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.

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.

Key West Boat & Jet Ski Adventures offers jet ski rentals, guided jet ski tours in small groups of up to 6-8 jet skis, Sea-Doo rentals, private boat rentals, party boat charters, kayak rentals and tours, snorkeling, dolphin tours, and boat trips along the Key West coastline, emphasizing smaller groups for a better, personalized experience.

The Marathon Lady is a 73-foot party boat offering family-friendly reef fishing trips in the Florida Keys since 1958. Locally owned and operated, it features morning trips from 8:30 am to 12:30 pm and afternoon trips from 1:30 pm to 5:30 pm, targeting snapper, grouper, and mackerel with experienced crew assistance.

Ana Banana Fishing Company, established in 1999, is a family-owned fishing charter service based in Marathon, Florida, offering year-round fishing excursions with a fleet of boats including a 24-foot Hanson flagship and 30' Grady White. Led by Captain Joel (or Jojo/Joseph) Brandenburg, they provide customized inshore, offshore, deep sea, reef, and sport fishing trips targeting species like sailfish, mahi-mahi, tuna, cobia, king mackerel, and wahoo, along with additional tours such as dolphin, manatee, boating, wine, shark diving, snorkeling, and island hopping. They emphasize safety, comfort, expert guidance, and a No Fish, No Pay policy, with fully licensed and insured U.S. Coast Guard certified boats equipped for various techniques.

Beach Weekend is a full-service marina in Key West, FL, offering pontoon and double decker pontoon boat rentals, fishing boats, private charters, boat storage, parts and service, watersports like paddleboarding and snorkeling, and marina store with drinks, snacks, gear, and merch. Located at 5710 Overseas Highway, Key West, FL 33040, it provides adventures including sandbar hopping, sunset cruises, booze cruises, fishing excursions, and more on the beautiful waters of the Florida Keys.

Captain Michael Party Boat Fishing offers party boat fishing charters in Islamorada, Florida, departing from Robbie’s at 77522 Overseas Highway. The 65-foot fully-rigged deep-sea fishing boat accommodates up to 40 passengers and provides bait, tackle, fishing license, and rods. Professional crew assists guests, with trips including morning (9am-2pm), afternoon, and night fishing for all skill levels.