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.
27
experiences
4.4
Premium
Caribbean: Grenadines & Martinique
6 days - 7 nights
68 departures available
January - December
Starting from
€1,250
€1,125
Per person - min 2 pax
5.0
Super!
Pacific Ocean: French Polynesia
13 days - 13 nights
One departure available
October - November
€2,090
Per person
5.0
Super!
Pacific Ocean: French Polynesia
11 days - 11 nights
One departure available
July - August
Starting from
€1,790
Per person
4.4
Caribbean: Grenadines & Martinique
20 days - 20 nights
One departure available
November - December
€3,900
Per person
4.4
Premium
Caribbean: Saint Martin
6 days - 7 nights
44 departures available
January - December
Starting from
€1,125
Per person - min 2 pax
4.4
Premium
Caribbean: Grenadines & Martinique
9 days - 10 nights
47 departures available
January - December
Starting from
€1,680
€1,260
Per person - min 2 pax
4.4
Premium
Caribbean: BVI - British Virgin Islands
6 days - 7 nights
48 departures available
January - December
Starting from
€1,250
Per person - min 2 pax
4.4
Premium
Caribbean: Guadeloupe
6 days - 7 nights
55 departures available
January - December
Starting from
€1,205
€904
Per person - min 2 pax
4.4
Premium
Caribbean: Bahamas
6 days - 7 nights
50 departures available
January - December
Starting from
€1,815
€1,634
Per person - min 2 pax
5.0
Caribbean: Guadeloupe
7 days - 7 nights
One departure available
August
Starting from
€1,484
Per person - min 2 pax
4.4
Premium
Thailand: Phuket, Krabi and Phi Phi Islands
7 days - 7 nights
5 departures available
August - September
Starting from
€1,785
€1,339
Per person - min 2 pax
4.4
Premium
Pacific Ocean: French Polynesia
10 days - 10 nights
12 departures available
January - December
Starting from
€2,330
€2,097
Per person - min 2 pax
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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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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
97 reviews
Discovering the Tuamotu Islands and the Leeward Islands - 21 Days
06/18/2026
Jean-christophe S.
-
FR
ST. BARTH & ST. MARTIN Paradise - Catamaran cruise with hostess FULL BOARD
06/8/2026
Daniel L.
-
US
GRENADINES Paradise - Week on a catamaran with hostess FULL BOARD
05/18/2026
David B.
-
MQ
GRENADINES Paradise - Week on a catamaran with hostess FULL BOARD
05/9/2026
Giorgia P.
-
IT
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