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.
38
experiences
38
experiences
5.0
Super!
Pacific Ocean: Fiji Islands
12 days - 12 nights
One departure available
September - October
€1,500
Per person
5.0
Super!
Pacific Ocean: Fiji Islands
10 days - 10 nights
3 departures available
August - September
Starting from
€1,378
Per person
4.3
Premium
Indian Ocean: Seychelles
7 days - 7 nights
68 departures available
January - December
Starting from
€1,760
€1,584
Per person
4.3
Premium
Caribbean: Grenadines & Martinique
9 days - 10 nights
48 departures available
January - December
Starting from
€1,680
€1,512
Per person - min 2 pax
4.3
Premium
Caribbean: Grenadines & Martinique
6 days - 7 nights
70 departures available
January - December
Starting from
€1,250
€1,125
Per person
4.9
Caribbean: Grenadines & Martinique
8 days - 9 nights
4 departures available
January - March
€1,750
Per person
4.3
Premium
Caribbean: Saint Martin
6 days - 7 nights
53 departures available
January - December
Starting from
€1,125
€1,013
Per person
5.0
Indian Ocean: The Maldives
11 days - 11 nights
One departure available
February
€2,650
€2,253
Per person
5.0
Indian Ocean: Seychelles
7 days - 7 nights
2 departures available
November - December
€1,450
Per person
4.8
Caribbean: Guadeloupe
6 days - 6 nights
5 departures available
February - December
€730
Per person
5.0
Indian Ocean: Seychelles
11 days - 11 nights
3 departures available
April - June
€2,400
€2,040
Per person
4.3
Premium
Caribbean: Guadeloupe
6 days - 7 nights
51 departures available
January - December
Starting from
€1,125
€1,013
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
68 reviews
Dream Grenadines Premium - 8 days on catamaran ALL INCLUSIVE with hostess/cook
06/30/2025
Beatrice S.
-
Spain
PRASLIN Dream Premium 8 days - Catamaran ALL INCLUSIVE with hostess/cook
05/9/2025
Sara Angela R.
Seychelles paradise by Catamaran
05/6/2025
Fabrizio P.
-
Italy
Exploring the Society Islands
05/6/2025
Federico F.
-
Italy
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