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Florida Keys & Key West
Florida Keys & Key West

Escape to the Florida Keys: Win a 4-Night Vacation, Including Airfare

Need an escape from your everyday life? We’ve partnered with the Florida Keys & Key West to give away the ultimate Florida Keys vacation. The lucky sweepstakes winner and a guest will be whisked away to an island paradise, with luxury hotel stays, airfare, and activities included.

This dream vacation will take you through the highlights of the Florida Keys, beginning at the luxurious Playa Largo Resort & Spa in Key Largo, the northernmost island in this string of around 1,700 coral cays off Florida’s southern coast. You’ll spend two nights at this luxurious resort, set on 14 acres of secluded beachfront and featuring a stunning waterfront pool. 

Playa Largo Resort & Spa in Key Largo
Playa Largo Resort and Spa

When you check out of Playa Lago, your idyllic island experience is just getting started. Enjoy one of the world’s most beautiful drives as you make your way down to Key West, where your trip continues at the boutique Lighthouse Hotel, mere steps from iconic attractions like the Key West Lighthouse and Hemingway Home. As Florida’s southernmost point, Key West marks the final stop on this one-of-a-kind Keys adventure.

This epic prize package includes the following:

How to Enter

Visit our sweepstakes page here to enter before the giveaway ends on May 20, 2024.

Entering is easy—all you have to do is sign up for SmarterTravel and Oyster’s newsletters. If you’re already a subscriber, simply enter your email address to verify your account (you won’t be signed up twice.)

You can gain bonus entries by completing one or more of the following tasks via the Gleam entry page to increase your chance of winning. You’ll receive one additional entry per task.

  1. Follow us on Twitter (X).
  2. Retweet a Tweet from SmarterTravel.
  3. View our Facebook post.
  4. View SmarterTravel’s Instagram post.
  5. Share the sweepstakes with a friend.
  6. Follow us on TikTok.
  7. Follow The Florida Keys on Twitter (X).
  8. Visit The Florida Keys on Facebook
  9. View the Florida Keys’ profile on Instagram

To see the full terms and conditions for the giveaway, visit the sweepstakes page here.

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We hand-pick everything we recommend and select items through testing and reviews. Some products are sent to us free of charge with no incentive to offer a favorable review. We offer our unbiased opinions and do not accept compensation to review products. All items are in stock and prices are accurate at the time of publication. If you buy something through our links, we may earn a commission.

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