For anyone that loves sailing the length and breadth of the Caribbean, the events on the Caribbean Regatta Circuit 2025, will bring a smile and a feeling of calm and a tingling of excitement. Because the Caribbean waters are typically warm year-round, they are ideal for various types of sailing, including cross-Atlantic races.
Many countries in the Caribbean take advantage of the warm waters and stage sailing events. These events, which are marketed as week-long yacht regattas or yacht festivals, feature a range of activities over several days.
Caribbean Regatta Circuit 2025
Here is a list of the events on the 2025 Caribbean regatta circuit:
17 – 22 Jan 2025: Barbados Sailing Week
18 – 19 Jan 2025: St. Maarten Multiclass Regatta
26 – 31 Jan 2025: Grenada Sailing Week
26 Jan – 01 Feb 2025: World Martinique Cata Raid
31 Jan – 02 Feb 2025: Caribbean Multihull Challenge
07 – 09 Feb 2025: Jolly Harbour Yacht Club Valentine’s Regatta
19 Feb – 04 Mar 2025: George Town Cruising Regatta
24 – 28 Feb 2025: RORC Caribbean 600
28 Feb – 04 Mar 2025: Schoelcher International Nautical Week
06 – 09 Mar 2025: St. Maarten Heineken Regatta
12 – 16 Mar 2025: Antigua Superyacht Challenge
20 – 23 Mar 2025: St. Barths Bucket Regatta
22 – 30 Mar 2025: Dominica Yachting Festival
28 – 30 Mar 2025: St. Thomas International Regatta
31 Mar – 06 Apr 2025: BVI Spring Regatta & Sailing Festival
02- 08 Apr 2025: Antigua Classic Yacht Regatta
10 – 13 Apr 2025: St. Croix International Regatta
13 – 19 Apr 2025: Les Voiles de St. Barths
16 – 21 Apr 2025: Antigua Classic Yacht Regatta
26 April – 02 May 2025: Antigua Sailing Week
16 – 18 May 2025: STYC Invitational Regatta
07 – 08 Jun 2025: St. Croix Sunfish Open
21 Jun 2025: Lowel Wheatly Anegada Pursuit Race
21 – 23 Nov 2025: Jolly Harbour Yacht Club Annual Regatta
Barbados Sailing Week
Dates: 17 – 22 Jan 2025
Event Website: Barbados Sailing Week
St. Maarten Multiclass Regatta
Dates: 18 – 19 Jan 2025
Event Website: St. Maarten Multiclass Regatta
Grenada Sailing Week
Dates: 26 – 31 Jan 2025
Event Website: Grenada Sailing Week
World Martinique Cata Raid
Dates: 26 Jan – 01 Feb 2025
Event Website: World Martinique Cata Raid
Caribbean Multihull Challenge
Dates: 31 Jan – 02 Feb 2025
Event Website: Caribbean Multihull Challenge
Jolly Harbour Yacht Club Valentine’s Regatta
Dates: 07 – 09 Feb 2025
Event Website: Jolly Harbour Yacht Club Valentine’s Regatta
George Town Cruising Regatta
Dates: 19 Feb – 04 Mar 2025
Event Website: George Town Cruising Regatta
RORC Caribbean 600
Dates: 24 – 28 Feb 2025
Event Website: RORC Caribbean 600
Schoelcher International Nautical Week
Dates: 28 Feb – 04 Mar 2025
Event Website: https://cnschoelcher.net/
St. Maarten Heineken Regatta
Dates: 06 – 09 Mar 2025
Event Website: St. Maarten Heineken Regatta
Antigua Superyacht Challenge
Dates: 12 – 16 Mar 2025
Event Website: Antigua Superyacht Challenge
St. Barth’s Bucket Regatta
Dates: 20 – 23 Mar 2025
Event Website: St. Barth’s Bucket Regatta
Dominica Yachting Festival
Dates: 22 – 30 Mar 2025
Event Website: Dominica Yachting Festival
St. Thomas International Regatta
Dates: 28 – 30 Mar 2025
Event Website: St. Thomas International Regatta
BVI Spring Regatta & Sailing Festival
Dates: 31 Mar – 06 Apr 2025
Event Website: BVI Spring Regatta & Sailing Festival
Antigua Classic Yacht Regatta
Dates: 02- 08 Apr 2025
Event Website: Antigua Classic Yacht Regatta
St. Croix International Regatta
Dates: 10 – 13 Apr 2025
Event Website: St. Croix International Regatta
Les Voiles de St. Barths
Dates: 13 – 19 Apr 2025
Event Website: TBA
Antigua Classic Yacht Regatta
Dates: 16 – 21 Apr 2025
Event Website: Antigua Classic Yacht Regatta
Antigua Sailing Week
Dates: 26 April – 02 May 2025
Event Website: Antigua Sailing Week
STYC Invitational Regatta
Dates: 16 – 18 May 2025
Event Website: TBA
St. Croix Sunfish Open
Dates: 07 – 08 Jun 2025
Event Website: St. Croix Sunfish Open
Lowel Wheatley Anegada Pursuit Race
Date: 21 Jun 2025
Event Website: TBA
Jolly Harbour Yacht Club Annual Regatta
Dates: 21 – 23 Nov 2025
Event Website: Jolly Harbour Yacht Club Annual Regatta
Image: Barbados Tourism Marketing Inc.
Sources
Caribbean Sailing Association: 2021-2025 Caribbean Regatta Circuit
Caribbean Sailing Association: 2025 – 2029 Caribbean International Regatta Circuit
