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Photo credit: Hugh Whyte

Win a holiday to the Caribbean

Whether it's Barbados or Saint Lucia, Jamaica or Curaçao, we'll help you win a dream holiday to the Caribbean! As a favourite holiday destination for UK holidaymakers, the Caribbean islands are often featured as prizes by UK brands looking to get the attention of us Brits. When we spot a holiday competition featuring the Caribbean as a prize, we'll post it here. If there aren't any competitions running at the moment, check out our Holiday Competitions page for draws that are live and accepting entries.

Picture of Paul

A collection by Paul
updated on 12th March 2024

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Caribbean

Recent competitions

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Win a 7-night holiday to St Kitts

Win

Flights

Closes 31st March 2024

Caribbean Saint Kitts and Nevis

Park Hyatt St. Kitts Christophe Harbour

National Geographic Traveller

Expired

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Win a 7-night holiday to Barbados

Win

Breakfast • Flights

Closes 29th February 2024

Caribbean Barbados

The Crane Resort

Stewart Travel

Expired

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Win a luxury stay on South Caicos

Win

Breakfast

Closes 1st March 2024

Caribbean Turks and Caicos Islands

Sailrock South Caicos

Johansens

Expired

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Win a 5-night all-inclusive holiday to St Lucia

Win

All-inclusive • Flights

Closes 31st January 2024

Caribbean Saint Lucia

The Landings Resort & Spa

St Lucia Tourism

Expired

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Win a 14-night rum-inspired P&O Caribbean cruise

Win

Flights

Closes 29th December 2023

Caribbean Barbados Antigua and Barbuda Saint Lucia Grenada British Virgin Islands Saint Kitts and Nevis Sint Maarten Antigua Martinique

Tidal Rum

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Win a Caribbean or European NCL cruise for two

Win

Flights

Closes 15th December 2023

Caribbean

Greatest Hits Radio

Expired

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Win a Virgin Voyages cruise of your choice & 90,000 Virgin Red Points

Win

All-inclusive

Closes 19th September 2023

Caribbean

Head for Points

Expired

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Win a holiday for 2 to St Lucia

Win

Breakfast • Flights

Closes 30th September 2023

Caribbean Saint Lucia Rodney Bay

Coco Palm Resort

Saint Lucia Tourism

Expired

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Win a 7-night Sandals all-inclusive Caribbean stay

Win

All-inclusive

Closes 31st July 2023

Caribbean

Dock & Bay

Expired

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Win a blissful week for two in Tobago

Win

Full-board • Flights

Closes 21st July 2023

Caribbean Trinidad and Tobago Tobago

Sackville Travel

Expired

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Win a blissful 7-night holiday to Antigua

Win

All-inclusive • Flights

Closes 31st May 2023

Caribbean Antigua and Barbuda Antigua

The Verandah Resort & Spa

National Geographic

Expired

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Win a five-star family stay in Barbados

Win

Closes 24th April 2023

Caribbean Barbados

O2 Beach Club & Spa

Independent School Parent

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