Nevis’ Booby Island Regatta is the Caribbean’s Quirkiest Sailing Event

The island of Nevis isn’t one of the Caribbean’s most distinguished destinations, however it’s ramshackle beach bars, undeveloped coastline, and lush volcanic peaks are held in high regard by those who have found their way to its verdant shores.

Sitting just two miles east of St Kitts where the newly established super yacht marina Christophe Harbour plays host to the mega yachts of the mega rich, Nevis offers a far more humble and unassuming retreat. Yet it’s in the waters of the straight between these two islands that one of the Caribbean’s quirkiest sailing event takes place.

Each year, over the first weekend in May, Nevis resident and skipper of charter yacht Feisty Miles Denne hosts yachts from all over the world in what I can only describe as a weekend regatta with serious Caribbean flare. It’s unique selling point? Anyone can enter, anyone can win.


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