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  Barbados Sailing Week
  January 15, 2026
  Barbados
  The Caribbean race season’s opening regatta, the Round Barbados Sailing Week, formerly Mount Gay Round Barbados Series, is a 8-day . . . . . .
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  Antigua Carnival
  July 25, 2026
  Antigua
  Antigua Carnival is one of the hottest events which takes place each summer, bringing a high-energy explosion of music, mas, . . . . . .
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  Cayman Cookout 2026
  January 14, 2026
  Cayman Islands
  Set against the stunning backdrop of Seven Mile Beach on Grand Cayman, Cayman Cookout 2026 returns for six days of . . . . . .
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  Lucian Carnival 2026
  July 1, 2026
  Saint Lucia
  Lucian Carnival is one of the island’s biggest events, so it is no surprise that this carnival grows every year. . . . . . .
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  BVI Emancipation Festival
  July 13, 2025
  British Virgin Islands
  Celebrate the British Virgin Islands’ cultural history and freedom from colonialism. . . .
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  Summer Sizzle BVI
  July 23, 2025
  British Virgin Islands
  Inspired by New York Fashion Week, Executive Producer Terry Donovan created Summer Sizzle BVI in 2009 as an event aimed . . . . . .
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  St Maarten Carnival
  March 14, 2025
  St. Maarten
  Every spring, the island of St. Maarten transforms into a vibrant tapestry of color, music, and culture as it celebrates . . . . . .
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  SXM Festival
  March 12, 2025
  St. Martin
  The SXM Festival, scheduled from March 12 to 16, 2025, on the picturesque island of Saint Martin, promises an unparalleled . . . . . .
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Cycling

Jamaica

Apr 30-2026

Discover Jamaica by Bike

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Embark on an adventure beyond resort gates with Discover Jam...

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