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
- 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.
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.
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 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.
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.
BVI Spring Regatta
- British Virgin Islands / BVI
BVI Spring Regatta is hosted annually by the Nanny Cay Marina in 2025 it will be held from March 31st –April 6th.
BVI Spring Regatta
- British Virgin Islands / BVI
BVI Spring Regatta March 231st – April 6th 2025 Website: https://bvispringregatta.org/
Barbados Sailing Week
- Barbados
Barbados Sailing Week runs from Friday 10th to Wednesday 22nd January 2025.
Caribbean Multihull Challenge
- St. Maarten / St. Martin / Sint Maarten / Saint Martin / St Maarten / SXM
A Regatta in St. Maarten dedicated exclusively to multihull yachts.
