Sunset Watersports is Key West’s Original Watersports Company, established in 1984, family-owned and operated for over 40 years. They offer a wide range of watersports activities including jet ski tours, sandbar charters, reef snorkeling, parasailing, dolphin watching, sunset dinner cruises, private charters, boat rentals, golf cart rentals, and Key West weddings on luxury catamarans for 2 to 149 guests, focusing on safety, fun, exceptional service, and best value.

Robbie’s of Islamorada is a premier marina and activity hub in the Florida Keys, renowned for its world-famous tarpon feeding experience. It offers fishing charters, snorkeling, jet-ski adventures, sunset cruises, boat rentals, kayaking, paddleboarding, and more for families and adventure seekers.

Hawks Cay Resort Marina offers Florida Keys fishing charters with knowledgeable captains providing inshore and offshore trips for species like sailfish, bonefish, mahi mahi, swordfish, and snook, along with other marina activities including snorkeling, sunset cruises, and SCUBA.

Barefoot Billy’s is a Key West charter business offering private catamaran charters for up to 6 passengers, exploring secluded sandbars, shallow reef patches, and tropical wildlife in the Florida Keys backcountry. Charters depart from locations including Casa Marina’s private beach, featuring custom outings with cushioned seating, cooler, and dive ladder for activities like snorkeling and sandbar visits.

Fury Water Adventures offers customizable private charter boat rentals on state-of-the-art catamarans in Key West, including half and full day options for groups. Charters can blend snorkeling, kayaking, sand bar relaxation, sunset viewing, catering, beverages, and more, with the largest fleet and deck space in Key West.

Bud N' Mary's is the oldest and largest fishing marina in the Florida Keys, established in 1944 in Islamorada, known as the sportfishing capital of the world. Home to over 40 legendary fishing captains and guides offering offshore, backcountry, inshore, flats fishing charters, party boat, private events, ecotours, and a headboat named Miss Islamorada.

FishMonster Charters & Island Jane offers premium charter adventures in Key West and the Lower Keys, including offshore sportfishing, light tackle fishing, flats/backcountry fishing, split charters, MAX party boat fishing, snorkeling adventures, sunset cruises, private eco tours with clear kayaks, sandbar/dolphin excursions, family fun days, lobstering, and weddings. Family-owned and operated since 2006, with well-maintained USCG-inspected vessels and professional crew departing from A&B Marina at 700 Front St, Key West, FL 33040.

Manic Sportfishing is a Marathon, Florida charter business specializing in private fishing charters, reef and offshore trips, sunset cruises, island tours, snorkeling, and family-oriented excursions on safe, clean boats with experienced captains and mates. Owned by Captain Greg Fabrizzi, it offers various vessels for hardcore anglers, trophy hunting, sightseeing, and affordable group activities.

Catamaran Echo offers private day and sunset sailing charters in Key West, Florida, on Catamaran ECHO and ECHO 3. Charters range from 2 to 6 hours, accommodating small intimate groups up to 25 passengers, with activities including wild dolphin encounters, snorkeling at reefs or sandbars, sailing, and champagne sunset cruises. Includes snacks, fruit, and upscale crew service; upgrades like Moët & Chandon champagne and gourmet cheese buffet available.

Classic Harbor Line offers private yacht charters on the 105-ft. Schooner America 2.0 in Key West, guiding guests through emerald green waters for daytime sightseeing sails, magical private sunset cruises, corporate events, birthday parties, weddings, anniversaries, and company outings. The U.S. Coast Guard-certified vessel accommodates up to 85 guests with bar and catering options, located in historic Old Town Key West.

SNUBA Key West is the only licensed SNUBA company in Key West, Florida, founded in 1999, offering underwater experiences without scuba certification using a surface-supplied air hose. They provide private charters, scuba training, party cruises, cocktail cruises, boat tours, sunset weddings, special events, snorkeling, scuba diving, and custom excursions for groups up to 49 guests on their flagship vessel Good Times, serving locals, vacationers, and major cruise lines.

Sunset Sail Key West is a locally-owned fleet of historic sailboats in Key West, Florida, offering exclusive small-boat private and shared sailing charters with experienced captains. They provide authentic sailing experiences including sunset sails, snorkeling, daysails, weddings, private parties, sunrise toasts, full moon sails, and custom requests, emphasizing intimacy, flexibility, and away from crowds on vessels like the 33ft sloop High Tide, 50ft ketch Conch West, 32ft schooner Free Spirit, and guest ship When and If (up to 32 guests).