TOP 30 Relaxation in Islamorada, Florida

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Square Grouper Islamorada is a charming waterfront restaurant located at 80460 Overseas Highway in Islamorada, Florida. This popular eatery offers a laid-back atmosphere with stunning views of the ocean, making it the perfect spot for a relaxing meal. The menu features a variety of fresh seafood dishes, as well as other delicious options to satisfy any craving. Whether you're looking for a casual lunch or a romantic dinner, Square Grouper Islamorada is sure to impress with its welcoming ambiance and mouthwatering cuisine.

Tiki Boat Tours Islamorada Events Scuba Cruises & Charters NAUI & PADI is a unique institution located at 96 Madeira Road in Islamorada, Florida, United States. This establishment offers a variety of services including boat tours, scuba diving excursions, and charters for those looking to explore the beautiful waters of Islamorada. Whether you're a seasoned diver or just looking to relax on the water, Tiki Boat Tours has something for everyone. With experienced instructors certified by NAUI and PADI, you can trust that you are in good hands. Come and experience the beauty of Islamorada with Tiki Boat Tours!

Cafe Moka Islamorada is a charming cafe located at 81868 Overseas Highway in Islamorada, Florida. This cozy establishment offers a wide range of delicious food and beverages, including freshly brewed coffee, pastries, sandwiches, and more. With its welcoming atmosphere and friendly staff, Cafe Moka is the perfect spot to relax and enjoy a meal or snack while exploring the beautiful surroundings of Islamorada. Whether you're looking for a quick bite to eat or a leisurely coffee break, Cafe Moka is a must-visit destination for locals and tourists alike.

Islamorada Brewery & Distillery is a vibrant establishment located at 82229 Overseas Highway in Islamorada, Florida, United States. This bar, food, and restaurant offers hearty wraps, burgers, and Keys pub-style apps throughout the day. Visitors can enjoy a rotating selection of beers and cocktails on tap, including favorites like Sandbar Sunday and Lavender Lemonade vodka drink. The neon yellow taproom is a popular destination for both locals and tourists, providing a fun and relaxed atmosphere. The institution also features a kid-friendly and pet-friendly Beer Garden, where guests can enjoy great drinks and tasty craft eats from Spanky's Kitchen food truck. The Swag Shop offers a selection of gear and goodies for island living, including popular long sleeve dry fit shirts for sun protection. Additionally, visitors can try the Frozen Key Lime Pie cocktail recipe or explore employment opportunities at the establishment.

DRIFT Islamorada - Boutique is a charming clothing store located at 86560 Overseas Highway in Islamorada, Florida. This boutique offers a curated selection of stylish and unique clothing items for both men and women. From trendy tops and dresses to cozy sweaters and accessories, DRIFT has something for every fashion-forward individual. Whether you're looking for the perfect outfit for a night out or a casual day at the beach, you're sure to find something special at this boutique. Visit DRIFT Islamorada - Boutique and discover the latest trends in fashion in a relaxed and welcoming atmosphere.

Sands of Islamorada Hotel & Resort is a luxurious lodging destination located at 80051 Overseas Highway in Islamorada, Florida. Offering a perfect blend of tropical charm and modern amenities, this resort is the ideal retreat for those seeking a relaxing getaway in the beautiful Florida Keys. Guests can enjoy stunning ocean views, pristine beaches, and top-notch service during their stay. Whether you're looking to relax by the pool, explore the nearby attractions, or indulge in delicious dining options, Sands of Islamorada Hotel & Resort has everything you need for a memorable vacation experience.

Creekside Inn Islamorada is a charming lodging establishment located along the picturesque Old Highway in Islamorada, Florida. Surrounded by lush tropical gardens and just a stone's throw away from the crystal-clear waters of the Florida Keys, this inn offers a tranquil and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a refreshing dip in the outdoor pool, relax in the hot tub, or take a leisurely stroll along the nearby creek. With its convenient location and laid-back atmosphere, Creekside Inn Islamorada is the perfect choice for a memorable vacation in the Florida Keys.

Tropical Paradise in Venetian Shores is a luxurious retreat located at 141 Stromboli Drive in Islamorada, Florida. This stunning property offers guests a true taste of paradise with its lush tropical surroundings and breathtaking views. The resort features a heated pool, perfect for relaxing and soaking up the sun. Whether you're looking to unwind in style or explore the nearby attractions, Tropical Paradise in Venetian Shores is the perfect destination for your next getaway.

Sun Outdoors Islamorada is a charming lodging and RV park located at 87395 Old Highway in Islamorada, Florida, United States. Nestled in the heart of the Florida Keys, this institution offers a relaxing and picturesque setting for guests to enjoy the beauty of the surrounding area. With a range of accommodations including RV sites and cozy cabins, Sun Outdoors Islamorada provides a comfortable and convenient stay for visitors looking to explore the stunning natural landscapes and attractions of the Florida Keys. Whether you're looking to relax by the pool, go fishing in the nearby waters, or simply unwind in the peaceful surroundings, Sun Outdoors Islamorada is the perfect destination for a memorable getaway.

The Islands of Islamorada is a charming lodging institution located at 82779 Old Highway in Islamorada, Florida, United States. Nestled in the heart of the Florida Keys, this picturesque resort offers guests a serene and relaxing retreat surrounded by the beauty of the islands. With comfortable accommodations, stunning ocean views, and easy access to a variety of outdoor activities such as fishing, snorkeling, and kayaking, The Islands of Islamorada is the perfect destination for a peaceful getaway. Whether you're seeking a romantic escape or a family vacation, this institution provides a tranquil and unforgettable experience for all who visit.

The Sunset Inn in Islamorada, Florida is a charming lodging establishment located on the beautiful Overseas Highway. This cozy inn offers comfortable accommodations with a laid-back atmosphere, perfect for a relaxing getaway in the Florida Keys. Guests can enjoy stunning sunsets from the inn's private beach or take a dip in the crystal-clear waters of the Gulf of Mexico. With its convenient location near local attractions, restaurants, and shops, The Sunset Inn is the ideal choice for travelers looking to experience the best of Islamorada. Whether you're seeking a romantic retreat or a family vacation, this quaint inn provides a welcoming and peaceful escape.

Islamorada Sun & Fun is a vibrant and lively store located at 86700 Overseas Highway in the beautiful town of Islamorada, Florida. This institution is a one-stop shop for all your sun and fun needs, offering a wide range of beachwear, swimwear, accessories, and souvenirs. Whether you're looking for stylish sunglasses, trendy beach hats, or unique gifts to remember your time in Islamorada, this store has it all. With its friendly staff and welcoming atmosphere, Islamorada Sun & Fun is the perfect place to pick up everything you need for a day of sun and relaxation in the Florida Keys.

Islamorada Pool Building is a premier pool construction company located at 87000 Overseas Highway in Islamorada, Florida. Our team of skilled professionals specializes in designing and building custom pools that perfectly complement your outdoor space. Whether you're looking for a relaxing oasis to escape the Florida heat or a fun and functional pool for family gatherings, we can bring your vision to life. With years of experience and a commitment to quality craftsmanship, Islamorada Pool Building is the trusted choice for creating your dream pool in the beautiful Florida Keys. Contact us today to schedule a consultation and start planning your perfect pool.

Cigars In the Keys is a premier cigar store located at 82775 Overseas Highway in Islamorada, Florida. Offering a wide selection of high-quality cigars from around the world, this institution is a must-visit for cigar enthusiasts. With a knowledgeable staff ready to assist customers in finding the perfect cigar, Cigars In the Keys provides a welcoming and relaxed atmosphere for all visitors. Whether you're a seasoned cigar aficionado or new to the world of cigars, this store is sure to have something to suit your taste. Visit Cigars In the Keys and indulge in a truly exceptional cigar experience.

Holy Smokes Islamorada is a unique store located at 82685 Overseas Highway in Islamorada, Florida. Specializing in all things related to smoking, this institution offers a wide range of high-quality products for smoking enthusiasts. From premium cigars and tobacco to smoking accessories and pipes, Holy Smokes Islamorada has everything you need to enjoy a relaxing smoke session. The knowledgeable staff are always on hand to provide expert advice and recommendations. Whether you're a seasoned smoker or just starting out, Holy Smokes Islamorada is the perfect place to find everything you need for a great smoking experience.

Islamorada Vacation Rentals is a premier real estate agency located at 81610 Overseas Highway in Islamorada, Florida. Specializing in providing luxurious vacation rentals in the beautiful Florida Keys, our agency offers a wide range of properties to suit every traveler's needs. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious waterfront home, we have the perfect rental for your next getaway. Our dedicated team is committed to providing exceptional service and ensuring that your vacation in Islamorada is unforgettable. Book with us today and experience the ultimate in relaxation and luxury.

The Oasis of Islamorada is a charming shopping mall located at 81641 Old Highway in Islamorada, Florida. This unique destination offers a variety of shops and boutiques, perfect for finding one-of-a-kind treasures and gifts. Visitors can explore the beautifully landscaped grounds and enjoy a leisurely day of shopping, dining, and relaxation. Whether you're looking for the latest fashion trends, artisanal crafts, or delicious local cuisine, The Oasis of Islamorada has something for everyone. Come experience the laid-back atmosphere and tropical charm of this hidden gem in the Florida Keys.

Islamorada Boat Rentals is a premier boating institution located on the beautiful Overseas Highway in Islamorada, Florida. We offer a wide range of top-quality boats for rent, perfect for exploring the crystal-clear waters of the Florida Keys. Whether you're looking to cruise the coast, fish for trophy catches, or just relax and enjoy the stunning scenery, our knowledgeable staff will help you find the perfect vessel for your needs. With competitive rates and exceptional customer service, Islamorada Boat Rentals is your go-to destination for a memorable boating experience in the heart of the Florida Keys.

Safe Harbor Islamorada is a premium institution located at 80460 Overseas Highway in Islamorada, Florida. This establishment offers a unique boating lifestyle experience for its members, with access to various amenities and events. The on-site restaurant at Safe Harbor serves up fresh and innovative seafood dishes since 2003. The refined yet charming atmosphere includes sunny patio seating and delicious chalkboard specials for lunch and dinner. From Yellowfin Tuna and Avocado Eggrolls to Truffled Lobster Mac, the menu offers a variety of options for seafood lovers. Additionally, there are pasta, steak, and chicken dishes available, along with salad, soup, tacos, and jasmine rice bowls. For those looking for cocktails and small plate shareables, the Sunset Lounge Islamorada offers a rooftop bar experience with stunning seaside views.

Islamorada Turtle Tours LLC is a travel agency located at 96 Madeira Road in Islamorada, Florida, United States. Cruise Islamorada aboard its newest, biggest, and best tour boat, "The Turtle", a custom-built 53ft XL Deck Boat that can accommodate up to 42 people. Explore beautiful Islamorada on one of our spectacular tours, departing daily from The Lorelei Restaurant & Cabana Bar. On our tours, you can enjoy a short cruise to the famous Islamorada sandbar, where you can walk along the sandy flat, float on giant mats, soak up the sun, and relax. Fun for all ages! You can also snorkel at one of Islamorada's beautiful shallow water reefs, with depths between 8-20 feet. The choice of reef location will depend on factors such as visibility and weather conditions.

Islamorada Private Charters is a premier travel agency located at 81576 Overseas Highway in Islamorada, Florida. Offering a variety of private charter options, including snorkeling, sandbar excursions, nature cruises, and sunset tours, we provide a personalized experience for you and your group. With our custom 26' power catamaran, you can enjoy a day at the Islamorada Sandbar or explore the shallow waters of the Florida Keys while snorkeling. For those looking for a unique experience, we also offer lobstering charters where you can catch your own dinner and have it cooked at a local restaurant. Our guided nature cruises through the mangroves of Islamorada allow you to spot local wildlife such as dolphins, manatees, and crocodiles.

Nautical Tiki Cruises in Islamorada, Florida, offers a unique and exciting way to explore the stunning turquoise waters of the Islamorada Islands. Cruise on a floating tiki bar with your favorite music playing and your choice of beverages in hand. With 6-passenger tiki boats equipped with onboard restrooms and catamaran hulls for a safe and smooth ride, you can relax and enjoy paradise in style. Choose from a variety of cruise options, ranging from 90-minute day cruises to 6-hour excursions. Whether you want to kick back and soak up the sun or host a tiki party at the famous Islamorada sandbar, Nautical Tiki Cruises has got you covered. Individual tickets and private charters are available at affordable prices.

Cruisin' Tikis Islamorada is a unique travel agency located at 96 Madeira Road in Islamorada, Florida, United States. Experience a one-of-a-kind cruise along the stunning waterways of Islamorada in true Tiki style! Relax on a 90-minute cruise guided by our Captain, passing by iconic locations from the Netflix series Bloodline. Keep an eye out for dolphins who are frequent guests on our cruises. Prices start at $59.99 per person for a shared cruise or $349 for a private charter. For those looking for fun in the sun, our Swim Stop cruise is perfect. Jump in and swim in the beautiful waters of Islamorada. Prices start at $69.99 per person for a 2-hour shared cruise or $400 for a private charter.

MyKeys Tours of Islamorada is a premier travel agency located at 85920 Overseas Highway in the picturesque town of Islamorada, Florida. Specializing in creating unforgettable experiences for visitors to the Florida Keys, our team of knowledgeable and friendly experts are dedicated to providing top-notch service and personalized itineraries. Whether you're looking to explore the stunning coral reefs, indulge in world-class fishing opportunities, or simply relax on the beautiful beaches, MyKeys Tours of Islamorada is here to help you plan the perfect vacation. Come visit us and let us show you the best that Islamorada has to offer!

Islamorada Island Tours is a travel agency located at 77522 Overseas Highway in Islamorada, Florida, United States. We specialize in boat rentals, Jetski tours, and private Island tours, available 7 days a week. Whether you're looking for a relaxing day on the water or an adventurous excursion, we have the perfect boat for you. Our docks are conveniently located within 7 miles of eight amazing points of interest. Contact us at 305-664-5533 to discuss your options and plans, or send us an email or live chat with us for more information. Let us help you create unforgettable memories on the beautiful waters of Islamorada.

Casa Rio Islamorada is a charming lodging institution located at 121 Sapodilla Drive in Islamorada, Florida. Nestled in the heart of the Florida Keys, this cozy retreat offers a peaceful and serene atmosphere for guests to relax and unwind. With comfortable accommodations and a welcoming staff, Casa Rio Islamorada is the perfect place to escape the hustle and bustle of everyday life. Whether you're looking for a romantic getaway or a family vacation, this hidden gem is sure to provide a memorable experience. Explore the beautiful surroundings, soak up the sun on the nearby beaches, or simply enjoy a leisurely stroll along the waterfront. Come and experience the laid-back charm of Casa Rio Islamorada for yourself.

Oceanside Safari Restaurant & Lounge is a vibrant and lively establishment located at 73814 Overseas Highway in the beautiful coastal town of Islamorada, Florida. This unique institution offers a mix of delicious food, refreshing drinks, and a relaxed atmosphere perfect for unwinding and enjoying the ocean views. Whether you're craving a tasty meal or looking to sip on a cocktail while watching the sunset, Oceanside Safari is the perfect spot for locals and tourists alike. With its welcoming staff and inviting ambiance, this bar and restaurant is a must-visit destination for anyone looking to experience the true essence of Florida's coastal charm.

The Nest BBQ and Sports Bar is a popular roadside BBQ joint located next to The Green Turtle Inn in Islamorada, Florida. Serving up delicious BBQ dishes and a variety of sports bar favorites, this institution is a favorite spot for locals and tourists alike. Stop by 81219 U.S. 1 to enjoy mouthwatering BBQ in a relaxed and casual atmosphere.

Located at 96 Madeira Road in Islamorada, Florida, Lorelei Restaurant & Cabana Bar is a popular spot for locals and tourists alike. With a laid-back and casual vibe, this institution offers a perfect setting to enjoy delicious food, refreshing drinks, and live music by local cover band Uncle Rico. The Sunset Celebration, featuring happy hour specials and stunning views of Florida Bay, is a highlight for many guests. Whether arriving by boat, car, or foot, visitors can relax and unwind while taking in the beautiful sunset. The on-site retail store offers a variety of items, including the popular Copper Line BBQ sauces. With a reputation for great value, amazing views, and fresh seafood, Lorelei is a must-visit destination in the Florida Keys. Join us for a memorable experience at Lorelei Restaurant & Cabana Bar.

Lazy Days is an award-winning restaurant located in Islamorada, Florida, offering the freshest seafood in town. Enjoy oceanfront dining with exquisite Keys-style dishes such as seafood pastas, vegetarian options, sandwiches, certified Angus steaks, and chicken at reasonable prices. The restaurant has been voted "Best Restaurant Overall", "Best Waterfront Dining", "Best Seafood Restaurant", "Best Lunch", and "Best Wait Staff" in the Upper Keys People's Choice Awards. With spectacular views from tables nestled in the sand, an outside upstairs patio overlooking the Atlantic, and a cozy Keys-style atmosphere indoors, Lazy Days offers a unique dining experience. The full-service bar serves a variety of drinks, including craft beers, wines, and specialty cocktails. Don't forget to visit the Lazy Days Seafood Market for the freshest seafood in town and stop by the gift shop for custom t-shirts, hats, and more.