
Holidays, Cruises, and Catamaran Trips in Italy
The unique experience of sailing on a catamaran, with its spacious layout and exceptional comfort, combined with the chance to explore Italian coasts accessible only by sea and share moments with new friends, makes every holiday unforgettable. Treat yourself to a vacation where you wake up in a bay and enjoy breakfast surrounded by the beauty of the sea.
12
experiences

New
Italy: Liguria
1 day - 0 nights
18 departures available
November
€75
Per person

4.4
Premium
Italy: Northern Sardinia
6 days - 7 nights
23 departures available
May - October
Starting from
€1,525
€1,373
Per person - min 2 pax

5.0
Italy: Tuscany
7 days - 6 nights
6 departures available
June - August
Starting from
€1,132
Per person

4.8
Italy: Naples & Amalfi Coast
5 days - 4 nights
One departure available
December - January
€570
Per person

4.8
Italy: Pontine Islands
7 days - 7 nights
6 departures available
July - September
Starting from
€962
€866
Per person

New
Premium
Italy: Northern Sardinia
7 days - 7 nights
11 departures available
June - October
Starting from
€2,200
Per person

4.8
Italy: Naples & Amalfi Coast
7 days - 7 nights
4 departures available
June - July
Starting from
€1,150
€1,035
Per person

4.4
Premium
Italy: Naples & Amalfi Coast
6 days - 7 nights
25 departures available
May - October
Starting from
€1,495
€1,346
Per person - min 2 pax

4.3
Italy: Campania
7 days - 7 nights
One departure available
June - July
€1,150
Per person

3.6
Italy: Aegadian islands
6 days - 7 nights
One departure available
May - June
€1,050
Per person

4.6
Premium
Italy: Northern Sardinia
7 days - 7 nights
31 departures available
April - November
Starting from
€1,820
€1,729
Per person - min 2 pax

4.9
Italy: Aegadian islands
7 days - 7 nights
15 departures available
June - September
Starting from
€1,100
Per person
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On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.
Reviews - Holidays, Cruises, and Catamaran Trips in Italy
1068 reviews
Aeolian Islands in a big and new catamaran: sea, sun, relaxation
10/4/2026
Loredana T.
-
IT
Aeolian Islands on a catamaran, professional skipper/hostess, what else?
10/1/2026
Federica P.
Weekend catamaran in Portovenere and Cinque Terre
09/29/2026
Coretta P.
-
IT
Cous Cous Festival tra le Egadi e San Vito Lo Capo in Catamarano
09/29/2026
Sergio V.
-
IT
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