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Extraordinary sailing adventures for everyone
Browse trips chosen by sailors for sailors - no signup needed
Vetted operators only
Secure booking
Trusted by 50,000+ sailors
18 Trips
Location
Training
Experience Level
Dates
Intermediate & Beginner
Training
RYA Day Skipper Practical
United Kingdom • Europe
Next: 26 - 30 October 2026
From
—
9 dates available
Runs Oct - Mar
Beginner
Training
RYA Competent Crew
United Kingdom • Europe
Next: 28 October - 1 November 2026
From
—
9 dates available
Runs Oct - Mar
Intermediate & Advanced
Training
Double Handed and Race Skipper Coaching on Sunfasts (Solent)
United Kingdom • Europe
Next: 31 October - 1 November 2026
From
—
1 date available
Runs in Oct
Yachtmaster
Advanced
Training
RYA Yachtmaster Prep Course & Exam
United Kingdom • Europe
Next: 2 - 7 November 2026
From
—
2 dates available
Runs in Nov
Any Experience
Training
Croisière Formation FFV dans les Grenadines
Martinique • Caribbean
Next: 7 - 14 November 2026
From
—
15 dates available
Runs Nov - May
Mile Builder
Any Experience
Training
Sailing the Tropical Trail
Bermuda & U.S. Virgin Islands • Caribbean
Next: 13 - 23 November 2026
From
US$7,550
1 date available
Runs in Nov
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Extraordinary sailing adventures for everyone
Browse trips chosen by sailors for sailors - no signup needed
Vetted operators only
Secure booking
Trusted by 50,000+ sailors
18 trips found
List
Map
Location
Training
Experience Level
Dates
Intermediate & Beginner
Training
RYA Day Skipper Practical
United Kingdom • Europe
Next: 26 - 30 October 2026
From
—
9 dates available
Runs Oct - Mar
Beginner
Training
RYA Competent Crew
United Kingdom • Europe
Next: 28 October - 1 November 2026
From
—
9 dates available
Runs Oct - Mar
Intermediate & Advanced
Training
Double Handed and Race Skipper Coaching on Sunfasts (Solent)
United Kingdom • Europe
Next: 31 October - 1 November 2026
From
—
1 date available
Runs in Oct
Yachtmaster
Advanced
Training
RYA Yachtmaster Prep Course & Exam
United Kingdom • Europe
Next: 2 - 7 November 2026
From
—
2 dates available
Runs in Nov
Any Experience
Training
Croisière Formation FFV dans les Grenadines
Martinique • Caribbean
Next: 7 - 14 November 2026
From
—
15 dates available
Runs Nov - May
Mile Builder
Any Experience
Training
Sailing the Tropical Trail
Bermuda & U.S. Virgin Islands • Caribbean
Next: 13 - 23 November 2026
From
US$7,550
1 date available
Runs in Nov
Mile Builder
Any Experience
Training
Wind & Waves Seminar
U.S. Virgin Islands • Caribbean
Next: 3 - 7 December 2026
From
US$3,850
2 dates available
Runs in Dec
Mile Builder
Any Experience
Training
Caribbean Offshore Challenge
U.S. Virgin Islands & Grenada • Caribbean
Next: 14 - 23 January 2027
From
US$5,250
1 date available
Runs in Jan
Mile Builder
Any Experience
Training
Windward to Leeward Training
Sint Maarten • Caribbean
Next: 30 January - 6 February 2027
From
US$5,200
1 date available
Runs in Jan
Mile Builder
Any Experience
Training
To The South
Sint Maarten & Grenada • Caribbean
Next: 27 February - 6 March 2027
From
US$4,550
1 date available
Runs in Feb
Any Experience
Training
Eastern Caribbean Passage
Grenada & Sint Maarten • Caribbean
Next: 12 - 20 March 2027
From
US$4,850
1 date available
Runs in Mar
Beginner & Intermediate
Training
Test Trip
French Polynesia • Asia-Pacific
Next: 20 - 27 March 2027
From
—
2 dates available
Runs Mar - Apr
Mile Builder
Any Experience
Training
Caribbean Offshore Intensive
Sint Maarten & Grenada • Caribbean
Next: 27 March - 3 April 2027
From
US$4,850
1 date available
Runs in Mar
Mile Builder
Any Experience
Training
Rum & Ruins Passage
Sint Maarten • Caribbean
Next: 10 - 17 April 2027
From
US$4,850
1 date available
Runs in Apr
Mile Builder
Any Experience
Training
North Atlantic Intensive
Sint Maarten & Bermuda • Caribbean
Next: 6 - 15 May 2027
From
US$7,750
1 date available
Runs in May
Mile Builder
Any Experience
Training
Gulf Stream Intensive
Bermuda & United States • Americas
Next: 21 - 29 May 2027
From
US$5,850
1 date available
Runs in May
Mile Builder
Any Experience
Training
The Portuguese Coast Passage
Portugal • Europe
Next: 13 - 21 August 2027
From
US$4,440
US$5,550
20% off
1 date available
Runs in Aug
Mile Builder
Any Experience
Training
The Atlantic Islands Passage
Portugal & Spain • Europe
Next: 1 - 10 October 2027
From
US$7,950
1 date available
Runs in Oct
See All
