Races / Regattas / Cruising Rallies in Caribbean & Central America
Antigua Classic Yacht Regatta
- Antigua and Barbuda
The magical combination of serious racing, laid-back Antiguan hospitality, plenty of rum, sunshine, and great camaraderie in a friendly relaxed atmosphere, places the Antigua Classic Yacht Regatta in a class of its own.
Bequia Easter Regatta
- Saint / St.Vincent & The Grenadines
Bequia’s Easter Regatta is famous for its unique blend of top-class yacht racing, thrilling local ‘double-ender’ boat racing, and the warm, small-island hospitality that is Bequia’s trademark.
St. Barth’s Bucket Regatta
- St. Barth’s / St Barth’s / Saint Barth’s / St Barth / STB
The St. Barth’s Bucket is an annual invitational race open to sailing yachts of 100'+. One of the most popular events on the Superyacht calendar.
St. Maarten Heineken Regatta
- St. Maarten / St. Martin / Sint Maarten / Saint Martin / St Maarten / SXM
A much loved Regatta in St. Maarten, in early March every year.
The Superyacht Challenge - Antigua
- Antigua and Barbuda
A superyacht regatta where the focus is on sailing & fun!
RORC Caribbean 600
- Antigua and Barbuda
The RORC Caribbean 600 is an excitingly epic 600-mile offshore race that takes competitors around some of the most beautiful islands of the Caribbean, with the start off English Harbour.
Antigua Sailing Week
- Antigua and Barbuda
As Antigua’s largest sailing event, the 57th Sailing week in 2025 promises to be exciting and well - reviewed.
Antigua to Bermuda Race
- Antigua and Barbuda
An exhilarating 935 nm “Blue water” Ocean Race organized in May 2025 by the Royal Bermuda Yacht Club in conjunction with Antigua Sailing week.
Antigua Yacht Club Annual Laser & Optimist Open
- Antigua and Barbuda
22-23 March, 2025
Antigua Yacht Club Round the Island Race
- Antigua and Barbuda
This world-famous race held in January 2025, is open to keel boats and superyachts.
ARC Rallies - World Cruising Club
- Grenada, Saint Lucia / St. Lucia
The World Cruising Club organises a series of highly popular and epic rallies for cruising yachts around the world.
Barbados Sailing Week
- Barbados
The island’s biggest annual Regatta week, Barbados Sailing Week runs from Friday 10th to Wednesday 22nd January 2025.
BVI Spring Regatta
- British Virgin Islands / BVI
The BVI Spring Regatta is hosted annually by the Nanny Cay Marina.
Caribbean Multihull Challenge
- St. Maarten / St. Martin / Sint Maarten / Saint Martin / St Maarten / SXM
A Regatta in St. Maarten dedicated exclusively to multihull yachts.
Grenada Sailing Week
- Grenada
The popular Grenada Sailing Week regatta is scheduled to run again in 2025.
