Caribbean Sailing
GAP Year / Sabbatical Sailing
Custom Length Experiences
Availability : Year Round 19th December 2022
From£50
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Antigua Sailing Week 2024
3 training days, 6 days racing and a lay day
Availability : 26th April- 5th May 2024
From£1,375
View Details2nd Round Barbados Race 2022, 2nd In class Coastal racing
Round Barbados Sailing Week 2024
8 Days
Availability : 16th - 22th January 2024
From£900
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Grenada Sailing Week 2024
4 days racing & layday
Availability : 29/01/2024- 3/2/2024
6 days of fun and sailing frolics around the Caribbean's Spice Island of Grenada. […]
From£900
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RORC Caribbean 600 2024
10 Days including 4 days of training / prep
Availability : 14th- 24th Feb 2024
600 miles of non-stop off shore racing in the crystal waters around the islands […]
From£1,750
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St Maarten Heineken Regatta 2024
1 day of training, 4 days of racing
Availability : 1st - 5th March 2024
With 40 years of racing experience beneath their keels, this regatta is a mixed […]
From£1,250
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St Thomas International Regatta 2024
8 Days, including 4 days of training and Round the Rocks Race
Availability : 19th- 26th March 2023
Known as the “Crown Jewel” of the Caribbean racing season, this is 4 days […]
From£900
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BVI Spring Regatta 2024
1 day of training, 5 days of racing (1 layday)
Availability : 27th March- 2nd April 2024
The sheer beauty of the British Virgin Islands, the pristine crystal waters and the […]
From£900
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Les Voiles De St Barth 2024
3 days training, 6 days racing and a lay day
Availability : 13th- 22nd April 2023
With its perfect sailing conditions for competitive racing, this is not one to miss. […]
From£1,100
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Caribbean Sail Cruising & Racing
1 week - 4 months
Availability : 19 December 2022 - 30th April 2023
Have you ever fancied losing yourself among the beautiful islands of the Caribbean? Swimming […]
From£50
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