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  SXM Festival
  March 18, 2026
  St. Martin
  The SXM Festival takes place March 18 to 26, 2026, on the picturesque island of Saint Martin, offers an unparalleled . . . . . .
  Learn more
  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, . . . . . .
  Learn more
  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 . . . . . .
  Learn more
  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. . . . . . .
  Learn more
  BVI Emancipation Festival
  July 13, 2025
  British Virgin Islands
  Celebrate the British Virgin Islands’ cultural history and freedom from colonialism. . . .
  Learn more
  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 . . . . . .
  Learn more
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Beach

Jost Lime & Dine

Jost Lime & Dine

Showing

Jost Lime & Dine is an exclusive dining experience that ...

Aruba Hi-Winds

Aruba Hi-Winds

Upcoming

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

SXM Festival

Mar 18-2026 $10

SXM Festival

Upcoming

The SXM Festival takes place March 18 to 26, 2026, on the pi...

BVI Spring Regatta & Sailing Festival

Tortola, British Vir...

BVI Spring Regatta & Sail...

Upcoming

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

Bequia Easter Regatta 2026

Bequia Easter Regatta 2026

Upcoming

The Bequia Easter Regatta is one of the destination’s premie...

Oistins Festival

Oistins Festival

Upcoming

The Oistins Festival is an annual event that takes place eve...

Saint Lucia Jazz and Arts Festival

Saint Lucia Jazz and Arts Fest...

Upcoming

Saint Lucia Jazz & Arts Festival is a one-of-a-kind expe...

Discover Jamaica by Bike

Discover Jamaica by Bike

Upcoming

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

KLM Aruba Marathon

KLM Aruba Marathon

Upcoming

The 8th edition of the KLM Aruba International Marathon take...

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