Al Fresco Drinks & Dining, Overlooking Sparkling Waters
Snorkeling, Boating, Sailing, Fishing & A Variety Of Aquatic Adventures
Fresh Fish & Other Local Favorites At Four Different Restaurants
Unique Guestrooms & Suites With Stunning Ocean Views
Tennis, Golf and Other Recreational Activities

The Best Caribbean-Style Vacation in Florida, Reimagined

Your Paradise is Waiting, Once More

It’s true that you’ll never find a leisure destination like ours. But since Hurricane Irma and the past September's storm season, it’s also become clear that the unprecedented dedication and camaraderie of the Florida Keys community makes us even more remarkable. This spirit of togetherness helped our home recover from one of the most dangerous hurricanes in recent memory, and created a coordinated effort that spanned the Keys and beyond. It’s a strong reminder of what keeps families like yours coming back to Cheeca year after year for the best Caribbean-style vacation in Florida.

We invite you to once again experience an iconic Islamorada resort journey, with expanded offerings to transport you to paradise like never before. In addition to our classic resort activities, our warm, passionate staff—most of whom had a hand in Hurricane Irma relief efforts—can’t wait to welcome you back to our community to luxuriate, relax, and contemplate.

As the premier resort of Islamorada, it’s now up to us—and you—to write a new chapter in our 71-year history. Take a look at what determination and love can do, and follow us as we approach our official re-opening date.