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March 2019

St Barth’s Bucket

March 21 - March 24
Gustavia Virgin Islands (British) + Google Map

In 1995, the beautiful island of St Barths hosted its first Bucket Regatta and it has done so in March every year since then. Although the size of the yachts and competing fleet has grown significantly, the spirit of the event has remained unchanged. In recent years, 40 or more superyachts have gathered to compete for the Bucket.

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St Thomas International Regatta

March 22 - March 24
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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BVI Spring Regatta & Sailing Festival

March 25 - March 31
Royal BVI Yacht Club Virgin Islands (British) + Google Map

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 - April 20
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 27 - May 3
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 2019

Antigua Bermuda Race

May 8 - May 17
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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November 2019

ARC – Atlantic Rally for Cruisers

November 24 - December 15
Las Palmas Las Palmas, Gran Canaria Spain + Google Map

Join the ARC for a voyage of a lifetime from Gran Canaria across the Atlantic Ocean to St Lucia.

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January 2020

Barbados Sailing Week

January 15, 2020 - January 23, 2020
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, 2020 - January 31, 2020
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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Pineapple Cup Race

January 26, 2020 - January 27, 2020

The 811nm Pineapple Cup - Miami to Montego Bay Race is one of the oldest offshore races in the USA, having started in 1961. January 2020 will see the 35th edition of this…

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