Sailing Holidays and Catamaran Cruises to Exotic Destinations
Hidden lagoons, unnamed islands, and skies without borders: your adventure of nature, wonder, and freedom begins where the maps end. Sail through remote atolls, coral reefs, and palm trees brushing the ocean. Dive into crystal-clear waters teeming with colorful fish, explore deserted beaches, and listen to the silence of the tropics under the stars. Every bay is a new marvel. Every day, a new adventure in a dreamlike setting.
32
experiences
4.8
Super!
Caribbean: Guadeloupe
6 days - 6 nights
2 departures available
February - March
€730
Per person
4.8
Super!
Caribbean: Guadeloupe
7 days - 7 nights
One departure available
March
€850
Per person
4.9
Super!
Caribbean: Grenadines & Martinique
8 days - 9 nights
One departure available
February - March
€1,750
Per person
4.3
Premium
Caribbean: Grenadines & Martinique
6 days - 7 nights
48 departures available
January - December
Starting from
€1,250
€1,125
Per person - min 2 pax
4.3
Premium
Caribbean: Grenadines & Martinique
9 days - 10 nights
32 departures available
February - December
Starting from
€1,680
€1,512
Per person - min 2 pax
4.3
Premium
Caribbean: Saint Martin
6 days - 7 nights
38 departures available
January - December
Starting from
€1,125
€1,013
Per person - min 2 pax
5.0
Indian Ocean: Seychelles
11 days - 11 nights
3 departures available
April - June
Starting from
€2,400
€2,040
Per person
5.0
Caribbean: Guadeloupe
7 days - 7 nights
15 departures available
February - August
Starting from
€1,272
Per person - min 2 pax
4.3
Premium
Pacific Ocean: French Polynesia
10 days - 10 nights
21 departures available
January - December
Starting from
€2,330
€2,097
Per person - min 2 pax
4.7
Indian Ocean: Seychelles
7 days - 7 nights
One departure available
April - May
€1,900
€1,700
Per person
5.0
Indian Ocean: The Maldives
11 days - 11 nights
One departure available
February
€2,650
Per person
4.3
Premium
Caribbean: Guadeloupe
6 days - 7 nights
37 departures available
January - December
Starting from
€1,125
€1,013
Per person - min 2 pax
Why book a holiday with Sailsquare?
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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 - Sailing Holidays and Catamaran Cruises to Exotic Destinations
84 reviews
GRENADINES Paradise - Week on a catamaran with hostess FULL BOARD
01/26/2026
Sabrina B.
-
Italy
GRENADINES Paradise - Week on a catamaran with hostess FULL BOARD
01/19/2026
Elena B.
-
Italy
GRENADINES Paradise - Week on a catamaran with hostess FULL BOARD
01/17/2026
Paola C.
-
Italy
New Year's Eve 2026 discovering the Lesser Antilles by catamaran
01/15/2026
Deborah C.
-
Italy
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