
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.
33
experiences

4.8
Super!
Caribbean: Guadeloupe
7 days - 7 nights
2 departures available
January - March
€850
Per person

4.8
Super!
Caribbean: Guadeloupe
6 days - 6 nights
3 departures available
February - December
€730
Per person

4.3
Premium
Caribbean: Grenadines & Martinique
6 days - 7 nights
52 departures available
January - December
Starting from
€1,250
€1,125
Per person

5.0
Super!
Thailand: Phuket, Krabi and Phi Phi Islands
7 days - 7 nights
One departure available
December
€1,450
€1,378
Per person

5.0
Super!
Indian Ocean: The Maldives
11 days - 11 nights
One departure available
February
€2,650
Per person

5.0
Super!
Indian Ocean: Seychelles
11 days - 11 nights
3 departures available
April - June
Starting from
€2,400
€2,040
Per person

5.0
Super!
Indian Ocean: The Maldives
11 days - 11 nights
One departure available
February - March
€2,650
Per person

4.3
Premium
Caribbean: Grenadines & Martinique
9 days - 10 nights
34 departures available
January - December
Starting from
€1,680
€1,512
Per person - min 2 pax

5.0
Caribbean: Grenadines & Martinique
11 days - 11 nights
One departure available
December
€1,559
Per person

5.0
Caribbean: Guadeloupe
7 days - 7 nights
18 departures available
January - December
Starting from
€1,272
Per person - min 2 pax

4.3
Premium
Pacific Ocean: French Polynesia
10 days - 10 nights
23 departures available
January - December
Starting from
€2,330
€2,097
Per person - min 2 pax

4.9
Caribbean: Grenadines & Martinique
8 days - 9 nights
2 departures available
February - March
€1,750
Per person
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.
Find out before you book who's waiting for you on board
Find out more about the skipper and travellers who have already booked the holiday, to find out more about the
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
71 reviews
GRENADINES Paradise - 10 days on a catamaran with hostess FULL BOARD
10/28/2025
Anne-Marie G.
-
Curaçao
From the Fiji Islands to New Zealand: a unique adventure
10/4/2025
Christoph M.
-
Germany
Discovering the Fiji Islands: a paradise on earth
09/8/2025
Sara R.
-
Italy
GRENADINES Paradise - Week on a catamaran with hostess FULL BOARD
06/30/2025
Beatrice S.
-
Spain
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