Race Calendar – All Events in Date Order

Race Calendar – All Events in Date Order

Mar
20
Thu
2025
St. Barths Bucket Regatta
Mar 20 – Mar 23 all-day
Mar
27
Thu
2025
St. Thomas International Regatta @ St. Thomas Yacht Club
Mar 27 – Mar 31 all-day
Mar
31
Mon
2025
BVI Spring Regatta & Sailing Festival @ Royal BVI Yacht Club
Mar 31 – Apr 6 all-day
Apr
13
Sun
2025
Les Voiles de St. Barths @ St. Barths Yacht Club
Apr 13 – Apr 19 all-day
Apr
16
Wed
2025
Antigua Classic Yacht Regatta @ Antigua Yacht Club
Apr 16 – Apr 21 all-day
Apr
26
Sat
2025
Antigua Sailing Week @ Antigua Yacht Club
Apr 26 – May 2 all-day

Basic CMYKYachts from all over the world will arrive in English and Falmouth Harbour to participate in the one of the world’s major sailing events, Antigua Sailing Week on the last Sunday of April each year. From small beginnings this regatta has developed over more than 45 years to become one of the preeminent yacht racing events in the Caribbean and one of the most prestigious worldwide.

Over 100 yachts participate each year, ranging in size from 24 feet to over 100 feet. The Regatta attracts serious racing boats including state-of-the-art, high-tech racing machines along with a variety of performance cruising and cruising boats.

Visit www.sailingweek.com for more information.

 

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May
6
Tue
2025
Antigua to Bermuda Race
May 6 all-day
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
Nov
21
Fri
2025
Jolly Harbour Yacht Club Annual Regatta
Nov 21 – Nov 23 all-day
Jan
4
Sun
2026
RORC Transatlantic @ Grenada
Jan 4 all-day
Jan
15
Thu
2026
Barbados Sailing Week @ Barbados CC
Jan 15 – Jan 18 all-day
Jan
20
Tue
2026
Barbados to Grenada offshore Race
Jan 20 all-day
Jan
25
Sun
2026
Grenada Sailing Week @ Grenada Sailing Association
Jan 25 – Jan 30 all-day
Jan
29
Thu
2026
Caribbean Multihull Challenge
Jan 29 – Feb 1 all-day
Feb
13
Fri
2026
Jolly Harbour Valentine’s Regatta @ Jolly Harbour Yacht Club
Feb 13 – Feb 15 all-day
Feb
17
Tue
2026
RORC Caribbean 600 @ Antigua Yacht Club
Feb 17 – Feb 27 all-day
Mar
5
Thu
2026
St. Maarten Heineken Regatta @ St. Maarten Yacht Club
Mar 5 – Mar 8 all-day
Mar
11
Wed
2026
Superyacht Challenge Antigua @ Antigua Yacht Club
Mar 11 – Mar 15 all-day
Mar
19
Thu
2026
St. Barths Bucket Regatta
Mar 19 – Mar 22 all-day
Mar
26
Thu
2026
St. Thomas International Regatta @ St. Thomas Yacht Club
Mar 26 – Mar 31 all-day
Mar
30
Mon
2026
BVI Spring Regatta & Sailing Festival @ Royal BVI Yacht Club
Mar 30 – Apr 5 all-day
Apr
12
Sun
2026
Les Voiles de St. Barths @ St. Barths Yacht Club
Apr 12 – Apr 18 all-day
Apr
15
Wed
2026
Antigua Classic Yacht Regatta @ Antigua Yacht Club
Apr 15 – Apr 20 all-day
Apr
26
Sun
2026
Antigua Sailing Week @ Antigua Yacht Club
Apr 26 – May 2 all-day

Basic CMYKYachts from all over the world will arrive in English and Falmouth Harbour to participate in the one of the world’s major sailing events, Antigua Sailing Week on the last Sunday of April each year. From small beginnings this regatta has developed over more than 45 years to become one of the preeminent yacht racing events in the Caribbean and one of the most prestigious worldwide.

Over 100 yachts participate each year, ranging in size from 24 feet to over 100 feet. The Regatta attracts serious racing boats including state-of-the-art, high-tech racing machines along with a variety of performance cruising and cruising boats.

Visit www.sailingweek.com for more information.

 

Save

May
5
Tue
2026
Antigua to Bermuda Race
May 5 all-day
May
12
Tue
2026
WindWard 500 Race Series
May 12 all-day
Nov
20
Fri
2026
Jolly Harbour Yacht Club Annual Regatta
Nov 20 – Nov 22 all-day
Jan
3
Sun
2027
RORC Transatlantic @ Grenada
Jan 3 all-day
Jan
21
Thu
2027
Barbados Sailing Week @ Barbados CC
Jan 21 – Jan 24 all-day
Jan
23
Sat
2027
Pineapple Cup Montego Bay Race @ Montego Bay Yacht Club
Jan 23 – Jan 29 all-day
Jan
26
Tue
2027
Barbados to Grenada offshore Race
Jan 26 all-day
Jan
31
Sun
2027
Grenada Sailing Week @ Grenada Sailing Association
Jan 31 – Feb 5 all-day
Feb
4
Thu
2027
Caribbean Multihull Challenge
Feb 4 – Feb 7 all-day
Feb
12
Fri
2027
Jolly Harbour Valentine’s Regatta @ Jolly Harbour Yacht Club
Feb 12 – Feb 14 all-day
Feb
16
Tue
2027
RORC Caribbean 600 @ Antigua Yacht Club
Feb 16 – Feb 26 all-day
Mar
4
Thu
2027
St. Maarten Heineken Regatta @ St. Maarten Yacht Club
Mar 4 – Mar 7 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
Mar
27
Sat
2027
St. Thomas International Regatta @ St. Thomas Yacht Club
Mar 27 – Mar 28 all-day
Mar
29
Mon
2027
BVI Spring Regatta & Sailing Festival @ Royal BVI Yacht Club
Mar 29 – Apr 4 all-day
Apr
11
Sun
2027
Les Voiles de St. Barths @ St. Barths Yacht Club
Apr 11 – Apr 17 all-day
Apr
14
Wed
2027
Antigua Classic Yacht Regatta @ Antigua Yacht Club
Apr 14 – Apr 19 all-day
Apr
24
Sat
2027
Antigua Sailing Week @ Antigua Yacht Club
Apr 24 – Apr 30 all-day

Basic CMYKYachts from all over the world will arrive in English and Falmouth Harbour to participate in the one of the world’s major sailing events, Antigua Sailing Week on the last Sunday of April each year. From small beginnings this regatta has developed over more than 45 years to become one of the preeminent yacht racing events in the Caribbean and one of the most prestigious worldwide.

Over 100 yachts participate each year, ranging in size from 24 feet to over 100 feet. The Regatta attracts serious racing boats including state-of-the-art, high-tech racing machines along with a variety of performance cruising and cruising boats.

Visit www.sailingweek.com for more information.

 

Save

May
4
Tue
2027
Antigua to Bermuda Race
May 4 all-day
May
11
Tue
2027
WindWard 500 Race Series
May 11 all-day
Nov
19
Fri
2027
Jolly Harbour Yacht Club Annual Regatta
Nov 19 – Nov 21 all-day
Jan
7
Fri
2028
RORC Transatlantic @ Grenada
Jan 7 all-day
Jan
20
Thu
2028
Barbados Sailing Week @ Barbados CC
Jan 20 – Jan 23 all-day
Jan
30
Sun
2028
Grenada Sailing Week @ Grenada Sailing Association
Jan 30 – Feb 4 all-day
Feb
3
Thu
2028
Caribbean Multihull Challenge
Feb 3 – Feb 6 all-day
Feb
11
Fri
2028
Jolly Harbour Valentine’s Regatta @ Jolly Harbour Yacht Club
Feb 11 – Feb 13 all-day
Feb
15
Tue
2028
RORC Caribbean 600 @ Antigua Yacht Club
Feb 15 – Feb 25 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
Mar
23
Thu
2028
St. Thomas International Regatta @ St. Thomas Yacht Club
Mar 23 – Mar 27 all-day
Mar
27
Mon
2028
BVI Spring Regatta & Sailing Festival @ Royal BVI Yacht Club
Mar 27 – Apr 2 all-day
Apr
9
Sun
2028
Les Voiles de St. Barths @ St. Barths Yacht Club
Apr 9 – Apr 15 all-day
Apr
13
Thu
2028
Antigua Classic Yacht Regatta @ Antigua Yacht Club
Apr 13 – Apr 17 all-day
Apr
23
Sun
2028
Antigua Sailing Week @ Antigua Yacht Club
Apr 23 – Apr 30 all-day

Basic CMYKYachts from all over the world will arrive in English and Falmouth Harbour to participate in the one of the world’s major sailing events, Antigua Sailing Week on the last Sunday of April each year. From small beginnings this regatta has developed over more than 45 years to become one of the preeminent yacht racing events in the Caribbean and one of the most prestigious worldwide.

Over 100 yachts participate each year, ranging in size from 24 feet to over 100 feet. The Regatta attracts serious racing boats including state-of-the-art, high-tech racing machines along with a variety of performance cruising and cruising boats.

Visit www.sailingweek.com for more information.

 

Save

Nov
17
Fri
2028
Jolly Harbour Yacht Club Annual Regatta
Nov 17 – Nov 19 all-day

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