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Become an Islander

Win an Unforgettable Escape to Islamorada

We’re giving one lucky person a chance to win a dream vacation at Islander Resort, a serene slice of paradise in Islamorada, a vibrant artists’ village and culinary destination in the heart of the Florida Keys.

Escape to Islander Resort and allow the Caribbean breeze, turquoise waters, and carefree island atmosphere to soothe your soul. Set on 24 tropical acres with beautiful oceanside rooms and suites that overlook Islamorada’s largest beachfront, Islander offers exceptional experiences for every type of traveler. Indulge in fresh seafood at one of our on-site eateries, Tides Beachside Bar & Grill and Elements Lounge & Restaurant, and discover two pools, a hot tub, watersports, and endless adventure opportunities.

THE PRIZE

Win a two-night stay at Islander Resort that includes an Ocean View King guest room for two, a special welcome amenity, and a $100 dining credit to use toward our on-site restaurants, Tides Beachside Bar & Grill and Elements Lounge & Restaurant.

Sweepstakes

Sweepstakes

Giveaway ends March 17, 2024. The winner will be contacted via email and Instagram Direct Message. Blackout dates apply, including holidays and special event dates. For full terms and conditions, click here.

Experience, Islander

Experience Islander Resort: lounge on secluded sandbars, savor exclusive Papa Pilar Rum tastings, and craft unforgettable moments in our tropical haven.

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