TOP 30 Travel experiences in Islamorada, Florida

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Anglers Reef Vacation Rental is a premier real estate and travel agency located at 109 Anglers Way in Islamorada, Florida. Our vacation rentals offer luxurious accommodations in a picturesque setting, perfect for those looking to escape and unwind in the beautiful Florida Keys. From cozy beachfront cottages to spacious waterfront villas, we have a variety of options to suit every traveler's needs. Our friendly and knowledgeable staff is dedicated to providing top-notch service and ensuring a memorable stay for all our guests. Experience the ultimate tropical getaway at Anglers Reef Vacation Rental.

Coral Cove Rentals is a premier real estate and travel agency located at 81906 Overseas Highway in Islamorada, Florida. Specializing in vacation rentals, Coral Cove offers a wide range of luxurious properties for short-term stays in this beautiful tropical paradise. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious condo, Coral Cove Rentals has the perfect accommodation for your next getaway. With personalized service and attention to detail, our team is dedicated to providing you with a memorable and stress-free vacation experience. Contact us today to book your dream vacation rental in Islamorada!

Anglers Reef 140 Rental is a real estate and travel agency located at 140 Anglers Way in Islamorada, Florida, United States. This stunning property offers 3 bedrooms, 2.5 baths, and breathtaking oceanfront views. Guests can enjoy huge decks, optional boat slips, and a gated community for added security. Located in the heart of Islamorada, guests have access to a variety of dining, activities, and shopping options. Whether you're looking to relax on the beach or explore the vibrant local culture, this property has something for everyone.

Keys Condo is a premier real estate and travel agency located at 101 Gulfview Drive in Islamorada, Florida. Specializing in luxury condo rentals in the beautiful Florida Keys, Keys Condo offers a wide range of properties to suit every traveler's needs. Whether you are looking for a beachfront retreat or a cozy apartment in the heart of town, Keys Condo has the perfect accommodation for you. With exceptional customer service and a wealth of local knowledge, Keys Condo is your go-to destination for a memorable vacation experience in the stunning Florida Keys. Contact us today to book your dream getaway!

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.

American Caribbean Real Estate in Key Largo, Florida Keys is a reputable real estate agency with over 30 years of experience exceeding the expectations of buyers and sellers in the Florida Keys market. With locations in Islamorada and Key Largo, the agency has established a strong reputation for integrity, professionalism, and unparalleled market expertise. Affiliated with Christie's International Real Estate, American Caribbean is recognized as a leader in the luxury real estate market, with billions of dollars in closed sales and listings. Their dedicated sales team and administrative staff ensure a seamless and successful real estate experience. Choose American Caribbean Real Estate for a brokerage that has earned its place in the local and international real estate arena. Let them show you the Keys you don’t see from U.S. 1.

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.

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.

Coastal Vacation Rentals of the Florida Keys is a premier real estate and travel agency located at 82889 Overseas Highway in Islamorada, Florida, United States. We specialize in luxury vacation homes that exceed your expectations and cater to all your needs. Our extensive inventory includes weekly and monthly rentals, condos, villas, estates, corporate retreats, oceanfront and bayfront properties. Our personalized service sets us apart, ensuring that your vacation is a success no matter where you choose to stay in the Florida Keys. From breathtaking views to top-notch amenities, we have everything you need for a memorable getaway. Whether you're looking for a romantic escape or a family adventure, we have something for everyone.

Pineapple Beach is a premier real estate and travel agency located at 130 Aregood Lane in the beautiful coastal town of Islamorada, Florida. Our team of experienced professionals is dedicated to helping clients find their dream beachfront property or plan the perfect tropical getaway. With a focus on personalized service and attention to detail, Pineapple Beach is committed to making your real estate or travel experience seamless and unforgettable. Contact us today to start your journey to paradise.

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.

Latitude Key Vacations is a premier real estate and travel agency located at 3324 Northeast 32nd Street in Fort Lauderdale, Florida, United States. Specializing in curating vacation properties across three collections - Villas, Residences, and Homes - our properties are situated in high-end, quiet neighborhoods in Fort Lauderdale, Pompano Beach, Lauderdale-by-the-Sea, West Palm Beach, Islamorada (The Keys), Hollywood, and Delray Beach. We pride ourselves on offering meticulously equipped accommodations with lavish linens, opulent towels, natural Pure Fiji toiletries, and convenient starter kits. Our commitment to providing a perfect vacation experience includes round-the-clock support and additional services to elevate your stay. Our expertly designed villas boast high-end amenities and waterfront tranquility, providing the ultimate vacation experience. Floridian style residences feature heated pools in backyards with lounge areas, ideal for a serene getaway. Explore the unique charm of Fort Lauderdale, Hollywood, Lauderdale-By-The-Sea, Pompano Beach, West Palm Beach, and Delray Beach through our range of properties located in these vibrant destinations. Whether you prefer a beachfront property or a city center location, we offer a variety of accommodations to suit your needs.

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.

I Can See CLEAR Kayaking is a unique travel agency located at 96 Madeira Road in Islamorada, Florida, United States. Specializing in clear kayaking adventures, they offer a one-of-a-kind experience where guests can explore the crystal-clear waters of the Florida Keys while paddling through mangrove forests and coral reefs. With knowledgeable guides and top-of-the-line equipment, I Can See CLEAR Kayaking provides a safe and unforgettable journey for nature lovers and adventure seekers alike. Join them for a truly immersive and mesmerizing kayaking experience unlike any other.

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.

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.

Reef Quest Tours, located at 81576 Overseas Highway in Islamorada, Florida, is a travel agency specializing in family adventures and wildlife experiences in the South Florida Keys. Guests can enjoy spotting dolphins, manatees, birds, and fish while learning about the local wildlife. The tours also include visits to the World Famous Florida Keys Sandbar and breathtaking sunsets aboard the all new ReefQuest Tour Boats. Reef Quest is a dog-friendly company, offering pet sitting accommodations so guests can bring their furry family members along on the cruise. The personalized and immersive experiences provided by Reef Quest include snorkeling expeditions, habitat observations, flora programs, and island history tours. The tours are designed to teach about the diverse ecosystems, habitats, and natural history of Islamorada and the reefs of South Florida.

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.

Transparensea Glass Bottom Boat Tours, located at 77522 Overseas Highway in Islamorada, Florida, offers a unique and educational experience for visitors. Our knowledgeable guides will take you on a journey to explore reefs such as Cheeca Rocks, Alligator Reef, Caloosa Rocks, and more, while sharing fascinating information about the underwater world. On windy days, enjoy a relaxing ride in the shallow waters of Florida Bay. We are proud to be the only Seakeeper stabilized glass bottom boat in the state of Florida. Join us for tours at 9:30am, 12:00pm, 3:00pm, and 20 minutes after sunset for a night tour with underwater lights. Embark on an unforgettable adventure with our Glassbottom Eco Tour at Night, where you can witness the mesmerizing marine ecosystem after dark. Check in 30 minutes before departure and prepare to be amazed by the vibrant nightlife of Islamorada's marine creatures.

Easy Keys Charters is a premier private charter service located at 80460 Overseas Highway in Islamorada, Florida. As a top travel agency in the area, we specialize in providing unforgettable experiences on the water. Whether you're looking to go fishing, snorkeling, or simply enjoy a relaxing cruise, our experienced team is here to make your trip a memorable one. Book your next adventure with Easy Keys Charters online or give us a call at (305) 509-3075.

Tan Line Charters is a premier travel agency located at 80460 Overseas Highway in Islamorada, Florida. Specializing in luxury yacht charters, Tan Line Charters offers unforgettable experiences on the crystal-clear waters of the Florida Keys. Whether you're looking for a relaxing day on the water or an adventurous deep-sea fishing excursion, our experienced team will create a customized itinerary to suit your every need. Embark on a journey with Tan Line Charters and discover the beauty of the ocean in style and comfort.

Sandy Bottom Charters is a private charter located at 96 Madeira Road in Islamorada, Florida. Our travel agency offers snorkeling, sandbar, sunset, and bar hopping cruises with your own personal captain and guide to show you around the stunning Florida Keys. Our charter accommodates up to six people and provides areas for sun and shade, as well as space for snacks and drinks. With rates starting at $150/hour, we offer the most affordable private charter in Islamorada. Conveniently board at Lorelei's in Islamorada for a seamless experience. Our priority is to ensure you and your party have the best time possible in a fun and easy-going environment, with sanitation in mind. All snorkel gear is sanitized for your peace of mind. Call or text (305) 434-2712 to book your unforgettable charter experience with Sandy Bottom Charters.

Happy Cat Snorkel Boat is a travel agency located at 77522 Overseas Highway in Islamorada, Florida. If you're looking for the best snorkeling experience in the Florida Keys, look no further than Robbie's Marina. Come aboard the Blue Heaven with Sundance Watersports for an unforgettable adventure you'll cherish for a lifetime. With two daily snorkel excursions and sunset cruises available, there's something for everyone to enjoy. During your two and a half-hour snorkel trip, you'll have plenty of time to swim with local marine life and explore the diverse underwater ecosystem. Gear rentals are available for your convenience, and the boat is equipped with outdoor showers and a full-sized bathroom/changing room. Whether you're planning a private party, corporate retreat, or wedding party, Happy Cat Snorkel Boat can accommodate your needs.

Located on Overseas Highway in Islamorada, Florida, Captain Ian Bellino is a travel agency that offers a unique and authentic Florida Keys experience. The agency is affiliated with Pines and Palms Resort, a family-owned resort that exudes the laid-back lifestyle of the Keys. Guests can enjoy oceanfront cottages and suites, a climate-controlled pool with stunning views, and personalized service that makes them feel like family. From complimentary water sports equipment to sunset sails and private fishing charters, there is no shortage of activities to enjoy. Islamorada is the perfect midpoint between South Florida and Key West, offering a tropical paradise with blooming bougainvilleas, world-class fishing, and family-friendly attractions. Come dance to the rhythm of the tides and experience the genuine hospitality of Captain Ian Bellino and Pines and Palms Resort.

Blu Dog Charters is a travel agency located at 96 Madeira Road in Islamorada, Florida, United States. Specializing in private charters, they offer a variety of tours including snorkeling, sandbar trips, sunsets, BBQ excursions, sightseeing, lobster hunting, fishing, eco tours, and bar hopping adventures. Captain Steve, a seasoned mariner with experience in the United States Coast Guard and Merchant Marines, leads the trips and is known for his love of the ocean and bad jokes. The newest addition to their fleet, Serenity Blu, is now available for bookings.

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.

Key Aquasports is a premier travel agency located at 74580 Overseas Highway in Islamorada, Florida. We specialize in providing unforgettable aquatic adventures in the beautiful waters of the Florida Keys. Whether you're looking to go snorkeling, scuba diving, fishing, or jet skiing, we have the perfect excursion for you. Our experienced guides and instructors ensure a safe and enjoyable experience for all our guests. Come visit Key Aquasports for an exciting and memorable aquatic adventure in the stunning waters of Islamorada, Florida.

Parasailthekeys is a premier travel agency located at 77522 Overseas Highway in Islamorada, Florida. Specializing in parasailing adventures, they offer thrilling experiences for visitors looking to soar above the crystal-clear waters of the Florida Keys. With experienced guides and top-of-the-line equipment, Parasailthekeys ensures a safe and unforgettable experience for all guests. Whether you're a first-time flyer or a seasoned parasailer, Parasailthekeys is the perfect choice for your next adventure in the beautiful Florida Keys.