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
Jan
15
Thu
2026
Barbados Sailing Week @ Barbados CC
Jan 15 – Jan 18 all-day
Feb
13
Fri
2026
Jolly Harbour Valentine’s Regatta @ Jolly Harbour Yacht Club
Feb 13 – Feb 15 all-day
Mar
11
Wed
2026
Superyacht Challenge Antigua @ Antigua Yacht Club
Mar 11 – Mar 15 all-day
Mar
12
Thu
2026
St. Barths Bucket Regatta
Mar 12 – Mar 15 all-day
May
12
Tue
2026
WindWard 500 Race Series
May 12 all-day
Jan
21
Thu
2027
Barbados Sailing Week @ Barbados CC
Jan 21 – Jan 24 all-day
Feb
12
Fri
2027
Jolly Harbour Valentine’s Regatta @ Jolly Harbour Yacht Club
Feb 12 – Feb 14 all-day
Mar
10
Wed
2027
Superyacht Challenge Antigua @ Antigua Yacht Club
Mar 10 – Mar 14 all-day
Mar
18
Thu
2027
St. Barths Bucket Regatta
Mar 18 – Mar 21 all-day
May
11
Tue
2027
WindWard 500 Race Series
May 11 all-day
Jan
20
Thu
2028
Barbados Sailing Week @ Barbados CC
Jan 20 – Jan 23 all-day
Feb
11
Fri
2028
Jolly Harbour Valentine’s Regatta @ Jolly Harbour Yacht Club
Feb 11 – Feb 13 all-day
Mar
2
Thu
2028
St. Maarten Heineken Regatta @ St. Maarten Yacht Club
Mar 2 – Mar 5 all-day
Mar
8
Wed
2028
Superyacht Challenge Antigua @ Antigua Yacht Club
Mar 8 – Mar 12 all-day
Mar
16
Thu
2028
St. Barths Bucket Regatta
Mar 16 – Mar 19 all-day

© Caribbean Sailing Association 2018