Lorelei Cabana Bar

The self-proclaimed “Pulse of Islamorada,” Lorelei has got you covered, whether you’re seeking nightly live music, local seafood, deliciously strong cocktails, or all of the above. Perched on a deck directly over the water, Lorelei is an incredible place to catch one of Islamorada’s world-famous sunsets.

Ocean Grill and Tiki Bar

Overlooking the Atlantic Ocean and nestled among sand dunes, this casual, friendly bar is the perfect place to land after a day at the beach. A favorite among locals as well as visitors, the bar is built on the ruins of the Center Pier, which was destroyed in 1996 by Hurricane Fran. Catch one of the summer tiki shows that feature live bands every Thursday night. and enjoy the sounds as the sun sets over the ocean.

Seacrets

Seacrets calls itself “Destination Jamaica, U.S.A.,” and you will definitely feel like you’re on spring break at this lively waterfront behemoth. Catch live music at any of the multiple stages, including the Tiki Stage and Pier Stage at ‘Da Bay, as you swill a Pain in de Ass, the house specialty made by layering frozen rum runner and piña colada.