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January 2019

Barbados Sailing Week

January 16, 2019 - January 22, 2019
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The Caribbean race season’s opening regatta is now to be known as Barbados Sailing Week, which replaces its former title, the Mount Gay Round Barbados Series. Organised by the Barbados Cruising Club in association with Barbados Tourism and Mount Gay Rum, Barbados Sailing Week is expected to once again attract top class competition.

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Grenada Sailing Week

January 28, 2019 - February 2, 2019
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In idyllic sailing conditions, a challenging variety of shorter up/down around the buoys and longer reaching coastal courses off Western and Southern Grenada, ensures there is something for everyone in this regatta.

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February 2019

RORC Caribbean 600

February 18, 2019 - February 22, 2019
English Harbour,
English Harbour, Antigua And Barbuda
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The RORC Caribbean 600 has become an offshore racing classic, mentioned in the same breath as the Rolex Fastnet, the Rolex Sydney – Hobart and Newport-Bermuda as a “must do” race.

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St Maarten Heineken Regatta

February 27, 2019 - March 3, 2019
Simpson Bay,
St Maarten,
+ Google Map
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This Regatta is the largest warm water regatta in the world and offers a great combination of challenging races and fantastic parties, keeping with the event’s motto “Serious Fun”!

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Swan Rolex Caribbean Cup

February 27, 2019 - March 3, 2019
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2019 marks the fourth edition of the biennial Rolex Swan Cup Caribbean, held at the Yacht Club Costa Smeralda’s new clubhouse in the sailing paradise of the British Virgin Islands.

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March 2019

St Thomas International Regatta

March 22, 2019 - March 24, 2019
St Thomas,
Virgin Islands (U.S.)
+ Google Map
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The St Thomas International Regatta is a crown jewel in the Caribbean racing season, offering sailors from around the world three days of unparalleled racing.

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BVI Spring Regatta & Sailing Festival

March 25, 2019 - March 31, 2019
Royal BVI Yacht Club,
Virgin Islands (British)
+ Google Map
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The week long Spring Festival and Regatta are two great events rolled into one, including some beautiful cruising, competitive racing and serious fun on and off the water!

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April 2019

Les Voiles de Saint Barth

April 14, 2019 - April 20, 2019
Gustavia,
Virgin Islands (British)
+ Google Map
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St Barth is possibly the most chic island in the Caribbean. The regatta was founded in 2010 and is growing in popularity every year. Les Voiles de St Barth is an amazing rendezvous of yachts

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Antigua Sailing Week

April 27, 2019 - May 3, 2019
English Harbour,
English Harbour, Antigua And Barbuda
+ Google Map
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From small beginnings, Antigua Sailing Week has developed into a world-class event and now includes an Ocean Series for boats that prefer ocean racing.

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May 2019

Antigua Bermuda Race

May 8, 2019 - May 17, 2019
English Harbour,
English Harbour, Antigua And Barbuda
+ Google Map
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2019 will see the third Antigua Bermuda Race, set up to ease boats' passages to Bermuda, after the close of Antigua Sailing Week. The offshore race is 900nm long and a great way to end the Caribbean season!

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