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Enjoy a Sicily (Italy) holiday aboard a boat
120 reviews
Experience a Sicily holiday where you can enjoy the best that Italy and the Mediterranean has to offer.
Choose from 44 experiences
Show more experiences
Upcoming plans to sail in Sicily
Place Start Plazas Price
Capo d'Orlando,
From 28 Mar to 4 Apr (2026)
28 Mar
8 days
6 More information Reserve for 659€
Capo d'Orlando,
From 28 Mar to 4 Apr (2026)
28 Mar
8 days
6 More information Reserve for 650€
Alcamo,
From 3 Apr to 10 Apr (2026)
3 Apr
8 days
6 More information Reserve for 495€
Capo d'Orlando,
From 4 Apr to 11 Apr (2026)
4 Apr
8 days
6 More information Reserve for 659€
Capo d'Orlando,
From 4 Apr to 11 Apr (2026)
4 Apr
8 days
6 More information Reserve for 650€
Capo d'Orlando,
From 18 Apr to 25 Apr (2026)
18 Apr
8 days
6 More information Reserve for 659€
Capo d'Orlando,
From 18 Apr to 25 Apr (2026)
18 Apr
8 days
6 More information Reserve for 650€
Capo d'Orlando,
From 25 Apr to 2 May (2026)
25 Apr
8 days
6 More information Reserve for 659€
Capo d'Orlando,
From 25 Apr to 2 May (2026)
25 Apr
8 days
6 More information Reserve for 650€
Lipari,
From 2 May to 9 May (2026)
2 May
8 days
6 More information Reserve for 621€
Furnari,
From 9 May to 16 May (2026)
9 May
8 days
8 More information Reserve for 600€
Capo d'Orlando,
From 9 May to 16 May (2026)
9 May
8 days
6 More information Reserve for 769€
Capo d'Orlando,
From 9 May to 16 May (2026)
9 May
8 days
6 More information Reserve for 849€
Marsala,
From 9 May to 16 May (2026)
9 May
8 days
8 More information Reserve for 945€
Lipari,
From 9 May to 16 May (2026)
9 May
8 days
6 More information Reserve for 621€
Furnari,
From 16 May to 23 May (2026)
16 May
8 days
8 More information Reserve for 600€
Capo d'Orlando,
From 16 May to 23 May (2026)
16 May
8 days
6 More information Reserve for 779€
Capo d'Orlando,
From 16 May to 23 May (2026)
16 May
8 days
6 More information Reserve for 869€
Marsala,
From 16 May to 23 May (2026)
16 May
8 days
8 More information Reserve for 945€
Lipari,
From 16 May to 23 May (2026)
16 May
8 days
6 More information Reserve for 621€
Furnari,
From 23 May to 30 May (2026)
23 May
8 days
8 More information Reserve for 600€
Capo d'Orlando,
From 23 May to 30 May (2026)
23 May
8 days
6 More information Reserve for 789€
Capo d'Orlando,
From 23 May to 30 May (2026)
23 May
8 days
6 More information Reserve for 889€
Marsala,
From 23 May to 30 May (2026)
23 May
8 days
6 More information Reserve for 990€
Lipari,
From 23 May to 30 May (2026)
23 May
8 days
6 More information Reserve for 711€
Milazzo, Sicilia
From 29 May to 5 Jun (2026)
29 May
8 days
6 More information Reserve for 612€
Furnari,
From 30 May to 6 Jun (2026)
30 May
8 days
8 More information Reserve for 600€
Capo d'Orlando,
From 30 May to 6 Jun (2026)
30 May
8 days
6 More information Reserve for 790€
Marsala,
From 30 May to 6 Jun (2026)
30 May
8 days
8 More information Reserve for 990€
Lipari,
From 30 May to 6 Jun (2026)
30 May
8 days
6 More information Reserve for 621€
Capo d'Orlando,
From 31 May to 6 Jun (2026)
31 May
7 days
7 More information Reserve for 1,430€
Milazzo, Sicilia
From 5 Jun to 12 Jun (2026)
5 Jun
8 days
6 More information Reserve for 612€
Furnari,
From 6 Jun to 13 Jun (2026)
6 Jun
8 days
8 More information Reserve for 600€
Lipari,
From 6 Jun to 13 Jun (2026)
6 Jun
8 days
6 More information Reserve for 621€
Capo d'Orlando,
From 7 Jun to 13 Jun (2026)
7 Jun
7 days
7 More information Reserve for 1,430€
Milazzo, Sicilia
From 12 Jun to 19 Jun (2026)
12 Jun
8 days
6 More information Reserve for 612€
Furnari,
From 13 Jun to 20 Jun (2026)
13 Jun
8 days
8 More information Reserve for 600€
Marsala,
From 13 Jun to 20 Jun (2026)
13 Jun
8 days
8 More information Reserve for 990€
Lipari,
From 13 Jun to 20 Jun (2026)
13 Jun
8 days
6 More information Reserve for 711€
Milazzo, Sicilia
From 19 Jun to 26 Jun (2026)
19 Jun
8 days
6 More information Reserve for 612€
Furnari,
From 20 Jun to 27 Jun (2026)
20 Jun
8 days
8 More information Reserve for 600€
Marsala,
From 20 Jun to 27 Jun (2026)
20 Jun
8 days
8 More information Reserve for 990€
Lipari,
From 20 Jun to 27 Jun (2026)
20 Jun
8 days
6 More information Reserve for 711€
Furnari,
From 27 Jun to 4 Jul (2026)
27 Jun
8 days
8 More information Reserve for 600€
Marsala,
From 27 Jun to 4 Jul (2026)
27 Jun
8 days
8 More information Reserve for 1,080€
Lipari,
From 27 Jun to 4 Jul (2026)
27 Jun
8 days
6 More information Reserve for 711€
Furnari,
From 4 Jul to 11 Jul (2026)
4 Jul
8 days
5 More information Reserve for 700€
Marsala,
From 4 Jul to 11 Jul (2026)
4 Jul
8 days
8 More information Reserve for 1,080€
Lipari,
From 4 Jul to 11 Jul (2026)
4 Jul
8 days
6 More information Reserve for 828€
Furnari,
From 11 Jul to 18 Jul (2026)
11 Jul
8 days
8 More information Reserve for 700€
Marsala,
From 11 Jul to 18 Jul (2026)
11 Jul
8 days
8 More information Reserve for 1,170€
Lipari,
From 11 Jul to 18 Jul (2026)
11 Jul
8 days
6 More information Reserve for 828€
Furnari,
From 18 Jul to 25 Jul (2026)
18 Jul
8 days
8 More information Reserve for 700€
Marsala,
From 18 Jul to 25 Jul (2026)
18 Jul
8 days
8 More information Reserve for 1,170€
Lipari,
From 18 Jul to 25 Jul (2026)
18 Jul
8 days
6 More information Reserve for 828€
Furnari,
From 25 Jul to 1 Aug (2026)
25 Jul
8 days
8 More information Reserve for 700€
Marsala,
From 25 Jul to 1 Aug (2026)
25 Jul
8 days
10800 More information Reserve for 1,260€
Lipari,
From 25 Jul to 1 Aug (2026)
25 Jul
8 days
6 More information Reserve for 828€
Furnari,
From 1 Aug to 8 Aug (2026)
1 Aug
8 days
8 More information Reserve for 800€
Marsala,
From 1 Aug to 8 Aug (2026)
1 Aug
8 days
8 More information Reserve for 1,260€
Lipari,
From 1 Aug to 8 Aug (2026)
1 Aug
8 days
6 More information Reserve for 981€
Palermo, Sicilia
From 4 Aug to 7 Aug (2026)
4 Aug
4 days
6 More information Reserve for 371€
Palermo, Sicilia
From 7 Aug to 10 Aug (2026)
7 Aug
4 days
6 More information Reserve for 371€
Furnari,
From 8 Aug to 15 Aug (2026)
8 Aug
8 days
8 More information Reserve for 800€
Marsala,
From 8 Aug to 15 Aug (2026)
8 Aug
8 days
6 More information Reserve for 1,350€
Lipari,
From 8 Aug to 15 Aug (2026)
8 Aug
8 days
6 More information Reserve for 981€
Palermo, Sicilia
From 10 Aug to 13 Aug (2026)
10 Aug
4 days
6 More information Reserve for 371€
Palermo, Sicilia
From 13 Aug to 16 Aug (2026)
13 Aug
4 days
6 More information Reserve for 371€
Furnari,
From 15 Aug to 22 Aug (2026)
15 Aug
8 days
8 More information Reserve for 800€
Marsala,
From 15 Aug to 22 Aug (2026)
15 Aug
8 days
8 More information Reserve for 1,350€
Lipari,
From 15 Aug to 22 Aug (2026)
15 Aug
8 days
6 More information Reserve for 981€
Palermo, Sicilia
From 16 Aug to 19 Aug (2026)
16 Aug
4 days
6 More information Reserve for 371€
Palermo, Sicilia
From 19 Aug to 22 Aug (2026)
19 Aug
4 days
6 More information Reserve for 371€
Furnari,
From 22 Aug to 29 Aug (2026)
22 Aug
8 days
8 More information Reserve for 800€
Marsala,
From 22 Aug to 29 Aug (2026)
22 Aug
8 days
8 More information Reserve for 1,170€
Palermo, Sicilia
From 22 Aug to 25 Aug (2026)
22 Aug
4 days
6 More information Reserve for 371€
Lipari,
From 22 Aug to 29 Aug (2026)
22 Aug
8 days
6 More information Reserve for 981€
Palermo, Sicilia
From 25 Aug to 28 Aug (2026)
25 Aug
4 days
6 More information Reserve for 371€
Furnari,
From 29 Aug to 5 Sep (2026)
29 Aug
8 days
8 More information Reserve for 700€
Marsala,
From 29 Aug to 5 Sep (2026)
29 Aug
8 days
8 More information Reserve for 1,080€
Lipari,
From 29 Aug to 5 Sep (2026)
29 Aug
8 days
6 More information Reserve for 828€
Furnari,
From 5 Sep to 12 Sep (2026)
5 Sep
8 days
8 More information Reserve for 700€
Capo d'Orlando,
From 5 Sep to 12 Sep (2026)
5 Sep
8 days
6 More information Reserve for 790€
Marsala,
From 5 Sep to 12 Sep (2026)
5 Sep
8 days
8 More information Reserve for 1,080€
Lipari,
From 5 Sep to 12 Sep (2026)
5 Sep
8 days
6 More information Reserve for 801€
Lipari, ME
From 5 Sep to 12 Sep (2026)
5 Sep
8 days
4 More information Reserve for 600€
Furnari,
From 12 Sep to 19 Sep (2026)
12 Sep
8 days
8 More information Reserve for 700€
Capo d'Orlando,
From 12 Sep to 19 Sep (2026)
12 Sep
8 days
6 More information Reserve for 775€
Marsala,
From 12 Sep to 19 Sep (2026)
12 Sep
8 days
8 More information Reserve for 990€
Lipari,
From 12 Sep to 19 Sep (2026)
12 Sep
8 days
6 More information Reserve for 711€
Furnari,
From 19 Sep to 26 Sep (2026)
19 Sep
8 days
8 More information Reserve for 700€
Capo d'Orlando,
From 19 Sep to 26 Sep (2026)
19 Sep
8 days
6 More information Reserve for 750€
Marsala,
From 19 Sep to 26 Sep (2026)
19 Sep
8 days
8 More information Reserve for 990€
Lipari,
From 19 Sep to 26 Sep (2026)
19 Sep
8 days
6 More information Reserve for 621€
Furnari,
From 26 Sep to 3 Oct (2026)
26 Sep
8 days
8 More information Reserve for 700€
Capo d'Orlando,
From 26 Sep to 3 Oct (2026)
26 Sep
8 days
6 More information Reserve for 699€
Marsala,
From 26 Sep to 3 Oct (2026)
26 Sep
8 days
8 More information Reserve for 945€
Furnari,
From 3 Oct to 10 Oct (2026)
3 Oct
8 days
8 More information Reserve for 700€
Capo d'Orlando,
From 3 Oct to 10 Oct (2026)
3 Oct
8 days
6 More information Reserve for 699€
Furnari,
From 10 Oct to 17 Oct (2026)
10 Oct
8 days
8 More information Reserve for 700€
Show all dates
User reviews about Sicily holidays
5.00/5
Average grade
8
Valuations
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!
Read more
Peppe, a super captain with a kind heart and manner. Fantastic crew. Fantastic experience.
We'll see each other again soon.
Read more
It was a pleasure of getting to know the beautiful Italian Islands and especially enjoying the wonderful ambience onboard.
Read more
My first sailing holiday, and Giampiero and Raffaella were fantastic. They made me feel safe and comfortable, always choosing the best spots to make me feel at ease. Kind, attentive, and welcoming. A special experience!
Read more
A fantastic experience with Giampiero and Raffaella!!! It wasn't my first sailing holiday, but I felt truly pampered every step of the way with them. Giampiero is a professional, kind, and attentive skipper! The boat was impeccable, and Raffaella provided top-notch service. Complete relaxation, an experience I'll repeat!
Read more
A great trip! Aroa and Carlos are charming and they treated us great. The journey was very beautiful, it definitely leaves you wanting more.
A highly recommended experience!
Read more
See more opinions
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