The Islands of Islamorada is a four-star, oceanfront resort located in the upper Florida Keys, an ideal escape for late winter and early spring. Situated on a private white-sand beach, this boutique property provides a relaxed, tropical setting along Islamorada’s celebrated stretch of coastline.
Famous for its unpretentious, laid-back vibe, maritime culture, crystal-blue waters, fresh seafood and distinctive galleries, the resort is easily reached by car, boat or seaplane. Just a 90-minute drive from Miami, its residential-style layout makes it an effortless choice for couples, families or groups seeking a water-centered vacation.
© Courtesy of The Islands of Islamorada
The resort experience is personalized and water-focused: guests can relax on sun-drenched beaches, explore marine environments and enjoy premium amenities. Facilities include two swimming pools, a private beach, a children’s play area, a marina, a modern fitness center and pickleball courts.
Accommodations include a private enclave of 22 waterfront villas—many with four bedrooms, full kitchens and outdoor living areas—alongside eight one-bedroom suites with ocean views. The properties are designed to feel like a comfortable, upscale home-away-from-home.
© Courtesy of The Islands of Islamorada
A dedicated concierge team arranges private fishing charters and locally guided excursions, providing access to some of the best sportfishing waters in the world. Anglers can target tarpon, marlin, snapper, mahi-mahi, tuna and other species. After a day on the water, the resort’s chef can prepare guests’ fresh catch into a memorable meal.
The island group known as the Islands of Islamorada includes six islands, and the resort sits on the largest of them, Islamorada. This location serves as a gateway for a wide range of water activities—parasailing, kiteboarding, boating, kayaking and more—so visitors can tailor their adventures to every level of experience.
© Courtesy of The Islands of Islamorada
Nearby reefs and shipwrecks create excellent snorkeling and scuba diving opportunities where guests can encounter sea turtles, dolphins and diverse reef life. The resort periodically offers seasonal promotions and packages that may require a minimum number of nights for certain accommodations during peak periods.