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  Cayman Cookout 2026
  January 14, 2026
  Cayman Islands
  A marriage of luxury and gastronomy, the 17th annual Cayman Cookout 2026 set for January 14 to 18, returns with . . . . . .
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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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  Barbados Crop Over
  July 5, 2025
  Barbados
  If you’re seeking a summer escape filled with rhythm, history, and revelry, Barbados beckons. From July 5 to August 5, . . . . . .
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  Barbados Food & Rum Festival
  November 6, 2025
  Barbados
  Barbados sets the stage for the annual Barbados Food & Rum Festival. Priding itself as the Culinary Mecca for foodies . . . . . .
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  St. Kitts Music Festival
  June 26, 2025
  St. Kitts
  The St. Kitts Music Festival is one of the Caribbean’s premier annual events, bringing together global sounds and island vibes . . . . . .
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  Antigua Carnival
  July 25, 2025
  Antigua
  Antigua Carnival promises to be one of the hottest carnival’s this summer, bringing a high-energy explosion of music, mas, and . . . . . .
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  Trinidad Carnival 2025
  February 26, 2025
  Port of Spain, Trinidad
  Trinidad Carnival continues to grow each year. If you are not a Trini, then you may be forgiven for thinking . . . . . .
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  Dominica Jazz ‘N Creole Festival
  May 4, 2025
  Dominica
  The Dominica Jazz ‘N Creole Festival is a festive fusion of Jazz music with Creole music, food, and culture. Launched . . . . . .
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