enter online and win free caribbean sweepstakes and contests

Winning Caribbean Sweepstakes is a great way to travel to the Caribbean for free. Jamaica, the Cayman Islands, the Bahamas, the Dominican Republic and all the other Caribbean islands have beautiful scenery and are tropical paradises throughout the year. Which island would you like to go to?

Many Caribbean Sweepstakes offer trips to the Sandals and Beaches Resorts while many other Caribbean Sweepstakes offer trips to the Atlantis Hotel and Resort.

If you are craving to win a free trip to the Caribbean, then visit SweepstakesMania for the best Caribbean Sweepstakes!!

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Hallmark Channel June Weddings Sweepstakes

Crown Media is sponsoring a sweepstakes called the Hallmark Channel June Weddings Sweepstakes in which you could win a 4-day/3-night trip for two to a Sandals Resort of your choice (1 Winner)! The sweepstakes ends on June 30, 2017 and each person can enter once daily. Each entrant must be a legal resident of the 50 United […]

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Jamaican Me Happy Escape Sweepstakes

Seagram Beverage Company is sponsoring a sweepstakes called the Jamaican Me Happy Escape Sweepstakes in which you could win a Seagram’s Escapes branded beach mat bag (100 winners) or a Seagram’s Escapes branded Ame & Lulu travel carry-on bag (10 winners) the grand prize is a trip for two to Jamaica (1 Winner)! The sweepstakes ends on […]

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Lands’ End Best on the Beach Sweepstakes

Land’s End is sponsoring a sweepstakes called the Lands’ End Best on the Beach Sweepstakes in which you could win a trip for two to Scrub Island, B.V.I., for an 8-day/7-night stay at Scrub Island Resort & Spa & Marina, meals, a Flexboat Rental, a $350 credit to Ixora Spa, and a $350 Lands’ End Gift Card! […]

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Cruzan Rum Bucket List Sweepstakes

Cruzan Rum Distillery is sponsoring a sweepstakes called the Cruzan Rum Bucket List Sweepstakes in which you could win a 5-day/4-night trip for two to St. Croix, U.S. Virgin Islands (1 Winner)! The sweepstakes ends on July 15, 2017 and each person can enter up to 18 times. Each entrant must be a legal resident of the 50 […]

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Mrs. Thinster’s “Baked With Love” Summer Sweepstakes

That’s How We Roll, LLC is sponsoring a sweepstakes called the Mrs. Thinster’s “Baked With Love” Summer Sweepstakes in which you could win a trip for four to Turks & Caicos, for a 5-day/4-night stay at Beaches Turks & Caicos (1 winner)! The sweepstakes ends on June 30, 2017 and each person can enter once. […]

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Robb Report Four Seasons Nevis Sweepstakes

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Penske Media Corp is sponsoring a sweepstakes called the Robb Report Four Seasons Nevis Sweepstakes in which you could win a 4-night trip for two to Nevis! The sweepstakes ends on May 15, 2017 and each person can enter once.  Each entrant must be a legal resident of the 48 contiguous United States (or the District […]

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Ocean Potion Win a Trip to Beaches Resort for a BFF Weekend Sweepstakes

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SolSkyn Personal Care is sponsoring a sweepstakes named the Ocean Potion Win a Trip to Beaches Resort for a BFF Weekend Sweepstakes in which you could win a trip for two to Providenciales, Turks & Caicos, for a 4-day/3-night stay at Beaches Turks & Caicos Resort Village & Spa for the Beaches Friends Forever Girls Getaway! […]

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Expedia CruiseShipCenters Dream Vacation Contest cruise

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Expedia is sponsoring a sweepstakes named the Expedia CruiseShipCenters Dream Vacation Contest in which you could win a 7-night Caribbean Cruise for two! The sweepstakes ends on November 5, 2017 and each person can enter once. Each entrant must be a legal resident of the 50 United States (or the District of Columbia), who is at […]

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Wendy’s Tropical Punch Sweepstakes

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The Wendy Williams Show is sponsoring a sweepstakes named the Wendy’s Tropical Punch Sweepstakes in which you could win a tropical vacation, cruise to the Caribbean the grand prize is  $5,000! The sweepstakes ends on February 19, 2017 and each person can enter once. Each entrant must be a legal resident of the 48 contiguous United States […]

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Country Music Cruise Giveaway Sweepstakes

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Country Music Cruise 18  is sponsoring a sweepstakes named the Country Music Cruise Giveaway Sweepstakes in which you could win a trip for two for a 7-day Caribbean Cruise to be a part of the 2018 Country Music Cruise! The sweepstakes ends on November 30, 2017 and each person can enter once daily. Each entrant […]