Charter a sailing boat 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

Lipari: Sailboat Jeanneau Sun Odissey 45 14m

10 people · With skipper

New

+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

Discover Aeolian Islands on a full-day sailing trip

Aeolian Islands: Discover Aeolian Islands on a full-day sailing trip

9 hours · 8 people · With skipper

4.9

(14)

From

$478

Capo d'Orlando: Catamaran Lagoon LAGOON 38 11m

12 people · With or without a captain

New

Classic S&S Pedigree: Zuanelli 40 – The Italian Tartan 40 Sisters

Lipari: Classic S&S Pedigree: Zuanelli 40 – The Italian Tartan 40 Sisters

10 people · Without captain

New

From

$683

/ day

Lipari: Sailboat Dufour 460 Grand Large 14m

12 people · With skipper

5.0

(6)

From

$802

/ day

Full-Day Boat Tour – Taormina & East Sicily Coast

Marina di Riposto, Riposto: Full-Day Boat Tour – Taormina & East Sicily Coast

8 hours · 18 people · With skipper

From

$3,348

Instant Booking

Spend a 6h sailing around Palermo on a sailboat

Palermo: Spend a 6h sailing around Palermo on a sailboat

6 hours · 8 people · With skipper

5.0

(15)

From

$598

Furnari: Sailboat Dufour 41 12m

10 people · Without captain

New

From

$430

/ day

Capo d'Orlando: Sailboat Ocean Star Ocean Star 51.2 16m

11 people · With or without a captain

4.7

(13)

From

$462

/ day

Trapani: Jeanneau 449

8 people · Without captain

4.2

(3)

Palermo: Sailboat Artmare Morgana 40 12m

7 people · With skipper

4.8

(29)

From

$444

/ day

Capo d'Orlando: Dufour 530 Artemide

12 people · With or without a captain

Capo d'Orlando: Sailboat Hanse 360 11m

8 people · With or without a captain

New

Catania: Sailboat Beneteau Cyclades 43.4 13m

12 people · With skipper

5.0

(5)

From

$683

/ day

Experience the beauty of western Sicily aboard a stunning 19.6-meter classic gulet

Trapani: Experience the beauty of western Sicily aboard a stunning 19.6-meter classic gulet

15 people · With skipper

5.0

(6)

From

$1,111

/ day

Palermo: Sunset Yacht Experience

8 people · With skipper

5.0

(15)

From

$513

/ day

…

Our client reviews

4.9 / 5

Score calculated based on 670554 reviews

See all reviews

Destination Reviews

Reviews are displayed in chronological order

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
R

Raymond

Date of the review 10/5/22 · Date of the rental 10/3/22

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

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.
P

Paul

Date of the review 9/21/25 · Date of the rental 9/18/25

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 9/16/25 · Date of the rental 9/16/25

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 9/10/25 · Date of the rental 9/3/25

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 9/7/25 · Date of the rental 8/30/25

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.
M

Max

Date of the review 9/2/25 · Date of the rental 8/26/25

Carlo was excellent - extremely kind and accommodating, even when our baby was screaming. Took us to great swimming spots and gave enough information without overstepping. Would definitely recommend.
C

Chiara

Date of the review 8/22/25 · Date of the rental 8/21/25

We have enjoyed very much our day on the boat with Giuseppe. The boat is beautiful, spacious and with all comforts you need. Giuseppe is a great skipper and a very pleasant person. We highly recommend this experience and would love to do it again soon.

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 $739. 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 $338 and $3,316.

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 541 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 $706 per day, while they are around $435 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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Charter a sailing boat in Sicily

From $666 / day

From $342 / day

From $464

From $478

From $683 / day

From $802 / day

From $3,348

From $598

From $430 / day

From $462 / day

From $444 / day

From $683 / day

From $1,111 / day

From $513 / 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 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

$666

/ day

From

$342

/ day

From

$464

From

$478

From

$683

/ day

From

$802

/ day

From

$3,348

From

$598

From

$430

/ day

From

$462

/ day

From

$444

/ day

From

$683

/ day

From

$1,111

/ day

From

$513

/ day

Destination Reviews

Boats Reviews