Yacht Racing, Sailing Regattas & Events

Sunsail Yacht Racing

At Sunsail, we want everyone to enjoy their sailing as much as we do and there’s if you love the thrill of the chase, then add a twist to your charter and join in the racing. Throughout the year Sunsail not only runs inter-industry regattas and organizes our own events, but we also have a high profile at a number of renowned open events. Get on board as crew with a hired Sunsail Skipper or charter your own yacht and join in an exciting experience of a lifetime event.

In the Caribbean, United Kingdom, the Mediterranean, and throughout the Far East, join Sunsail and immerse yourself in the heart of the action. The social side of regatta sailing is great fun wherever you choose to race. If you want to come and join us for fun, competitive and exhilarating experience then choose Sunsail for the ultimate thrill out on the water.



Heineken Regatta

The St. Maarten Heineken Regatta is four days of world-class racing in idyllic conditions appealing to a broad range of tastes. The regatta’s race committees provide custom-tailored racing for the thousands of sailors from more than 35 countries that come to race.

Antigua Sailing Week

Antigua Sailing Week is a yacht regatta held at Nelson’s Dockyard, St. Johns, and is one of Antigua’s most notable events. Founded in 1967, it is cited as one of the top regattas in the world and attracts an average 100 – 200 yachts, 1500 participants and 5000 spectators on average annually.

BVI Spring Regatta

The BVI Spring Regatta and Sailing Festival is one of the Caribbean’s premier annual racing events. It has developed a reputation for serious competition and serious partying – Seven days of perfect wind, warm water, and hot racing!

Grenada Sailing Week

The location of this event in one of the Caribbean’s cleanest, safest and friendliest islands, where racers and cruisers are made to feel extremely welcome by all. Offering a challenging mix of sailing conditions and with more boats participating every year, the regatta continues to grow by adding more racing classes, and better courses customised to specific class needs with separate start and finish boats for increased efficiency. The regatta is quickly being established as a “must-do” regatta in the Caribbean racing circuit.

Tahiti Pearl Regatta

The Tahiti Pearl Regatta provides a healthy dose of friendly competition in a tropical paradise. The four-day Tahiti Pearl Regatta attracts an average of 30 yachts, both local and international, racing in and out of the numerous islands and lagoons dotted around this stunning and varied sailing area.

Phuket Kings Cup

Since its inception in 1987, the Phuket King’s Cup Regatta has grown to become Asia’s premier yacht racing event. King’s Cup races are always hard fought affairs, although the atmosphere off the course is usually very relaxed and there is great camaraderie amongst participants. After each race, participants enjoy post race parties hosted by race sponsors. With drinks at crew-friendly prices and ample space to gather, the atmosphere of these post race gatherings is difficult to resist.

Helly Hansen Sailing World Regatta Series

Helly Hansen Sailing World Regatta Series is a multi-city sailboat racing circuit held throughout the United States. The overall Helly Hansen NOOD Championship takes place in the beautiful British Virgin Islands.

Seychelles Challenge

The Seychelles Challenge is a 7-day, 6-night Seychelles active holiday experience featuring daily sailing challenges around the iconic Seychelles Islands. This specially curated island experience is coupled with official functions and daily prize-giving ceremonies hosted at exotic locations on the Seychelles Islands.

Worldwide sailing events calendar

US EventsWhere?Date
St. Petersburg Power and Sailboat ShowSt. PetersburgJan 18 – 21, 2024
Discover Boating Miami International Boat ShowMiami, USAFeb 14 – 18, 2024 
Annapolis Boat ShowMD, USAOct 12 – 15, 2023
Ft. Lauderdale International Boat ShowFt. LauderdaleOct 30 – Nov 3, 2024 

Worldwide RegattasWhere?Date
Grenada Sailing WeekGrenadaJanuary
St. Maarten Heineken RegattaSt. MartinFeb – March
BVI Spring RegattaBVIApril
Antigua Sailing WeekAntiguaApril
Tahiti Pearl RegattaTahitiMay
Seychelles RegattaSeychellesJuly
Helly Hansen Sailing World Regatta SeriesBVIOctober
Phuket Kings CupPhuketNov – Dec

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