Boat holidays in Sicily

Choose from 8 experiences

790€

per spot

Sailing holiday in Sicily, Aeolian Islands

Port of departure: Tonnarella, ME, Italy

Next departure: 5 september · 3 dates available

790€
From 980€

per spot

Discovering the Aeolian Islands on a large, new Bali 5.4 catamaran

Port of departure: Capo d'Orlando, Mesina, Italy

Next departure: 19 september · 3 dates available

From 980€
From 690€

per spot

Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.

Port of departure: Porto Pignataro, Lipari

2 reviews

Next departure: 12 september · 1 dates available

From 690€
From 890€

per spot

Sailing for a week in the Aeolian Islands

Port of departure: Lipari, ME, Italy

8 reviews

Next departure: 5 september

From 890€
Cancel free up to 15 days before

650€
585€

per spot

Navigation through the Egadi Islands

Port of departure: Balestrate, PA, Sicilia, Italy

Next departure: 6 september

650€ 585€
From 699€

per spot

Sicily - "Aeolian Islands"

Port of departure: Capo d’Orlando, Messina, Italy

2 reviews

Next departure: 12 september · 4 dates available

From 699€
From 950€

per spot

The Egadi Islands aboard a brand new catamaran

Port of departure: Marsala, Trapani, Italie

3 reviews

Next departure: 26 september · 1 dates available

From 950€
From 650€

per spot

Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo

Port of departure: San Vito Lo Capo, TP, Italy

5 reviews

Next departure: 12 september · 2 dates available

From 650€

Upcoming sailing holidays in Sicily:

Place	Start	Plazas		Price
Capo d'Orlando,	From 5 Sep to 12 Sep 5 Sep 8 days	0	More information	No availability More information
Lipari,	From 5 Sep to 12 Sep 5 Sep 8 days	0	More information	No availability More information
Lipari,	From 5 Sep to 12 Sep 5 Sep 8 days	4	More information	Reserve for 990€ More information
,	From 5 Sep to 12 Sep 5 Sep 8 days	0	More information	No availability More information
Tonnarella,	From 5 Sep to 12 Sep 5 Sep 8 days	6	More information	Reserve for 790€ More information
Alcamo,	From 6 Sep to 13 Sep 6 Sep 8 days	3	More information	Reserve for 585€ More information
Capo d'Orlando,	From 12 Sep to 19 Sep 12 Sep 8 days	4	More information	Reserve for 775€ More information
Lipari,	From 12 Sep to 19 Sep 12 Sep 8 days	6	More information	Reserve for 790€ More information
Lipari,	From 12 Sep to 19 Sep 12 Sep 8 days	0	More information	No availability More information
,	From 12 Sep to 19 Sep 12 Sep 8 days	8	More information	Reserve for 750€ More information
Tonnarella,	From 12 Sep to 19 Sep 12 Sep 8 days	0	More information	No availability More information
Tonnarella,	From 12 Sep to 19 Sep 12 Sep 8 days	2	More information	Reserve for 1,050€ More information
Capo d'Orlando,	From 19 Sep to 26 Sep 19 Sep 8 days	4	More information	Reserve for 750€ More information
Marsala,	From 19 Sep to 26 Sep 19 Sep 8 days	0	More information	No availability More information
Lipari,	From 19 Sep to 26 Sep 19 Sep 8 days	6	More information	Reserve for 690€ More information
Tonnarella,	From 19 Sep to 26 Sep 19 Sep 8 days	2	More information	Reserve for 890€ More information
Capo d'Orlando,	From 19 Sep to 26 Sep 19 Sep 8 days	8	More information	Reserve for 980€ More information
Capo d'Orlando,	From 26 Sep to 3 Oct 26 Sep 8 days	6	More information	Reserve for 699€ More information
Marsala,	From 26 Sep to 3 Oct 26 Sep 8 days	8	More information	Reserve for 950€ More information
Capo d'Orlando,	From 26 Sep to 3 Oct 26 Sep 8 days	10	More information	Reserve for 980€ More information
Capo d'Orlando,	From 3 Oct to 10 Oct 3 Oct 8 days	4	More information	Reserve for 699€ More information
,	From 3 Oct to 10 Oct 3 Oct 8 days	8	More information	Reserve for 700€ More information
Capo d'Orlando,	From 3 Oct to 10 Oct 3 Oct 8 days	10	More information	Reserve for 980€ More information
Capo d'Orlando,	From 10 Oct to 17 Oct 10 Oct 8 days	4	More information	Reserve for 699€ More information
,	From 10 Oct to 17 Oct 10 Oct 8 days	8	More information	Reserve for 650€ More information
Capo d'Orlando,	From 10 Oct to 17 Oct 10 Oct 8 days	10	More information	Reserve for 980€ More information
Marsala,	From 28 Aug to 4 Sep (2027) 28 Aug 8 days	8	More information	Reserve for 1,100€ More information

Show all dates

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User reviews about Boat holidays in Sicily

5.00/5

Average grade

Valuations

Graciela May of 2026

Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo

A very nice and recommended experience. Jo and Andrea were lovely, always attentive, close and aware that we were all well and enjoyed the trip.

The sailboat was very well kept and clean. In addition, I was traveling alone and I was very grateful for the family atmosphere they created. Thank you, Jo and Andrea

Bet August of 2023

Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.

They have been wonderful days despite the bad weather, we have felt safe with Giacomo at all times. Giacomo and Laura are charming hosts, Laura's cuisine is spectacular, the surroundings are unbeatable and the navigation, despite being short due to the weather, is very pleasant. We recommend it for sure!

Rosa K. September of 2024

Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.

As Good as It Gets - It doesn't get any better than this! A wonderful trip with Giacomo, who is not only a very pleasant, humorous, fun-loving and experienced skipper, but also accompanied us on great island trips....
His well-organized tour is highly recommended all around.!!!

Pilar June of 2026

Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo

It has been wonderful, the ship and its commanders, their kindness, availability and adaptation to the group
The
beautiful islands, the incredible sea, the great group and I'll be back for sure to experience that beauty. Totally recommended

simona July of 2025

The Egadi Islands aboard a brand new catamaran

Peppe, a super captain with a kind heart and manner. Fantastic crew. Fantastic experience.
We'll see each other again soon.

Samuel May of 2026

Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo

Honestly, I would give this ten stars if I could… Jo & Andrea are not only seasoned sailors offering a unique way to enjoy the Egadi islands, they are also wonderful human beings who make you feel like family. For anyone looking for the BEST way to see NW Sicily, don’t hesitate! Grazie ragazzi!

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