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January 2020

Barbados Sailing Week

January 16 - January 24
Barbados Cruising Club Barbados + Google Map

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 26 - January 31
St George’s Grenada + Google Map

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 2020

Caribbean Multihull Challenge

February 14 - February 16
Simpson Bay St Maarten, Virgin Islands (British) + Google Map

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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March 2020

St Maarten Heineken Regatta

March 5 - March 8
Simpson Bay St Maarten, Virgin Islands (British) + Google Map

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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St Thomas International Regatta

March 27 - March 29
St Thomas Virgin Islands (U.S.) + Google Map

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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April 2020

Les Voiles de Saint Barth

April 12 - April 18
Gustavia Virgin Islands (British) + Google Map

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 25 - May 1
English Harbour English Harbour, Antigua And Barbuda + Google Map

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 2020

Antigua Bermuda Race

May 6 - May 15
English Harbour English Harbour, Antigua And Barbuda + Google Map

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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Palma Vela

May 6 - May 10
El Real Club Náutico de Palma Palma, Mallorca,
logo_sail_palmavela

Originally created as a regatta for Maxis, and formerly known as the Maxi Race Week, today PalmaVela is a key sailing event, not only in Spain, but also throughout the…

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Ibiza Gold Cup

May 25 - May 28
Ibiza Spain
Ibiza Gold Cup Logo

An exclusive race, for around 15 to 25 Performance cruisers, Cruisers & Classics yachts above 60ft, the Ibiza cup can be described as as a priceless experience, that once sampled…

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