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.

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.

Honest Eco Tours is an authentic eco-tour company in Key West founded by a local biologist and his family in 2014 to provide small-group boat tours focused on wildlife conservation, using electric boats and biologist guides for multi-activity experiences like dolphin watching, snorkeling, and kayaking, emphasizing genuine hospitality and organic provisions.

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.

Dolphin Connection is a dolphin habitat and interaction facility located at Hawks Cay Resort in Duck Key, Florida Keys, offering unique swim and interaction programs with bottlenose dolphins to promote environmental stewardship, conservation, education, and research. Acquired by Dolphin Discovery in 2018, it emphasizes high standards of animal care, accredited by organizations like AMMPA and IMATA, and provides unforgettable experiences in a natural lagoon setting.

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.

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.

Dolphin Safari Charters is a family-owned Key West business specializing in small-group dolphin tours, snorkeling adventures, and private charters for small groups, led by local captains with a focus on respectful dolphin watching and ocean adventures.

Salty Bottom Boats offers customizable private boat charters in Key West, Florida Keys, with two vessels: a Classic Party Boat accommodating up to 36 guests for large celebrations like birthdays, bachelor parties, and corporate events, featuring a loud sound system, onboard bathroom, USB charging, and sandbar parties; and an Eco Tiki Vessel for up to 12 guests for intimate nature explorations, romantic sunset cruises, and backcountry trips with authentic tiki design and shallow-draft access. Charters are 4 or 6 hours, fully customizable to destinations like Boca Grande, Snipes Keys, Jewfish Basin, Mud Keys, backcountry, and open waters, including excursions such as sandbar socializing, dolphin watching, floating, island hopping, and cruising.

Salty Soul Charters is a private charter boat company in Key West, Florida, offering customized private boat charters to explore the island by water, including full day trips, half day adventures, sunset cruises, and special occasion charters like birthdays, proposals, and weddings. Guests can customize itineraries from listed excursions, encounter wildlife such as turtles, dolphins, and sting rays, visit sandbars and mangroves, with options for snorkeling and fishing.

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.

Casual Monday Charters is a private boat charter company based in Key West, Florida, operated by Captain Zak. It specializes in custom, personalized boat excursions for families, couples, and small groups, including snorkeling adventures, sandbar trips, dolphin and wildlife viewing, eco-tours through scenic backcountry waters, island exploring, and sunset cruises. The service emphasizes flexible itineraries, local knowledge, safety, and a relaxed, laid-back experience on the water.