Race Calendar – All Events in Date Order

Race Calendar – All Events in Date Order

May
13
Tue
2025
WindWard 500 Race Series
May 13 all-day
May
16
Fri
2025
STYC Invitational Regatta @ St. Thomas Yacht Club
May 16 – May 18 all-day
Feb
13
Fri
2026
Jolly Harbour Valentine’s Regatta @ Jolly Harbour Yacht Club
Feb 13 – Feb 15 all-day
Mar
26
Thu
2026
St. Thomas International Regatta @ St. Thomas Yacht Club
Mar 26 – Mar 31 all-day
May
12
Tue
2026
WindWard 500 Race Series
May 12 all-day
Jan
23
Sat
2027
Pineapple Cup Montego Bay Race @ Montego Bay Yacht Club
Jan 23 – Jan 29 all-day
Feb
12
Fri
2027
Jolly Harbour Valentine’s Regatta @ Jolly Harbour Yacht Club
Feb 12 – Feb 14 all-day
Mar
27
Sat
2027
St. Thomas International Regatta @ St. Thomas Yacht Club
Mar 27 – Mar 28 all-day
May
11
Tue
2027
WindWard 500 Race Series
May 11 all-day
Feb
11
Fri
2028
Jolly Harbour Valentine’s Regatta @ Jolly Harbour Yacht Club
Feb 11 – Feb 13 all-day
Mar
23
Thu
2028
St. Thomas International Regatta @ St. Thomas Yacht Club
Mar 23 – Mar 27 all-day

© Caribbean Sailing Association 2018