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.

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.

Forever Young Charter Company is a premier charter business with locations in Islamorada and Key West, Florida Keys. Established in 2016, they specialize in spearfishing (freedive and scuba), fishing, scuba diving, snorkeling, lionfish hunting, lobster hunting, sandbar cruises, sunset cruises, and custom combination trips for all experience levels, with a strong commitment to family, community, conservation, and providing unforgettable experiences using high-quality boats and equipment.

The Key West Cocktail Cruise offers 2-hour adults-only sunset cruises on a spacious 47-foot catamaran, featuring all-inclusive craft beer, fine wine, and hand-crafted cocktails with premium spirits, hand-made mixers, and fresh-squeezed juices. Custom charters, sailing excursions for bachelor/bachelorette parties, weddings, and special events are available in Key West and the Florida Keys, with options for SNUBA, snorkel, scuba add-ons, and sandbar parties.

Outbound Charters is a reputable charter fishing company located in Marathon, Florida Keys, owned and operated by Captain Charles Turner. It offers a variety of fishing experiences for novice and experienced anglers, as well as other water activities including private sandbar trips, snorkeling, sunset cruises, and sightseeing in the Florida Keys waters.

Cudjoe Key Boat Rentals is a small, owner-operated business located at Cudjoe Gardens Marina, specializing in quality boat rentals with detailed instruction for experienced boaters out of Cudjoe and Sugarloaf Keys. Boats are safe, reliable, well-equipped for fishing, cruising, and snorkeling, providing the best possible experience.

Tailwalker Sportfishing offers premier fishing charters from Duck Key in the Florida Keys, featuring a luxury 44-foot boat for offshore fishing, a 26-foot boat for reef and bridge trips, and unique nighttime lobster excursions with experienced crew and top gear.