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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 . . . . . .
  Learn more
  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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Sports

Barbados Sailing Week

Barbados Sailing Week

Showing

The Caribbean race season’s opening regatta, the Round...

Pure Grenada Sailing Week 2026

Pure Grenada Sailing Week 2026

Upcoming

Grenada’s premier sailing event, Pure Grenada Sailing Week 2...

St. Maarten Heineken Regatta

St. Maarten Heineken Regatta

Upcoming

Get ready to experience the ultimate Caribbean sailing event...

Aruba Hi-Winds

Aruba Hi-Winds

Upcoming

Aruba Hi-Winds is the largest Windsurfing tournament of its ...

Tortola Torture

Tortola, British Vir...

Tortola Torture

Upcoming

The Tortola Torture, an ultramarathon that has etched its na...

AT Curacao Invitational Golf Tournament 2026

AT Curacao Invitational Golf T...

Upcoming

From March 19–22, 2026, the 7TH AT CURACAO INVITATIONAL GOLF...

BVI Spring Regatta & Sailing Festival

Tortola, British Vir...

BVI Spring Regatta & Sail...

Upcoming

One of the premier and oldest sailing regatta’s in the...

Nevis to St. Kitts Cross Channel Swim 2026

Nevis to St. Kitts Cross Chann...

Upcoming

The Nevis to St. Kitts Cross Channel Swim has become one of ...

Discover Jamaica by Bike

Discover Jamaica by Bike

Upcoming

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

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