TOP 30 Tropical destinations in Islamorada, Florida

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Robbie's of Islamorada is a Keys-style waterfront Restaurant and Bar located at 77522 Overseas Highway in Islamorada, Florida. Offering scenic views and a tropical atmosphere, Robbie's is a popular tourist attraction and travel agency for those looking to explore the Florida Keys. Home to the world-famous tarpon feeding, visitors can hand-feed massive tarpon, enjoy water sports, and shop for handcrafted souvenirs at the local shops. The restaurant serves fresh seafood and signature cocktails on the waterfront deck, while also offering a clothing store with a unique range of beachwear. Robbie's also provides yacht charters, snorkeling trips, fishing excursions, sunset cruises, and eco-tours to experience the beauty of the Florida Bay. With a variety of activities and amenities available, Robbie's of Islamorada is the perfect destination for a fun and memorable vacation in the Florida Keys.

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.

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.

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.

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 Vacation Rentals is a premier real estate and travel agency located in the picturesque town of Islamorada, Florida. Situated at 109 Columbus Drive, our agency specializes in providing luxurious vacation rentals for those looking to experience the beauty and charm of the Florida Keys. From waterfront villas to cozy beachfront cottages, we offer a wide range of accommodation options to suit every traveler's needs. Our dedicated team of professionals is committed to ensuring that your stay in Islamorada is unforgettable, providing top-notch customer service and expert advice on local attractions and activities. Whether you're looking for a romantic getaway or a family vacation, Islamorada Vacation Rentals is your go-to destination for the perfect tropical retreat.

The Islamorada Visitors Centre is a travel agency located at 50 Russell Street in Islamorada, Florida. This center serves as a one-stop destination for tourists seeking information, assistance, and resources for exploring the beautiful surroundings of Islamorada. From booking accommodations to planning excursions, the friendly staff at the Visitors Centre are dedicated to helping visitors make the most of their time in this tropical paradise. Whether you're looking for recommendations on local attractions, dining options, or outdoor activities, the Islamorada Visitors Centre is your go-to resource for all things travel-related in this charming seaside town.

The Islamorada Chamber of Commerce & Visitors Center is a travel agency located at 87100 Overseas Highway in Islamorada, Florida. As the gateway to the beautiful Florida Keys, this institution serves as a one-stop destination for tourists and locals alike looking for information on local businesses, attractions, events, and accommodations. Whether you're planning a vacation, a weekend getaway, or just passing through, the friendly staff at the Islamorada Chamber of Commerce & Visitors Center are ready to assist you with all your travel needs. Visit us today and let us help you make the most of your time in this tropical paradise.

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.

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.

The Oceanview Inn & Sports Pub is a charming establishment located at 84500 Overseas Highway in Islamorada, Florida. This institution offers a unique combination of bar, food, and lodging, making it the perfect destination for a Keys vacation. The guest rooms at The Oceanview Inn & Pub are clean, comfortable, and have a tropical flair, providing guests with a relaxing and enjoyable stay. Whether you're visiting for a weekend getaway or a longer stay, this inn has everything you need for a perfect vacation.

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.

The Theater of the Sea is a unique park and tourist attraction located at 84721 Overseas Highway in Islamorada, Florida. This institution combines elements of a zoo and an entertainment venue, offering visitors the opportunity to interact with a variety of marine animals in a beautiful tropical setting. From dolphin and sea lion shows to guided tours and educational programs, Theater of the Sea provides a fun and informative experience for visitors of all ages. Come explore the wonders of the sea at this exciting attraction in the heart of the Florida Keys.

Sea La Vie Beach Boutique is a charming clothing store located in Islamorada, Florida, United States. Situated at 80431 Old Highway, this boutique offers a curated collection of stylish beachwear, resort wear, and accessories for both men and women. With a laid-back coastal vibe, Sea La Vie Beach Boutique is the perfect destination for those looking to update their vacation wardrobe or find the perfect outfit for a day at the beach. Whether you're in search of flowy sundresses, trendy swimwear, or unique beach accessories, this boutique has something for every beach lover. Visit Sea La Vie Beach Boutique and let the sea inspire your style.

Located at 80241 Overseas Highway in Islamorada, Florida, La Siesta Resort & Villas offers a tropical island style getaway with spacious guest rooms, beachside cottages, and private vacation homes. Experience authentic Keys life with island-inspired flavors and legendary cocktails while enjoying stunning sea views. The resort features lush private beaches, pools with ocean views, and fishing charters for the catch of your dreams. Accommodations include suites, cottages, and villas with idyllic Islamorada views and unique resort amenities. Special offers include discounts for Florida and Georgia residents, military personnel, and tax season rewards. Enjoy dining at Wild & Lime and nearby restaurants, as well as unforgettable experiences for special occasions. Plan your dream destination wedding or arrive at the Florida Keys marina for a seamless vacation experience. Explore all that La Siesta Resort & Villas has to offer and make memories to last a lifetime.

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.

Coconut Cove Resort & Marina is a charming lodging establishment located at 84801 Old Highway in the picturesque town of Islamorada, Florida. This waterfront resort offers guests a tranquil and tropical escape, with cozy accommodations and stunning views of the marina. Whether you're looking to relax by the pool, explore the nearby beaches, or enjoy water activities like fishing and snorkeling, Coconut Cove Resort & Marina has something for everyone. With its convenient location and welcoming atmosphere, this resort is the perfect destination for a relaxing getaway in the Florida Keys.

The Moorings Village is a charming lodging institution located at 123 Beach Road in Islamorada, Florida, United States. Nestled in a picturesque seaside setting, this luxurious retreat offers guests a tranquil and rejuvenating escape from the hustle and bustle of everyday life. With its beautifully appointed accommodations, lush tropical gardens, and pristine white sandy beaches, The Moorings Village provides the perfect backdrop for a relaxing vacation or romantic getaway. Whether you are seeking a peaceful retreat or an adventurous beach vacation, The Moorings Village offers a unique and unforgettable experience for all who visit.

Rain Barrel Village, located at 86700 Overseas Highway in Islamorada, Florida, is a unique institution that combines an art gallery, park, store, and tourist attraction all in one. For over 40 years, it has been a popular destination for both tourists and locals, offering a tropical oasis filled with specialty shops, galleries, and boutiques showcasing local art, handmade crafts, custom jewelry, fashionable resort wear, and unique souvenirs. One of the main attractions at Rain Barrel Village is Betsy the Lobster, a 30-foot-tall, 40-foot-long sculpture that serves as a symbol of Florida Keys wildlife. Visitors can't resist taking a picture with this iconic landmark, making it one of the most photographed spots in the Florida Keys.

Abel's Tackle Box and General Goods is a must-visit destination located at 84001 Overseas Highway in Islamorada, Florida. This unique institution is a combination of a clothing store, convenience store, and food store, offering a wide range of products to cater to all your needs. Immerse yourself in the beachside Keys experience at Abel's, where you can discover captivating natural beauty and endless opportunities for authentic connection. Whether you're looking for a souvenir to remember your vacation or gear for your next adventure, Abel's has you covered.

Founders Park Pool is a popular community swimming pool located at 87000 Overseas Highway in Islamorada, Florida. This family-friendly facility offers a refreshing escape from the Florida heat with its crystal-clear waters and spacious deck area for lounging in the sun. The pool is surrounded by lush tropical landscaping, creating a serene and relaxing atmosphere for visitors of all ages. Whether you're looking to swim laps, splash around with the kids, or simply unwind by the water, Founders Park Pool is the perfect destination for a day of fun in the sun. With its convenient location and well-maintained facilities, this pool is a must-visit for locals and tourists alike.

Breezy Palms Resort is a charming lodging destination located in the beautiful Islamorada, Florida. Situated at 80015 U.S. 1, this tropical oasis offers guests a relaxing and unforgettable experience in the heart of the Florida Keys. With cozy accommodations, stunning ocean views, and a range of amenities including a pool, beach access, and on-site dining options, Breezy Palms Resort is the perfect choice for those looking to unwind and soak up the sun in paradise. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, this resort has everything you need for a memorable stay. Book your stay at Breezy Palms Resort and escape to a slice of paradise in Islamorada.

Topsiders Resort is a charming lodging establishment located at 75500 Overseas Highway in the picturesque town of Islamorada, Florida. This tropical oasis offers guests a relaxing and comfortable stay in the heart of the Florida Keys. The resort features spacious and well-appointed rooms, a sparkling swimming pool, and stunning views of the surrounding landscape. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Topsiders Resort is the perfect destination for your next trip to paradise. With its convenient location and top-notch amenities, this resort is sure to provide a memorable and enjoyable experience for all guests.

Ocean Oasis at Ocean Pointe is a luxurious vacation destination located in Tavernier, Florida. This stunning institution offers a range of amenities including a pool, Jacuzzi, tennis and pickleball courts, a private beach, and a marina. Centrally located between Islamorada and Key Largo, guests can easily explore the surrounding areas and enjoy all that the Florida Keys have to offer. Whether you're looking for a relaxing beach getaway or an active vacation filled with water sports and outdoor activities, Ocean Oasis at Ocean Pointe has something for everyone. Contact our real estate and travel agency at 500 Burton Drive to book your dream vacation today.

The Beach House at Tarpon Point is a luxurious oceanfront home located at 77521 Overseas Highway in Islamorada, Florida. This stunning property offers amazing ocean views, a sandy beach, pool, and an observation pier perfect for watching sunrises and sunsets. As a real estate and travel agency, The Beach House provides top-notch amenities and furnishings to ensure a relaxing and memorable vacation experience for all guests. Whether you're looking for a peaceful retreat or a fun-filled getaway, The Beach House at Tarpon Point is the perfect destination for your next trip to the beautiful Florida Keys.

Ted's Place Weekly Vacation Rental is a charming and elegant estate located at 140 Madeira Road in Islamorada, Florida. This hidden gem is nestled on the bayfront, offering a secluded retreat while still being close to the best of Islamorada both on land and water. This real estate and travel agency offers a unique blend of old Florida charm and modern elegance in a nature-rich tropical oasis. The property has a fascinating Florida history, adding a little extra heart and soul to your vacation experience - especially if you're a baseball fan or a fishing fanatic.

Gulf Coast Tiki Tours & Yacht Charters is a premier tourist attraction and travel agency located at 450 Harbor Court in Fort Myers Beach, Florida, United States. Captain Tracy Newsam, with over 40 years of experience and a USCG 100 Ton Masters License, will take you on a memorable journey through the waters of Southwest Florida. Explore iconic maritime sites such as the Sanibel Lighthouse, Estero Bay, Mound Key, and Lover's Key while enjoying the refreshing sea breeze on one of our daily tours for up to six people. Witness the breathtaking Southwest Florida sunsets from the water on our evening sunset tours departing from our private marina.

Island Adventures is a premier travel agency located at 80500 Overseas Highway in Islamorada, Florida. Specializing in creating unforgettable island getaways, our dedicated team of travel experts can help you plan the perfect vacation to tropical destinations around the world. From luxurious beach resorts to thrilling outdoor excursions, Island Adventures offers a wide range of travel options to suit every traveler's preferences. Let us help you turn your dream island getaway into a reality. Book your next adventure with Island Adventures today!