catamaran excursion to Trapani

From $4,113

Enjoy a day at sea in Lampedusa on a sailboat

From $1,154

Sikelia Experience - Experience the Sea of Palermo: Sailing Experience with Gourmet Lunch or Dinner

From $1,015

Spend 6 hours sailing around Palermo on a sailboat

From $750

Catamaran cruise with gourmet lunch and wine

From $2,077

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 price of renting a sailboat for a day in Sicily?

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

How many sailboats are available for rental in Sicily?

How much does a sailboat charter cost in Sicily in the high season versus the low season?

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

Rent a sailboat near Sicily

Rent another type of boat in Sicily

From

$448

From

$1,558

From

$330

/ day

From

$726

/ day

From

$923

From

$346

From

$396

/ day

From

$2,296

From

$1,096

From

$247

/ day

From

$1,846

/ day

From

$4,113

From

$1,154

From

$1,015

From

$750

From

$2,077

Destination Reviews

Boats Reviews