The Trip 2016: Caribbean

Enter daily to win a trip of a lifetime worth $100,000 to the Caribbean!

Browse Islands + Vote For Your Favorite

Enter for Your Chance to Win

Enter twice online per day on – for your chance to win The Trip Giveaway, an 11 night getaway in first class hotels throughout the Caribbean Islands. A grand-prize package valued at $100,000!

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Editors' Picks

Let us help you plan your ideal Caribbean vacation! Here are our favorite tips, tricks, destinations and ideas.

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