The Islands of Islamorada

Enjoy the flavors of the Florida Keys at The Islands of Islamorada. Our onsite chef can prepare an array of breakfast and lunch selections to enjoy in your room. Or if you prefer, dine al fresco pool side or at one of our open-air locations on property. Contact Concierge team for more details.

Discover aquatic adventures at The Islands of Islamorada with kayaking, paddleboarding, and Hobie Cat sailing. Glide along crystal-clear waters, exploring the vibrant coastline at your pace, or feel the thrill of sailing the open sea. With top-notch equipment and a stunning waterfront, every water sport promises an unforgettable experience for adventure seekers and relaxation lovers alike.

Join us at The Islands of Islamorada for a perfect blend of relaxation and family fun at our two oceanfront pools and spa. Take in breathtaking ocean views as you enjoy a refreshing swim or lounge on our spacious sun decks. Whether you prefer a dip in the pool or a soothing soak in the hot tub. Each area is thoughtfully designed for both tranquility and fun.

Savor the ultimate tropical escape at our poolside tiki bar, where laid-back vibes meet vibrant flavors. Enjoy a refreshing array of ice-cold beers, crisp wines, and tropical wine-based cocktails bursting with island flavors, perfectly crafted to complement the laid-back, beachside setting. With comfortable seating, stunning ocean views, and a relaxed atmosphere, it’s the perfect spot to unwind, relax, and savor the moment.

Elevate your game with a spirited match of pickleball on our sun-dappled, palm-shaded courts. Whether you're a seasoned player or just picking up a paddle for the first time, our meticulously maintained facilities and breathtaking surroundings offer the perfect setting for competition and camaraderie. Engage in a lively game with friends or fellow guests, and make every rally a memorable experience against a backdrop of stunning natural beauty.

Enjoy the Ocean House 24-hour gym, and make it easy to stay in shape while you’re on vacation in the Florida Keys. Our fully equipped facility features the latest in cardio machines, strength training equipment, and free weights, all designed to cater to your individual workout needs.

Start your weekend with serenity at our Friday Morning Yoga class, held amidst the tranquil beauty of The Islands Ocean House lawn. As the sun rises, join us for a rejuvenating session designed to refresh your body and mind. Our skilled instructors will guide you through a harmonious blend of poses and breathing techniques, suitable for all levels, set against a backdrop of breathtaking landscapes and soothing natural sounds.

The Islands of Islamorada resort marina offers dockage for guests bringing their own vessels. Simply coordinate with our on-site manager to secure your space. For those seeking an adventure, hire a flats fishing boat for the duration of your stay and explore the stunning waters of the Florida Keys.

Transform evenings into cherished memories at our oceanside fire pits with our signature s'mores experience. As the sun sets over the Florida Keys, indulge in this timeless tradition with premium chocolate, artisanal marshmallows, and golden graham crackers. Available daily for purchase through our Guest Services, our curated s'mores kits provide everything needed for the perfect fireside treat.

Perfect your swing in paradise with our innovative oceanfront golf tee experience. Practice your golf game while contributing to marine conservation with our specially designed eco-friendly golf balls. These biodegradable balls transform into fish food upon contact with the water, creating a unique blend of sport and environmental stewardship.

Discover the charm of Islamorada at your own pace with our premium bicycle fleet. Wind your way through our picturesque property and beyond, feeling the warm Florida Keys breeze as you explore hidden corners of paradise. Our collection of well-maintained bicycles offers the perfect blend of comfort and style for both casual rides and local adventures.

Where young explorers discover paradise, our thoughtfully designed playground creates magical moments under the warm Florida sun. Set against stunning ocean vistas, this dedicated space for our youngest guests combines adventure and safety, allowing families to create cherished memories in our tropical haven.

Enjoy the simplicity of fishing along our shoreline! Perfect for first-time casters and seasoned anglers alike, our property offers ideal spots for families to experience the joy of Florida Keys fishing together. Whether it's teaching little ones their first cast or enjoying a peaceful sunset fishing session, adventure awaits just steps from your door.

Navigate our slice of paradise in golf carts. Perfect for exploring the property's hidden gems or making your way to amenities, these quiet vehicles offer a charming blend of convenience and island style. Whether heading to the marina, visiting the driving range, or simply enjoying a sunset cruise around the grounds, golf carts provide the ideal way to experience The Islands of Islamorada and the Keys. Rent them through our trusted local partner: Islamorada Luxury Carts.