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.
28
experiences
28
experiences
4.8
Super!
Italy: Aegadian islands
7 days - 7 nights
4 departures available
August - October
Starting from
€950
Per person
4.6
Italy: Northern Sardinia
7 days - 7 nights
5 departures available
July - September
Starting from
€1,040
€988
Per person
4.8
Super!
Italy: Aegadian islands
7 days - 7 nights
One departure available
July
€1,350
€1,215
Per person
4.7
Premium
Italy: Northern Sardinia
7 days - 7 nights
9 departures available
August - November
Starting from
€1,455
€1,382
Per person
5.0
Super!
Italy: Tuscany
7 days - 6 nights
2 departures available
July - August
Starting from
€1,300
Per person
4.9
Italy: Tuscany
7 days - 6 nights
One departure available
August
€1,573
Per person
4.8
Super!
Italy: Naples & Amalfi Coast
3 days - 2 nights
5 departures available
July - October
Starting from
€1,800
Per person
4.8
Super!
Italy: Southern Sardinia
7 days - 7 nights
3 departures available
August - September
Starting from
€850
Per person
4.6
Italy: Northern Sardinia
3 days - 3 nights
2 departures available
July - September
Starting from
€660
Per person
4.8
Italy: Aegadian islands
7 days - 7 nights
One departure available
August - September
€1,300
Per person
Italy: Aeolian Islands
7 days - 7 nights
One departure available
August - September
€1,250
Per person
Italy: Naples & Amalfi Coast
5 days - 4 nights
4 departures available
September
Starting from
€650
€585
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.
Get onboard solo, with your family or your friends
Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.
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Sailing holidays that suit all budgets
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
668 reviews
The magic of the Egadi Islands aboard a brand new catamaran
07/16/2025
Roberta M.
-
Italy
Dream sailing on a fully-equipped catamaran
07/16/2025
Alessia P.
-
Italy
North Sardinia and South Corsica by catamaran with flybridge
07/14/2025
francesca f.
-
Italy
Magical Aeolian Islands by catamaran
07/14/2025
Ciro C.
-
Italy
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