TOP 30 Families vacation in Islamorada, Florida

Located at 81200 Overseas Highway in Islamorada, Florida, the Kon-Tiki Resort is a charming lodging institution that offers a unique and unforgettable vacation experience. Nestled in the heart of Islamorada, our resort boasts fully-equipped villa accommodations and an unbeatable location on the Florida Bay, making it the perfect destination for those seeking a relaxing getaway. With 23 unit accommodations to choose from, each with its own unique flair, guests can enjoy a range of options including standard rooms, spacious efficiency apartments, and villas complete with a kitchen, living room, and dining area. Our accommodations are designed to provide ultimate comfort and style for our guests.

Located at 80401 Old Highway in Islamorada, Florida, the Pines and Palms Resort is a charming lodging institution that offers boutique-style accommodations right on the Atlantic Ocean. The resort is designed as a peaceful tropical village, with oceanfront cottages and suites for an authentic Florida Keys experience. Guests can enjoy daily natural spectacles, fiery sunrises, and a laid-back lifestyle that embodies the essence of Keys life. The resort boasts an oceanfront climate-controlled pool for relaxation, as well as seasonal yoga classes for rejuvenation. With personalized service and genuine hospitality, guests are welcomed as family at Pines and Palms Resort. Visitors can take advantage of complimentary kayaks, paddle boards, and bike rentals, as well as sunset sails and private fishing charters for added adventure.

Islander Bayside Villas is a charming lodging institution situated at 81450 Overseas Highway in the picturesque town of Islamorada, Florida. Nestled along the beautiful bayside, this tranquil retreat offers guests a peaceful and relaxing atmosphere with stunning views of the water. The villas are tastefully decorated and equipped with modern amenities to ensure a comfortable stay for visitors. Whether you are looking for a romantic getaway, a family vacation, or a solo retreat, Islander Bayside Villas provides the perfect escape in the heart of the Florida Keys.

Sandal Factory Outlet is a shoe store located at 81917 Overseas Highway in Islamorada, Florida. We offer a wide selection of high-quality sandals at discounted prices. Whether you're looking for casual flip flops for the beach or stylish wedges for a night out, we have something for everyone. Visit us today and find the perfect pair of sandals to complete your outfit.

Charli's Shave Ice is a charming food store located at 77522 Overseas Highway in Islamorada, Florida. Specializing in delicious and refreshing shave ice treats, this institution offers a wide variety of flavors and toppings to satisfy your sweet cravings. Whether you're looking for a classic tropical flavor or a unique combination, Charli's Shave Ice has something for everyone. With friendly service and a cozy atmosphere, this is the perfect place to cool off and indulge in a tasty treat while exploring the beautiful surroundings of Islamorada.

Matecumbe Resort is a lodging institution located at 76261 Overseas Highway in Islamorada, Florida, United States. Situated on an oceanfront setting, our resort offers 32 recently remodeled units with fully equipped in-suite kitchens. Each unit includes a microwave, stove, refrigerator, pots & pans, toaster, and coffee maker. Additionally, all rooms feature a seating area with a sleeper sofa and an outdoor porch. Relax in our welcoming accommodations that provide all the essentials of home and more. Choose from a variety of room options, all equipped with full kitchens. Our large one-bedroom 1st floor suites offer beautiful views of the grounds and ocean.

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.

Scuba Town is a one-stop destination for all things related to diving and adventure in Islamorada, Florida. Located at the beautiful Postcard Inn resort and marina, Scuba Town offers divers a unique experience with lodging, food, drink, entertainment, shopping, beach access, pools, and a variety of dive related activities all in one convenient location. As part of the Scuba Town family, guests have access to a range of partners including the Islamorada Dive Center, Florida Keys Dive Center, Florida Keys Spearfishing co., Florida Keys Shark Encounters, Islamorada Pro Center, and Descend Apparel. Whether you're a seasoned diver or looking to try something new, Scuba Town has something for everyone.

Sundance Watersports is a premier travel agency located at 77522 Overseas Highway in Islamorada, Florida. We specialize in providing unforgettable water-based experiences for our clients, including snorkeling tours, paddleboarding adventures, and jet ski rentals. Our knowledgeable staff are dedicated to helping you create the perfect vacation itinerary, whether you're looking to relax on the beach or explore the crystal-clear waters of the Florida Keys. Come visit us and let us help you make the most of your time in this beautiful coastal paradise.

Clearly Unique Charters is a premier tourist attraction and travel agency located at 81801 Overseas Highway in Islamorada, Florida. Offering a wide range of unique and exciting charter experiences, visitors can explore the stunning waters of the Florida Keys in style. From snorkeling and diving adventures to sunset cruises and fishing trips, Clearly Unique Charters provides unforgettable experiences for all types of travelers. With knowledgeable guides and top-of-the-line equipment, guests can rest assured they are in good hands as they embark on their aquatic journey. Come and discover the beauty of the Florida Keys with Clearly Unique Charters.

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.

Little Basin is a charming amusement park located in Islamorada, Florida, United States. Nestled in the heart of the Florida Keys, this family-friendly park offers a variety of thrilling rides, games, and attractions for visitors of all ages to enjoy. From roller coasters and water slides to carnival games and delicious food vendors, Little Basin has something for everyone. Whether you're looking for a fun day out with the family or a lively destination for a weekend getaway, Little Basin is the perfect place to create lasting memories and have a blast in the sunshine.

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.

Island Villa Rental Properties is a premier real estate and travel agency located at 81681 Old Highway in Islamorada, Florida, United States. Specializing in luxurious vacation rentals on the beautiful islands of Islamorada, our agency offers a wide selection of stunning villas and properties for visitors looking to experience the ultimate island getaway. With top-notch customer service and a team of experienced professionals, Island Villa Rental Properties is dedicated to helping clients find their perfect vacation rental in this tropical paradise. Whether you're looking for a romantic beachfront villa or a spacious family-friendly property, we have something for everyone. Book your dream vacation with us today and let us help you create unforgettable memories in the Florida Keys.

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.

Rental Boat Co is a premier boat rental company located at 79851 Overseas Highway in Islamorada, Florida. We offer a wide selection of high-quality boats for rent, perfect for exploring the beautiful waters of the Florida Keys. Whether you're looking for a relaxing day of fishing, a thrilling ride on a speedboat, or a leisurely cruise to enjoy the sunset, Rental Boat Co has the perfect vessel for you. Our experienced and friendly staff are dedicated to providing top-notch customer service and ensuring you have a safe and enjoyable boating experience. Come visit us at Rental Boat Co and start your adventure on the water today!

Keys Ocean House is a charming lodging establishment located at 76311 Overseas Highway in the picturesque town of Islamorada, Florida. This quaint and cozy inn offers guests a peaceful and relaxing stay right by the ocean. The rooms are tastefully decorated and equipped with all the amenities needed for a comfortable stay. Guests can enjoy stunning views of the ocean from their rooms or take a leisurely stroll along the beach. The friendly staff is always ready to assist with any requests or recommendations for activities in the area. Whether you're looking for a romantic getaway or a family vacation, Keys Ocean House is the perfect choice for a memorable stay in the Florida Keys.

Keys Holiday Rentals is a premier real estate and travel agency located in the beautiful town of Islamorada, Florida. Situated at 83247 Old Highway, our agency specializes in providing luxurious vacation rentals for visitors looking to experience the stunning landscapes and vibrant culture of the Florida Keys. With a wide selection of properties ranging from cozy beachfront cottages to spacious waterfront villas, Keys Holiday Rentals offers something for every traveler. Our dedicated team of professionals is committed to providing top-notch customer service and ensuring that your vacation experience is seamless and unforgettable. Whether you are planning a romantic getaway, a family vacation, or a group retreat, let Keys Holiday Rentals help you find the perfect accommodation for your needs. Book with us today and make your dream vacation in the Florida Keys a reality.

KeysVacationHouse.com is a premier real estate and travel agency located at 88005 Overseas Highway in Islamorada, Florida. Specializing in luxurious vacation rentals in the beautiful Florida Keys, our agency offers a wide selection of stunning properties for visitors to choose from. Whether you are looking for a cozy beachfront cottage or a spacious waterfront villa, we have the perfect vacation house to suit your needs. Our team of experienced agents is dedicated to providing exceptional customer service and helping you find the ideal accommodation for your dream getaway. Book your next vacation with KeysVacationHouse.com and experience the ultimate in comfort and relaxation in the tropical paradise of the Florida Keys.

Beacon Reef Condominiums is a luxurious waterfront property located at 83201 Old Highway in Islamorada, Florida. These stunning condominiums offer breathtaking views of the ocean and are surrounded by lush tropical landscaping. Residents can enjoy resort-style amenities such as a pool, fitness center, and private beach access. The spacious units feature modern finishes and open floor plans, perfect for entertaining guests or relaxing in style. With its prime location in the heart of the Florida Keys, Beacon Reef Condominiums is the perfect place to call home for those seeking a peaceful and upscale coastal lifestyle.

KeyZ Charters is a premier tourist attraction and travel agency located at 77522 Overseas Highway in Islamorada, Florida. Offering a variety of private boat tours and charters, KeyZ Charters is the perfect choice for exploring the Florida Keys, Everglades National Park, and South Florida. From snorkeling adventures to sunset cruises, bird-watching excursions, and eco-tours, KeyZ Charters provides exhilarating experiences for the whole family. Located in South Florida, KeyZ Charters can take you up close to popular landmarks such as Indian Key, Lignumvitae Key, Alligator Reef lighthouse, and Everglades National Park. Our experienced guides will ensure you have a memorable experience while observing local wildlife and enjoying the natural beauty of the area.

The Maison is a charming and elegant institution located at 80639 Old Highway in Islamorada, Florida. With a prime location in the heart of the Florida Keys, this institution offers a luxurious and tranquil escape for guests looking to relax and unwind. The Maison boasts stunning views of the ocean and is just a short distance from some of the area's best attractions, including world-class fishing, snorkeling, and dining options. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, The Maison provides a welcoming and sophisticated atmosphere for all guests to enjoy.

Allergic to Land Charters is a travel agency located at 84371 Overseas Highway in Islamorada, Florida, United States. Led by Captain Sue DuBon, a seasoned mariner with over 40 years of experience, this agency offers exclusive aquatic adventures in the heart of the Florida Keys. Whether you're interested in snorkeling at vibrant coral reefs, enjoying serene sunset cruises, or exploring eco-friendly tours, Allergic to Land Charters promises unforgettable experiences on the water. With a spacious 22′ Twin Vee Catamaran, Captain Sue provides personalized tours tailored to your interests, ensuring a memorable journey every time. From snorkeling adventures to eco-tours and private excursions, each trip is designed to showcase the natural beauty of the Florida Keys. With over 300 5-star reviews, guests rave about the incredible experiences they've had with Captain Sue and her team. Whether you're a family looking for a fun day out or an enthusiast eager to explore the sea, Allergic to Land Charters offers the perfect adventure for everyone. Book your tour today and discover the wonders of the Florida Keys with Captain Sue DuBon at the helm.

Easy Livin Adventures is a premier travel agency located at 81576 Overseas Highway in Islamorada, Florida. Led by the world famous Captain Augie, a local legend with over two decades of experience in offshore fishing, Easy Livin Adventures offers custom boat tours that are sure to create lasting memories. Captain Augie, known for his sense of humor and larger than life personality, is more than just a tour guide - he is the missing element of fun your vacation needs. He will personally assist and advise you on the best use of your time in Islamorada, ensuring that you have an unforgettable experience.

Wild Dolphin Tours is a travel agency located at 80001 Overseas Highway in Islamorada, Florida, offering a variety of boat tours for your enjoyment. Take advantage of our SPRING SALE PRICING and choose from options such as Islamorada Sandbar, Snorkel, Eco Tours, Sightseeing Tours, and more. We also offer Go Pro Camera & Wet Suit Rentals for your convenience. Our Large Group Boat Charter can accommodate 7 to 12 passengers on our 2 boats, providing a more intimate experience compared to larger boats. Explore the beautiful coral reefs of Islamorada and spot tropical fish like angelfish, damselfish, and parrot fish during our Snorkel & Sandbar Charters. Depending on sea conditions, we may visit Alligator Lighthouse, Cheeca Rocks, or Hen & Chickens for snorkeling.

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!

Lightly Salted Charters is a top-quality travel agency located at 80500 Overseas Highway in Islamorada, Florida. Embark on the Ultimate Florida Keys Adventure on our 2015, 26′ Twin Vee with Captain Zander. From Flats to Offshore Fishing, Snorkeling Tours, Sandbar Getaways & Mesmerizing Sunsets, we offer fully custom trips for every angler. Experience the magic of sunset tours, snorkeling, sandbar & sunset tours, and fishing all in one unforgettable journey. Our all-inclusive Islamorada sandbar tour takes you to the world-famous Islamorada Sandbar for an unforgettable vacation. With our expert snorkel guide, enjoy 5-star private snorkeling tours through the fabulous coral reefs. Our boat can accommodate a maximum of six passengers, but we can add more boats to accommodate larger groups. Book a trip with Lightly Salted Charters and create memories that will last a lifetime. Schedule your private charter boat tour with us today at (305)205-3500.

Skins and Fins Charters is a premier tourist attraction and travel agency located at 81924 Overseas Highway in Islamorada, Florida. Specializing in fishing charters and guides in the Florida Keys, Skins and Fins offers a unique experience for anglers of all levels. Captain Ted Benbow, a skilled fisherman and Florida Keys native, has over 20 years of experience fishing the waters of Key Largo, Islamorada, Marathon, and the Everglades. With a focus on families and trips with kids, Captain Ted provides stress-free instructions and tips for both novice and experienced anglers. Targeting a variety of species including tarpon, redfish, snook, shark, and bonefish, guests are guaranteed an enjoyable and fun day on the water. Father and son fishing team, Captain Donnie, is a second-generation captain with a lifelong passion for fishing. With over ten years of experience as a licensed captain, Captain Donnie offers a unique and educational fishing experience for guests of all ages. Whether you're looking for your first catch or a dream fishing adventure, Captain Donnie will go above and beyond to ensure a memorable experience on the water.

Capt. Jack Backus is a reputable travel agency located at 79901 Overseas Highway in the beautiful town of Islamorada, Florida. Specializing in providing top-notch travel experiences and adventures, Capt. Jack Backus offers a wide range of services including booking flights, hotels, cruises, and tours. With a team of experienced and knowledgeable travel experts, this agency is dedicated to helping clients plan unforgettable vacations and create lasting memories. Whether you're looking for a relaxing beach getaway, an exciting outdoor adventure, or a romantic escape, Capt. Jack Backus has you covered. Contact them today to start planning your dream vacation!