
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.
18
experiences

4.9
Italy: Aegadian islands
7 days - 7 nights
2 departures available
September - October
Starting from
€950
Per person

4.7
Premium
Italy: Northern Sardinia
7 days - 7 nights
39 departures available
April - November
Starting from
€1,640
€1,558
Per person - min 2 pax

5.0
Super!
Italy: Liguria
3 days - 2 nights
One departure available
September
€212
Per person

4.8
Super!
Italy: Aegadian islands
7 days - 7 nights
One departure available
September
€850
Per person

4.8
Super!
Italy: Tuscany
7 days - 7 nights
2 departures available
September
€850
Per person

4.5
Premium
Italy: Naples & Amalfi Coast
6 days - 7 nights
26 departures available
May - October
Starting from
€1,320
€1,056
Per person - min 2 pax

4.6
Italy: Naples & Amalfi Coast
5 days - 4 nights
One departure available
September
€620
€558
Per person

4.9
Italy: Aeolian Islands
7 days - 7 nights
4 departures available
September - October
€980
Per person

Italy: Liguria
1 day - 0 nights
18 departures available
September - October
Starting from
€71
Per person

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

4.9
Italy: Aeolian Islands
6 days - 7 nights
One departure available
September
€945
Per person

4.7
Italy: Naples & Amalfi Coast
3 days - 3 nights
One departure available
September
€590
Per person
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80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.
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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
1019 reviews
Summer 2026 - Catamaran week in the Pontine Islands
09/6/2026
Maurizio M.
-
IT
Sail to the Aeolian Islands with an experienced crew on a catamaran!
09/6/2026
Lorenzo A.
-
IT
The Aeolian Islands aboard a fantastic Catamaran with Stewardess
09/6/2026
Natalia C.
-
IT
Sail to the Aeolian Islands with an experienced crew on a catamaran!
09/5/2026
serena s.
-
IT
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