The 30 Best Relaxation spots in Islamorada, Florida

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.

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.

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.

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.

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 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.

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.

Hungry Tarpon Restaurant is a vibrant waterfront bar and restaurant located at 77522 Overseas Highway in Islamorada, Florida. This institution offers a delicious escape with a menu featuring the ocean's bounty, including signature dishes like Tuna Sliders, Mahi Reuben, and Pan Seared Salmon. Guests can enjoy their meals while watching the sun rise and feeding the Tarpon in the distance. In addition to mouthwatering seafood options, Hungry Tarpon Restaurant also offers a variety of cocktails, including the famous Trailer Trash Bloody Mary. The menu includes a range of options from breakfast items like glazed donut French toast to seafood dishes like blackened shrimp tacos and lobster mac and cheese.

Meze Morada is a charming restaurant located at 80925 Overseas Highway in Islamorada, Florida. Known for its delectable Mediterranean cuisine, this institution offers a unique dining experience with a variety of flavorful dishes inspired by the rich flavors of the region. Guests can enjoy a relaxing ambiance and attentive service while indulging in a selection of mezes, salads, grilled meats, and seafood. Whether you're looking for a casual lunch or a special dinner, Meze Morada is the perfect spot to savor delicious food in a beautiful setting.

Midway Cafe & Coffee Bar is a charming bakery, cafe, and restaurant located at 80499 Overseas Highway in Islamorada, Florida. This cozy establishment offers a wide variety of freshly baked goods, delicious coffee, and mouth-watering meals. Whether you're looking for a quick bite to eat, a relaxing cup of coffee, or a place to sit down and enjoy a meal with friends, Midway Cafe & Coffee Bar has something for everyone. Stop by and experience the warm and inviting atmosphere of this beloved local spot.

Saylor Cafe is a charming and cozy eatery located at 79851 Overseas Highway in Islamorada, Florida. This quaint cafe offers a delightful dining experience with a menu featuring a variety of delicious food options. From freshly brewed coffee to mouthwatering pastries and hearty sandwiches, Saylor Cafe has something for everyone. Whether you're looking for a quick bite to eat or a relaxing meal with friends and family, this cafe is the perfect spot to enjoy a tasty meal in a welcoming atmosphere. Visit Saylor Cafe today and treat yourself to a delightful culinary experience in the heart of Islamorada.

Barefoot at Pierre's is a charming and laid-back restaurant located at 81600 Overseas Highway in Islamorada, Florida. This unique dining establishment offers a relaxed atmosphere and delicious food, perfect for enjoying a meal with friends and family. With a menu featuring fresh seafood, mouthwatering steaks, and creative cocktails, Barefoot at Pierre's is a must-visit destination for food lovers in the Florida Keys. Whether you're looking for a casual lunch or a romantic dinner, this institution promises a memorable dining experience with its waterfront views and friendly service.

Sunset Lounge is a cozy and inviting restaurant located at 80460 Overseas Highway in Islamorada, Florida. With stunning views of the sunset over the water, this establishment offers a relaxed atmosphere where guests can enjoy delicious food and drinks. Whether you're looking for a romantic dinner for two or a casual meal with friends, Sunset Lounge is the perfect spot to unwind and savor the flavors of the Florida Keys. Come experience the laid-back charm and mouthwatering cuisine that make Sunset Lounge a must-visit destination in Islamorada.

F-ing Bagels is a charming bakery and cafe located at 80925 Overseas Highway in Islamorada, Florida. Known for their delicious and freshly made bagels, this institution offers a wide variety of flavors and toppings to satisfy any craving. In addition to their signature bagels, F-ing Bagels also serves up a tasty selection of sandwiches, salads, and coffee. Whether you're looking for a quick breakfast on-the-go or a leisurely lunch with friends, this cozy spot is the perfect place to enjoy a tasty meal in a relaxed atmosphere. With friendly staff and a welcoming ambiance, F-ing Bagels is a must-visit destination for foodies in the area.

Coastal Cup and Lounge is a vibrant institution located at 80001 Overseas Highway in Islamorada, Florida, offering a unique blend of bar, cafe, food, night club, restaurant, and store experiences. Effortless island style is showcased in our Florida Keys rooms and suites, allowing guests to immerse themselves in authentic Keys life. Enjoy island-inspired flavors and legendary cocktails while taking in stunning sea views. Our Keys venues provide the perfect setting for any gathering, whether it's a casual meal or a night out on the town. Indulge in cuisine rooted in the traditions of the Florida Keys at ReelCatch, Coastal Cup, or Tiki Bar, where classic burgers, succulent seafood, custom-blended treats, and top-shelf spirits await. Be sure to check out our calendar of authentic island experiences happening at Amara Cay Resort. Experience the best of the Florida Keys at Coastal Cup and Lounge.

The Whistle Stop Pub is a charming and cozy establishment located at 82685 Overseas Highway in Islamorada, Florida. This iconic pub offers a unique blend of a traditional bar, delicious food, and a welcoming restaurant atmosphere. With its laid-back vibe and friendly staff, The Whistle Stop Pub is the perfect spot to relax and enjoy a cold drink or a tasty meal. Whether you're looking to grab a quick bite to eat or unwind with friends after a long day, this pub has something for everyone. Come experience the warm hospitality and delicious offerings at The Whistle Stop Pub today!

Wahoo's Seafood Bar and Grill Restaurant is a vibrant and lively establishment located at 83413 Overseas Highway in Islamorada, Florida. Known for its delicious seafood dishes and refreshing drinks, this restaurant offers a casual and welcoming atmosphere for guests to enjoy a meal with friends and family. With a menu featuring fresh catch of the day, signature cocktails, and a variety of appetizers, Wahoo's is the perfect spot to relax and unwind after a day of exploring the beautiful Florida Keys. Whether you're looking for a quick bite or a leisurely dinner, this bar and grill restaurant is sure to satisfy your cravings for seafood in a fun and inviting setting.

Island Grill, located at 85501 Overseas Highway in Islamorada, Florida, is a popular bar and restaurant known for its award-winning menu, live entertainment, and beautiful waterfront atmosphere. Specializing in fresh seafood, premium hand-cut steaks, and regional specialties, Island Grill is a favorite Florida Keys banquet destination, perfect for wedding rehearsals and receptions. With rave reviews from satisfied customers on Google, Island Grill invites you to share your own experience with them. From their famous Tuna Nachos to the Catch of the Day, their menu offers a variety of delicious options. Whether you're a tourist or a local, Island Grill is the ideal spot to enjoy casual dining and celebrate special moments in true Florida Keys style.

Tides Beachside Bar & Grill is a charming waterfront restaurant located in Islamorada, Florida. Situated at 82100 Overseas Highway, this establishment offers a relaxed and casual dining experience with stunning views of the ocean. Guests can enjoy a delicious menu featuring fresh seafood, grilled meats, and refreshing cocktails. Whether you're looking for a romantic dinner by the water or a fun lunch with friends, Tides Beachside Bar & Grill is the perfect spot to unwind and savor the flavors of Florida.

Take Two Kitchen is a charming restaurant located at 81927 Overseas Highway in Islamorada, Florida. This cozy eatery offers a diverse menu featuring delicious dishes made from fresh, locally sourced ingredients. Known for their friendly service and relaxed atmosphere, Take Two Kitchen is the perfect spot to enjoy a meal with family and friends. Whether you're in the mood for a hearty breakfast, a satisfying lunch, or a flavorful dinner, this restaurant has something for everyone. Come dine at Take Two Kitchen and savor the flavors of the Florida Keys.

SandBar is a lively and vibrant institution located at 83413 Overseas Highway in Islamorada, Florida. This beachfront bar and restaurant offers a relaxed and casual atmosphere where guests can enjoy delicious food, refreshing drinks, and stunning views of the ocean. With a diverse menu featuring fresh seafood, mouth-watering burgers, and tasty appetizers, SandBar is the perfect spot to unwind and enjoy a meal with friends and family. Whether you're looking to grab a quick bite or spend a leisurely afternoon soaking up the sun, SandBar is the ideal destination for a memorable dining experience in the heart of the Florida Keys.

Mangrove Mike's Cafe is a charming eatery located at 82200 Overseas Highway in Islamorada, Florida. This cozy cafe offers a delicious menu of fresh and flavorful food, perfect for breakfast, lunch, or dinner. With a laid-back atmosphere and friendly staff, Mangrove Mike's is a popular spot for locals and tourists alike. Whether you're craving a hearty meal or just a cup of coffee, this cafe has something for everyone. Come visit Mangrove Mike's Cafe and experience the true taste of Florida's Keys.

Boba Manatea Cafe is a charming and cozy cafe located at 86700 Overseas Highway in Islamorada, Florida. This unique establishment offers a wide variety of delicious boba teas, coffees, and other refreshing beverages. In addition to their tasty drinks, Boba Manatea Cafe also serves a selection of light bites and snacks for customers to enjoy. With a relaxed atmosphere and friendly staff, this cafe is the perfect spot to unwind and indulge in some tasty treats. Whether you're looking for a quick pick-me-up or a place to hang out with friends, Boba Manatea Cafe has something for everyone.

Bitton Bistro Cafe is a charming restaurant located at 82245 Overseas Highway in Islamorada, Florida. This cozy cafe offers a delightful dining experience with a diverse menu of delicious dishes to satisfy your cravings. From breakfast favorites to gourmet sandwiches and salads, Bitton Bistro Cafe has something for everyone. Enjoy a cup of freshly brewed coffee or a refreshing cocktail while taking in the laid-back atmosphere and friendly service. Whether you're a local looking for a new favorite spot or a visitor exploring the Florida Keys, Bitton Bistro Cafe is a must-visit destination for food lovers. Come and taste the flavors of Islamorada at Bitton Bistro Cafe today!

Located at 84001 Overseas Highway in Islamorada, Florida, the Postcard Inn Beach Resort and Marina offers a unique and authentic Keys experience. As the "Sportfishing Capital of the World," guests can bring their own boat or book an excursion to explore the waters surrounding this beautiful resort. With the merging of two Islamorada resorts into one destination, the Postcard Inn Resort & Marina is set to become the heartbeat of the Islamorada Resort Collection in 2024. Offering island-chic guestrooms, exciting culinary experiences, a lively marina, a stunning beachfront, and a variety of activities, guests can seamlessly transition between adventure and relaxation from sunrise to sunset.

Island Bay Resort is a tropical oasis located at 92530 Overseas Highway in Tavernier, Florida, United States. Our beachfront location on the Florida Bay offers stunning sunsets and a relaxing atmosphere surrounded by palm trees and flowering plants. Whether you're looking to unwind and escape everyday stress or seeking adventure in the Florida Keys, our resort has something for everyone. Centrally located between Key Largo and Islamorada, just two hours from Key West or the Miami/Ft. Lauderdale area, Island Bay Resort is the perfect destination for your next vacation. Enjoy our tiki huts, hammocks, swimming, snorkeling, boating, and sunbathing on our private beach.