The 30 Best Adventurous vacations in Islamorada, Florida

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.

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.

Fishin' Mission at Theater of the Sea is a unique institution located in Islamorada, Florida. This store offers a wide range of fishing gear, equipment, and accessories for both novice and experienced anglers. Located at 84721 Overseas Highway, Fishin' Mission provides everything you need for a successful fishing trip in the beautiful waters of Florida Keys. Whether you are looking for fishing rods, reels, bait, or tackle, this store has it all. Visit Fishin' Mission at Theater of the Sea and gear up for your next fishing adventure!

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.

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.

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!

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.

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.

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.

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.

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.

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.

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.

Easy Livin Charter is a renowned travel agency located at 81576 Overseas Highway in Islamorada, Florida, United States. Led by the world famous Captain Augie, who is a local legend in the community, Easy Livin Charter offers custom boat tours that are sure to create lasting memories for all who embark on them. With over two decades of experience in offshore fishing and a deep knowledge of the area, Captain Augie is more than just a tour guide - he is a source of fun and entertainment for all guests. His sense of humor and larger than life personality are guaranteed to put a smile on your face as you explore the beautiful waters of Islamorada.

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!

Family Fun Boat Tours is a premier travel agency located at 85920 Overseas Highway in Islamorada, Florida. We specialize in providing unforgettable boat tours that are perfect for families looking to explore the beautiful waters of Florida. Our experienced guides will take you on a thrilling adventure where you can enjoy snorkeling, fishing, and wildlife watching. Whether you are looking for a relaxing day on the water or an exciting excursion, Family Fun Boat Tours has something for everyone. Book your tour today and create lasting memories with your loved ones.

Solfinis Sunset Cruise is a premier travel agency located at 84001 Overseas Highway in Islamorada, Florida. Specializing in unforgettable sunset cruises, we offer a luxurious and relaxing experience on the beautiful waters of the Florida Keys. Our expert staff will ensure that every detail of your cruise is perfect, from the stunning views to the delicious cocktails served on board. Whether you're looking for a romantic evening with your loved one or a fun outing with friends, Solfinis Sunset Cruise is the perfect choice for a memorable experience on the water. Book your cruise today and prepare for an unforgettable journey into the sunset.

Florida Keys Boat Charters is a premier travel agency located in Islamorada, Florida. Our expert team specializes in providing top-quality boat charters for exploring the beautiful waters of the Florida Keys. Whether you're looking for a relaxing day on the water or an exciting fishing adventure, we have the perfect charter for you. With our convenient location on Overseas Highway, we make it easy for you to start your unforgettable journey through the stunning Florida Keys. Book your charter with Florida Keys Boat Charters today and experience the ultimate in luxury and adventure on the water.

Blackbeard Private Charters is a premier travel agency located at 85920 Overseas Highway in Islamorada, Florida. Specializing in private custom boat charters, Blackbeard Charters offers a unique opportunity to experience the Florida Keys like a local. Whether you're looking to relax at the Islamorada Sandbar or explore the vibrant reefs in the upper Keys, our experienced team is dedicated to providing you with the trip of a lifetime. Swim among tropical fish, soak up the sun, and create unforgettable memories with Blackbeard Private Charters.

Florida Keys Dive Center, located at 84001 Overseas Highway in Islamorada, Florida, is a premier ocean adventure paradise. As part of the Scuba Town USA family, we offer a wide range of activities for the whole family, including scuba diving charters, scuba courses, snorkeling, spearfishing, shark encounters, and more. Our experienced and friendly staff go above and beyond to ensure that your vacation in the Keys is unforgettable. With amazing dive sites and top-notch service, Florida Keys Dive Center is a favorite among visitors. Our team, led by Captain Allison and dive guide Kyle, provides a safe and enjoyable diving experience. Whether you're a beginner or an experienced diver, our staff will make sure you have a fantastic time exploring the underwater world.

Casa Morada Tours is a premier travel agency located in Islamorada, Florida. Situated at 136 Madeira Road, this institution specializes in creating unforgettable travel experiences for its clients. From arranging luxurious accommodations to organizing exciting excursions, Casa Morada Tours is dedicated to providing top-notch service and ensuring that every trip is tailored to meet the unique needs and preferences of each traveler. Whether you're seeking a relaxing beach getaway or an adventurous outdoor expedition, Casa Morada Tours has the expertise and resources to make your dream vacation a reality. Experience the beauty and charm of Islamorada and beyond with Casa Morada Tours as your trusted travel partner.

Got Fishues is a premier travel agency located in Islamorada, Florida, United States. Specializing in fishing excursions, our experienced team is dedicated to providing unforgettable experiences for anglers of all levels. Whether you are a seasoned pro looking for the ultimate challenge or a beginner wanting to learn the ropes, we have the perfect trip for you. Situated at 84001 Overseas Highway, our convenient location makes it easy to access some of the best fishing spots in the area. Let Got Fishues help you plan your next fishing adventure and reel in the big one!

Overseas Leisure Group, located at 814 Ponce de Leon in Miami, Florida, is a luxury travel agency with a passion for creating unique and authentic experiences in the Americas and beyond. They specialize in providing exclusive rental properties such as Casa Los Cayos in Islamorada, Florida and the Rio Negro Queen luxury floating hotel in Manaus, Brazil. Overseas Leisure Group takes pride in ensuring that each traveler has a personalized and unforgettable experience, working with local insiders to connect visitors to the true spirit of their destination. With a reputation for exceptional service and attention to detail, Overseas Leisure Group is a trusted partner for travelers seeking extraordinary and memorable adventures.

Dean Rabb Expeditions, LLC is a premier travel agency located in Islamorada, Florida. Situated at 85920 Overseas Highway, this institution offers unforgettable expeditions and adventures for all travel enthusiasts. With a focus on providing unique and personalized experiences, Dean Rabb Expeditions, LLC is dedicated to creating memories that will last a lifetime. Whether you're looking to explore the beautiful landscapes of Florida or embark on a thrilling adventure abroad, this travel agency has got you covered. Book your next expedition with Dean Rabb Expeditions, LLC and get ready to embark on the journey of a lifetime.

Cruise One is a premier travel agency located at 141 San Remo Drive in Islamorada, Florida. Specializing in cruise vacations, our dedicated team of experts is committed to helping you plan the perfect getaway at sea. Whether you're looking for a romantic escape, a family adventure, or a luxury cruise experience, Cruise One has you covered. With personalized service and insider knowledge of the best cruise destinations, we strive to make your vacation dreams a reality. Contact us today to start planning your next unforgettable cruise vacation!