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Award-Winning Caribbean Getaways

Escape the cold with one of these trips to the Caribbean. From St. John and the Dominican Republic to Puerto Rico and more, each of these hotels, restaurants, and attractions won a prestigious TripAdvisor Travelers' Choice Award in 2013. It's an easy way to plan the perfect winter sun getaway.

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Velero Beach Resort: "Location, Location, Location." Nice tip for this Travelers' choice winner!

Seven Stars Resort in Turks and Caicos - Travelers' Choice winner: top hotels in the Caribbean

Sunset on the Beach pool at Tryall Club - 2013 Travelers' Choice Hotels winner

Jamaica Inn - winner of two 2013 Travelers' Choice Awards: best hotels for romance and best hotels overall.

  • Susan Eaton

    Spent our honeymoon here! Beautiful!!

  • Pat Fauver

    My husband and I spent two 10 day, back to back years at Swept Away in Negril, Jamaica. Most wonderful beach I've ever vacationed on.

Seven Mile Beach in Jamaica: Travelers' Choice Beaches winner. Beautiful any time of day...

Sandals Royal Plantation - top Caribbean hotels for romance

Marmalade Restaurant & Wine Bar in San Juan, Puerto Rico - 2013 Travelers' Choice winner: top Caribbean restaurants

Rose Hall Great House in Jamaica is a top Caribbean attraction according to TripAdvisor travelers - 2013 Travelers' Choice attractions winner

St. John is the #1 2013 Travelers' Choice caribbean Islands award winner

Providenciales - The #2 island in the Caribbean, according to travelers for the 2013 Travelers' Choice Islands awards

Isla de Vieques, Puerto Rico: more Sun Bay - 2013 Travelers' Choice Islands winner

Iberostar Grand Rose Hall - 2013 Travelers' Choice all-inclusive resorts award winner

The Reserve at Paradisus Palma Real is the 2013 Travelers' Choice #4 ranked all-inclusive resort in the Caribbean

Puerto Rico's main island has a lot of amazing beaches. But the beach that came in at #2 in the Caribbean for the 2013 Travelers' Choice Beaches awards is Flamenco Beach, just a short trip away on Culebra.

Pikayo is a 2013 Travelers' Choice award winner - favorite fine dining restaurants in the Caribbean. TripAdvisor traveler ProfPete34515 says it is "truly a Caribbean experience in fine dining as reflected in creative island dishes with local, seasonal ingredients."

The Tuscany in Providenciales, Turks and Caicos - TripAdvisor Travelers' Choice 2013 winner - #2 hotel in the Caribbean. TripAdvisor traveler Debra773 calls it "Most beautiful,relaxing,property that i have ever stayed at."

Grace Bay in Providenciales, Turks and Caicos - named the TripAdvisor Travelers' Choice #1 beach in the entire Caribbean

Bavaro Beach - Punta Cana, a TripAdvisor Travelers' Choice winner: Top 25 Beaches - Caribbean

Cathedral of Santo Domingo in the Dominican Republic is one of the top attractions in the Caribbean - 2013 TripAdvisor Travelers' Choice

Catedral Primada de America in Santo Domingo, Dominican Republic. Take a day trip to go exploring and check out this sight, one of the top 10 Caribbean landmarks in the 2013 TripAdvisor Travelers' Choice Awards.

Iberostar Grand Bavaro Hotel in Punta Cana, Dominican Republic is ranked #3 of all Caribbean all-inclusive resorts in the 2013 TripAdvisor Travelers' Choice Awards

2013 TripAdvisor Travelers' Choice winner: #1 Fine dining restaurant in the Caribbean: Passion by Martin Berasategui at Paradisus Palma Real, Punta Cana, Dominican Republic

A beautiful plate at ZoZo's Ristorante in St. John, U.S. Virgin Islands. The restaurant is a 2013 Travelers' Choice winner, Favorite Fine Dining Restaurants - Caribbean

St. John in the U.S. Virgin Islands is the 2013 TripAdvisor Travelers' Choice #1 island in the Caribbean. Not a bad way to spend some of the winter.

Gallows Point Resort won a 2013 Travelers' Choice award for best hotels in the #Caribbean. TripAdvisor traveler coconutkt says "The resort was more beautiful in person than any of the pictures could capture."