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Caribbean Regatta Preview: April to October

Regatta season doesn’t stop when the winter finishes. The spring, summer and fall all feature racing events that offer a mix of competition, camaraderie and celebration.


April 7-12
Oyster Regatta – Antigua 2014:
Scheduled to follow the celebrations marking the finale of the Oyster World Rally, this regatta will welcome over 35 yachts. Entries include five 80-footers, one 100ft superyacht and six triple award-winning 625s. “Oyster Regattas are run on a ‘hands on’ basis by our staff and, with the emphasis on fun, include parties and social functions every evening, not just for owners but also for their crew and friends,” explains UK-based communications manager, Samantha Kirk. www.oystermarine.com


Les Voiles de Saint Barth. Photo: © Les Voiles de Saint Barth
Les Voiles de Saint Barth. Photo: © Les Voiles de Saint Barth

April 14-19
Les Voiles de St. Barth:
Over 60 yachts are expected including eight maxis, three IRC 52s, and today’s finest cruising racers such as Swans, Grand Soleil and X Yachts. New are lots of short courses for more tactical legs. “The racing is what any boat could ask for: varied courses, professional and competitive,” explains organizer Annalisa Gee. “Then, when the teams come to shore, we spoil them rotten with fun events and everything super Frenchy, sexy and high quality.” www.lesvoilesdesaintbarth.com


Bequia Easter Regatta
Bequia Easter Regatta

April 17-21
Bequia Easter Regatta:
“The usual mix of great racing, daily prize-giving and parties, plus plenty to entertain onshore organized by the community is what makes this regatta so much fun,” says secretary of the host Bequia Sailing Club, Nicola Redway. “Many boats have raced here before, so it’s like a big reunion.” Racers, cruisers, J24 and Surprise classes as well as local fishing boats compete. www.begos.com/easterregatta


April 17-22
Antigua Classic Yacht Regatta:
The 130ft J Class Rainbow, 60ft schooner Mistress and Spirit Yachts Dido, Happy Forever and Nazgul of Fordell are registered to race in this the largest classic yacht regatta in the region. “We are expecting around 60-plus entries,” says press officer, Ginny Field. The Parade of Classics on April 20th is not to miss! antiguaclassics.com


April 18-21
Montego Bay Yacht Club Easter Regatta:
This regatta has come to be known in the sailing community, says MBYC vice commodore, Lynda Langford, “as a perfect weekend of fun-filled sailing, where, at our All Comers race, everyone, regardless of yacht size or class of boat, is equal at the line!” There’s also single-handed racing and fleet racing, plus a Pico race and Easter Egg Hunt ashore for juniors. www.montegobayyachtclub.com


Antigua Sailing Week. Photo: Paul Wyeth/pwpictures.com
Antigua Sailing Week. Photo: Paul Wyeth/pwpictures.com

April 27-May 2
Antigua Sailing Week:
The Guadeloupe to Antigua Race on April 25th and Yachting World Round Antigua Race on April 26th, get sailors in the mood for the main event. Over 100 yachts, including a hoped-for Oyster class, are expected to race in ASW. New this year, says organizer Alison Sly-Adams, “the Tuesday night party will move back to Shirley Heights Lookout. There will also be a street party on Thursday night where the Wadadli Grill will come alive and ensure everyone enjoys a fantastic evening of authentic Antiguan food and culture.” www.sailingweek.com


May 1-4
West Indies Regatta:
Eight to ten entries from Carriacou, Grenada, Union Island, St. Lucia, Antigua, Nevis and Anguilla are expected to sail in this St. Barths-based event that celebrates the dying art of Caribbean boatbuilding. This year, the regatta coincides with the arrival of the Transat boats from France. “There will be an artisanal market again, live music and much more,” says organizer, Alexis Andrews. westindiesregatta.com


May 7-11
Triskell Guadeloupe & Dominica Tour:
Chartered and private yachts enjoy a five-day four-island hop that is a regatta for experienced sailors and a rally for those who want to sailing along and enjoy the parties. www.triskellcup.com


May 9-11 (Provisional Dates)
Anguilla Regatta:
Locally-built and production boats compete in round the buoys and round the island races. Proceeds benefit the Anguilla Youth Sailing Club. www.anguillaregatta.com 


May 15-18
Barbados May Regatta:
Raced out of Carlisle Bay, classes open to competitors include spinnaker and non-spinnaker racing, cruising, multi-hull and one-design J/24. www.sailbarbados.com


May 16-18 or May 23-25 (Provisional Dates)
Captain Oliver’s Regatta:
Over 30 boats are expected to race in several classes out of St. Martin’s Oyster Pond. regatta.yolasite.com


May 23-25
Foxy’s Wooden Boat Regatta: 
The 40th anniversary debuts the Jost Van Dyke Preservation Society’s sloop Endeavor. “We hope to have a full class of local Tortola sloops including Moonbeam, Youth Instructor, Seamoon and Intrepid, all racing with Endeavor,” explains commodore of the host West End Yacht Club, Martin van Houten. ‘Classic Plastic’ or production boats 30-plus years old are the majority of the entries. The relaxed venue with prizes for all makes for a fun weekend. [email protected]


June 16-22
International Optimist Regatta:
A clinic, team race and three-day fleet race gives juniors a real Opti-tunity to win trophies and improve their sailing skills. Over 100 seven to 15-year-old sailors from the Caribbean, U.S. and Europe are expected. Charters are available from McLaughlin Boat Words. www.styc.net


August 1-4
Carriacou Regatta:
Some 60 boats will race in this the biggest and oldest work boat regatta in the region. “The waters are ideal for sailing, the food is good, the people are friendly, the atmosphere is always festive, and it’s a safe and relaxing weekend for visitors,” says organizer, Leo Joseph. www.facebook.com/carriacou.regatta


Aruba Regatta. Photo: Eric Mijts
Aruba Regatta. Photo: Eric Mijts

August 15-17
Aruba Regatta:
There will be some 80 sails on the water off the beach between the Airport and Oranjestad, including a fleet of beach cats. New this year, says Eric Mijts, president of the Aruba Regatta Foundation, “will be a self-built boat race, a Stand Up Paddleboard competition and micro-boat races.” Spectators can watch the action right from the beach. http://aruba-regatta.com/


October (TBD)
47th Bonaire International Sailing Regatta:
Beach cats, Optimists, fishing boats, micro boats, CSA racing and CSA cruising yachts are invited to set sail. The regatta features just as many activities ashore including nightly parties, plus softball game and football games. www.bonaireregatta.org

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