Island Charm. Local Connections.
Halfway between Miami and Key West, Islamorada has long been a vacation haven for those in search of a piece of island paradise—and the best sportfishing in the world. With a laid-back vibe, our small island town is full of passion, community spirit, and colorful characters. Explore our signature Islamorada Resort Collection experiences and unique local attractions that let you connect with the essence of Islamorada through an authentic, enriching local lens.
Discover all that our Florida Keys resorts offer, including thrilling boat excursions, dining and drinks with captivating ocean views, and opportunities to explore our natural world.
Experience the Original Tiki Bar
Home to the original Rum Runner cocktail, our iconic Tiki Bar has been a lively local hangout since 1969. A true bucket list spot in the Florida Keys, join us for captivating ocean views, refreshing tropical drinks, live music, and more.
Cast a Line
Explore deep blue waters offshore, or cruise in the backcountry in search of that big catch in the “Sport Fishing Capital of the World”.
Bring Your Boat
By land or water, bring your boat to the marina at any of our four resorts.
Dine & Drink
Your stay in Islamorada gives you access to all the restaurants and bars in our resort collection. Enjoy breakfast, lunch, dinner, and tropical drinks with us.
Practice your swing on Pelican Cove's beach at the driving range. Our eco-friendly golf balls double as fish food - a must-do experience for the avid or beginner golfer.
Our private beach rentals at La Siesta Resort & Villas offer plenty of space to relax, recharge, and take in the natural beauty of Islamorada with friends and family.
Authentic island experiences are always on our calendar. Relax and recenter with full moon yoga that gives back to the Coral Restoration Foundation™. Watch as the Florida Wild Bird Center releases rescued animals back into the wild on our resort grounds. Tee off and feed the fish with Ocean Golf. Listen to a live local musician at Tiki Bar.