Hurricane Hole Key West, Florida offers a full service marina, restaurant, dockside bar, watersports, and fishing charters. Located on Cow Key Channel with easy access to the Atlantic Ocean and Gulf of Mexico, it provides dockage for vessels up to 34 feet, ethanol-free gasoline, live/frozen bait, tackle, and an on-site dive shop. Known locally as 'The Hole', it is a one-stop spot for dining, recreation, and boating activities from sunup to sundown.

Geiger Key Marina is a waterfront marina, RV park, and fish camp offering boat slips, fuel, rentals, fishing charters, kayak and paddleboard rentals/tours, an on-site restaurant serving locally sourced seafood, showers, laundry, and access to Florida Keys fishing reefs and mangroves.

FishMonster & Island Jane, located in Key West, Florida, offers premium charter adventures specializing in sport fishing and island excursions throughout the Lower Keys. With over a decade of experience since 2006, this family-owned and operated business is known for its well-maintained, USCG-inspected vessels and professional, friendly crew. Their unique combination of offshore, inshore, and backcountry fishing options, alongside eco-tours and sunset sails, provides a comprehensive and authentic Florida Keys experience. The company’s commitment to safety, quality equipment, and personalized service sets it apart in the competitive Key West charter market. The business provides a diverse range of activities including offshore sportfishing for species like tarpon and grouper, light tackle fishing, flats and backcountry fishing, as well as split charters and party boat fishing aboard the stable twin-hulled FishMonster MAX. Island Jane Charters offers island adventures on vessels such as the Floridays and Looking Glass, featuring snorkeling, private eco-tours with clear kayaks, sandbar and dolphin excursions, and sunset cruises. These offerings cater to families, corporate groups, and fishing enthusiasts seeking a customizable and memorable day on the water in the clear, vibrant waters of Key West.

Florida Keys National Marine Sanctuary, located in the waters surrounding the Florida Keys in Florida, encompasses 4,539 square miles of diverse marine habitats, including North America's only coral barrier reef and the largest contiguous seagrass beds in the Northern Hemisphere. Established in 1990 and managed by NOAA in partnership with the state of Florida, the sanctuary protects over 6,000 species of marine life as well as significant cultural and historical resources such as shipwrecks. Its unique ecosystem, characterized by turquoise waters and vibrant biodiversity, makes it a premier destination for marine conservation and recreation. The sanctuary’s extensive experience in marine protection and research, supported by facilities in Key West and Key Largo, ensures the preservation of this fragile environment for future generations. The sanctuary offers a wide range of activities including world-class diving, snorkeling, fishing, boating, and wildlife viewing, attracting both residents and millions of annual visitors. The Florida Keys Eco-Discovery Center in Key West provides an immersive educational experience with interactive exhibits on coral reefs, mangroves, seagrass habitats, and maritime history, allowing visitors to explore the sanctuary’s wonders without entering the water. The sanctuary also engages the public through coral restoration programs and volunteer opportunities, fostering stewardship and awareness. With a strong emphasis on sustainable use and protection, the sanctuary balances recreational access with regulations designed to safeguard its natural and cultural resources.

Sunset Watersports, located in Key West, Florida, is the island’s original and longest-standing watersports company, established in 1984. With over 40 years of experience and more than 18,500 five-star reviews, it has built a reputation as a trusted, family-owned provider of premier watersport excursions. The company is known for its commitment to world-class customer service, top-quality equipment powered by Mercury Marine engines, and a carefully curated selection of the best island experiences. Its unique position as the oldest parasail company in the United States and its extensive range of activities set it apart in the competitive Key West tourism market. The company offers a wide variety of watersport activities and tours designed for all ages and skill levels, including guided jet ski tours, parasailing, snorkeling trips, sunset and dinner cruises, eco kayak adventures, sandbar charters, dolphin watch tours, and golf cart rentals. Notable offerings include a 28-mile jet ski tour around Key West with multiple stops at iconic locations such as the Southernmost Point and Boca Chica Sandbar, as well as the only air-conditioned dinner cruise on the island featuring a tropical buffet and open bar. Guests can also enjoy self-driven mini speed boats, eco-friendly kayak tours through mangrove islands, and family-friendly dolphin encounters. Each experience is designed to provide memorable, safe, and engaging adventures that showcase the natural beauty and unique culture of Key West.

SNUBA® Key West, located in Key West, Florida, has been offering unique underwater adventure experiences since 1999. As the only licensed SNUBA® provider in the area, the company specializes in introducing guests to the underwater world without requiring scuba certification. Their operations are supported by a fleet of well-maintained vessels, including the 47-foot luxury catamaran Good Times, equipped with modern amenities such as cushion seating, full marine head, fresh water rinse, and safety equipment. The experienced crew, consisting of certified rescue divers, divemasters, and instructors, ensures a safe and enjoyable experience for divers of all skill levels. SNUBA® Key West is also recognized for servicing major cruise lines, bringing thousands of visitors annually to explore the vibrant coral reefs and diverse marine life of the Florida Keys. The company offers a range of activities including SNUBA® diving, scuba diving, snorkeling tours, and dive training courses, catering to families, beginners, and certified divers alike. SNUBA® allows participants to breathe underwater using a surface air supply connected by a 20-foot hose, enabling exploration up to 20 feet deep without heavy scuba gear or prior certification. Guided by professional instructors, guests enjoy personalized underwater tours of notable dive sites such as Eastern Dry Rocks and Western Sambo, encountering colorful coral formations and abundant tropical fish. Additional services include underwater photography, private charters, cocktail cruises, and special event hosting, making SNUBA® Key West a versatile destination for adventure seekers and groups looking to experience the natural beauty of the Keys in comfort and safety.

Dream Catcher Charters is a well-established fishing and boating service located in Key West, Florida, operating since 1994. The company offers a wide range of fishing experiences, including inshore, nearshore, and offshore charters, with access to prime locations such as the Marquesas Keys and Dry Tortugas. Their fleet features private, state-of-the-art boats equipped with advanced electronics and safety gear that exceed Coast Guard requirements. With professional full-time guides, Dream Catcher Charters accommodates all skill levels and ages, ensuring a personalized and safe adventure on the water. The charters include deep sea fishing in the Gulf Stream, backcountry fishing on calm bay boats, wreck and reef fishing, flats fishing for species like tarpon and bonefish, as well as specialty trips such as shark fishing, lobstering, and sandbar excursions. Guests can also enjoy unique experiences like visiting Fort Jefferson in the Dry Tortugas with an exclusive permit. The company emphasizes a low-stress, no-pressure atmosphere, allowing customers to mix and match trips to suit their preferences. Dream Catcher Charters caters to visitors seeking both thrilling sport fishing and relaxing boating outings in the vibrant waters surrounding Key West.

Salty Soul Charters is a private boat charter company based in Key West, Florida, offering customizable excursions that showcase the natural beauty and unique culture of the area. With experienced USCG licensed captains and knowledgeable crew, the company provides a range of options including snorkeling, fishing, eco tours, dolphin watching, and island exploration. Operating from Hurricane Hole Marina, their fleet features a beige Nautic Star center console boat equipped with modern amenities to ensure a safe and enjoyable experience. The company’s focus on personalized service and local expertise sets it apart, allowing guests to create tailored itineraries that suit their interests and group size. The charter options include full-day, half-day, and sunset cruises, each designed to accommodate up to six guests, with arrangements available for larger groups through coordination with other local captains. Guests can expect to encounter diverse marine wildlife such as dolphins, turtles, and stingrays while exploring protected mangroves, sandbars, and coral reefs. Special occasion charters are also available for events like birthdays, proposals, and anniversaries, offering a unique setting on the water. All necessary equipment is provided, and the crew encourages guests to bring personal items like snacks and sun protection to enhance their memorable Key West adventure.

Sunset Marina is situated on Stock Island off College Road in Key West, Florida, offering a sheltered harbor with 120 floating docks. This marina provides immediate access to the Gulf of Mexico and convenient routes to the Atlantic Ocean, making it an ideal location for boating enthusiasts. Known for its experienced fishing guides, Sunset Marina specializes in daily fishing charters that cater to both novice and seasoned anglers. The facility supports a variety of vessels, including sailboats and powerboats, and hosts a sailing school that delivers hands-on instruction for sailors of all skill levels. The marina’s offerings extend beyond boat slip rentals to include a convenience store and unique activities such as tarpon feeding experiences. Its fishing charters are led by knowledgeable local guides who ensure an engaging and productive outing on the water. The sailing school provides practical lessons designed to build confidence and competence, appealing to beginners and experienced sailors alike. With its combination of expert services, prime location, and comprehensive amenities, Sunset Marina serves as a versatile destination for recreational boating and fishing in the Key West area.

Located in Key West, Florida, this fishing charter service offers an exceptional experience for anglers of all skill levels seeking to explore the rich waters surrounding the island. With a variety of boats and expert captains, the operation stands out for its personalized approach and access to prime fishing spots including flats, reefs, wrecks, and offshore locations. The fleet is equipped with quality rods, reels, and tackle, ensuring guests have the necessary gear for a successful outing. The company’s reputation is supported by numerous positive reviews, reflecting a commitment to customer satisfaction and memorable fishing adventures. The charters cater to groups ranging from small parties to families, providing trips that vary in duration and focus, such as inshore tarpon fishing or deep-sea excursions. Services often include amenities like air conditioning, onboard bathrooms, and live bait wells, enhancing comfort and convenience during the trip. First mates are available to assist with cleaning and filleting the catch, allowing guests to fully enjoy their time on the water. Whether targeting trophy fish or enjoying a day of recreational fishing, customers can expect a well-organized, engaging experience tailored to their preferences.

Located in Key West, Florida, ALL IN Fishing Charters is a privately owned business led by Captain Garrett Frey, who brings a lifetime of fishing experience and passion to every trip. The charter specializes in custom private fishing excursions tailored to the preferences of each client, whether they are beginners or seasoned anglers. What sets this operation apart is its personalized approach and deep local knowledge of the Gulf of Mexico and surrounding waters, ensuring a productive and enjoyable fishing experience. The business emphasizes a welcoming atmosphere for all ages, making it accessible to families and individuals alike. ALL IN Fishing Charters offers a variety of fishing opportunities targeting species such as king mackerel, mahi-mahi, mutton snapper, wahoo, tarpon, and several types of grouper and snapper. Trips often include bottom fishing, live bait fishing, and reef edge sniper fishing, taking advantage of the strong Gulfstream currents near Key West. Clients can expect to encounter abundant marine life and potentially catch prized game fish like sailfish and cobia. The charters provide well-equipped boats and expert guidance, creating a memorable and rewarding fishing adventure tailored to each guest’s skill level and interests.

Located in historic Old Town Key West, Captain’s Corner Dive Center has been a premier PADI 5 Star Dive Center since 1985. The facility features Key West’s only on-site training pool and offers a lush, tropical environment just a block off Duval Street and two blocks from the Key West Bight Marina boat dock. Known for its experienced instructors, guides, and boat crew, the dive center provides access to the third largest coral barrier reef in the world within the protected National Marine Sanctuary. Divers can also explore the Vandenberg wreck, rated the number one wreck dive globally by Scuba Diving Magazine, making it a sought-after destination for advanced divers. Captain’s Corner offers a comprehensive range of scuba diving services, including daily reef and wreck dives, private charters, and a full spectrum of PADI certifications from Discover Scuba Diving to Dive Master and specialty courses. The dive boat, Sea Eagle, is a spacious Newton 46’ Dive Special equipped with modern amenities such as camera tables, rinse bins, fresh water showers, and twin Cummins engines for a comfortable and efficient dive experience. Whether beginners or seasoned divers, customers enjoy personalized instruction in small classes and the opportunity to explore vibrant coral reefs and historic wrecks in a protected marine environment.