Win A Free Caribbean Getaway This Summer

How does a Jamaican vacation this summer sound?

Nothing says “summer vacation” more than relaxing on the beach. And while traveling during the summer can be a major hassle (between the cost of travel going up during peak months, fighting the crowds, and everything else), you still deserve some kind of getaway.

Premier Jamaican resort Sandals is ready to send you and a friend down to the Caribbean this summer for an all-expenses-paid trip. The best part? You’ll be sipping drinks the entire time you’re down there. Sound like a dream? Scroll to find out how you can enter to win this vacation right now.

What You’ll Do

Sandals is looking for one person (and their friend) to be their new Caribbean Cocktail Critic. Your job will include evaluating current recipes, along with experimenting with new ideas for their Poolside Sippers menu.

The dream applicant, according to Sandals, has the following qualities:

  • A willingness to fully immerse in Jamaica’s Caribbean culture and style
  • An eager team player who can collaborate with the mixologists at Sandals
  • A fondness for Jamaican Rum, but also willing to try new spirits and flavor combinations
  • An ability to think outside the box when it comes to crafting cocktails
  • Thrives while working in a tropical location
  • Owns a pair of swim shorts or swimsuit and (obviously) sandals

What You’ll Win

Aside from sipping drinks poolside and relaxing, here’s everything else included in your getaway:

  • A five-night, all-inclusive stay for you and a friend at Sandals Dunn’s River
  • Luxury beachfront accommodations in a Tufa Terrace One Bedroom Skypool Butler Suite, which includes:
    • Dedicated butler
    • In-room bar stocked with unlimited liquor
    • Cocktail-making kit
  • Roundtrip airport transfers
  • Meals at fine restaurants
  • Entertainment at day and night
  • Land and water sports
  • State-of-the-art fitness center
  • Exclusive “cocktail flight” tasting experience
  • Roundtrip airfare for two

“Sandals’ new Poolside Sippers offer an elevated interpretation of [the] coveted classics,” says Ricky DuQuesnay, Corporate Director, Food & Beverage, at Sandals Resorts. “The final garnish is simply asking the guest—inspiring our search for a Caribbean Cocktail Critic.”

How To Enter

Ready to sail away and send in your application? Click here for all the information. The only stipulations are that you’re at least 21 years old (obviously) and have a valid passport. The winner also needs to plan to take their vacation within 12 months of their notification of being chosen.

Even if you don’t win, you can still head down to the Caribbean for a fraction of the cost. Sandals is currently running its “Jamaica Calling” promotion. Travelers can experience everything Sandals has to offer with rates starting at just $199 per person, per night.

Applications are due June 5, 2024.