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.

Located in Islamorada, Florida Keys, Bud N’ Mary’s Fishing Marina is the oldest and largest fishing fleet in the region, boasting a rich history since 1944. Renowned as the sportfishing capital of the world, the marina offers a unique offshore fishing experience with access to some of the best fishing grounds, including the nearby Everglades National Park. Its established fleet and experienced captains provide anglers with expert guidance and well-equipped boats, ensuring a memorable and successful fishing adventure. The marina’s prime location on the Atlantic Ocean enhances its appeal, combining scenic beauty with world-class fishing opportunities. Bud N’ Mary’s offers a variety of fishing charters, including offshore trips targeting species such as mahi mahi, sailfish, tarpon, swordfish, and numerous reef fish. In addition to private charters, the marina operates the Miss Islamorada, a full-day party fishing boat catering to groups seeking a social and productive fishing experience. Lodging options range from motel rooms and rental houses to houseboats, all situated on the waterfront for convenient access. The marina also features a well-stocked outfitter’s store with premium fishing gear and apparel, making it a comprehensive destination for anglers of all skill levels looking to explore the diverse fisheries of the Florida Keys.

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.

Key West Boat & Jet Ski Adventures is a premier watercraft rental and tour company located in Key West, Florida. Specializing in smaller group sizes, the business offers a more personalized and intimate experience compared to larger tour operators. With over 200 five-star reviews in just over a year, it stands out for its commitment to customer service and safety. The company partners with Sea-Doo to provide the latest jet ski models, ensuring high-quality equipment for all guests. Its unique approach includes guided jet ski tours, private boat charters, and eco-friendly kayak excursions, all designed to showcase the natural beauty of the Florida Keys. The company’s offerings cater to a wide range of customers, from families and couples to groups celebrating special occasions. Activities include freestyle jet ski rentals, guided jet ski tours suitable for all experience levels, kayak rentals and eco-tours, party boat charters, snorkeling trips, and dolphin tours. Private boat rentals feature spacious, custom-designed vessels equipped with premium water toys and amenities for a comfortable day or evening on the water. Whether exploring mangrove creeks, sandbars, or the vibrant coral reefs of Key West, guests enjoy a mix of adventure and relaxation with knowledgeable guides who enhance the experience through local insights and personalized attention.

Located in Key Largo, Florida, Sailors Choice is a family-owned and operated fishing charter that has been serving the Florida Keys community since 2003. With over twenty years of experience navigating these waters, the company offers a unique blend of expertise and hospitality aboard a 65-foot custom-built aluminum vessel. Certified by the U.S. Coast Guard to carry up to 49 passengers, the boat is well-suited for family outings, group events, and anglers of all experience levels. Departing daily from the Holiday Inn Marina, Sailors Choice stands out for its commitment to providing an enjoyable and seamless fishing experience, supported by a knowledgeable and friendly crew. Sailors Choice offers a variety of fishing trips, including both daytime and night excursions, designed to maximize the chances of catching local species such as snapper and grouper. The company provides all necessary equipment, including rods, reels, bait, tackle, and fishing licenses, allowing guests to focus on the experience without any hassle. The crew assists with everything from baiting hooks to filleting catches, ensuring a comfortable and engaging outing for novices and seasoned anglers alike. This comprehensive approach makes Sailors Choice an ideal choice for families, groups, and individuals seeking an authentic Florida Keys fishing adventure.

Salty Bottom operates in Key West, Florida, offering private boat charters that cater to a range of group sizes and preferences. With extensive experience in the local waters, the company provides two distinct vessels: a Classic Party Boat designed for large groups up to 36 guests, and an Eco Tiki Vessel suited for more intimate gatherings of up to 12 people. What sets this business apart is its fully customizable itineraries, allowing clients to explore popular destinations such as Boca Grande, Snipes Keys, Jewfish Basin, and Mud Keys. Both boats are equipped with premium sound systems and amenities like onboard bathrooms and USB charging, ensuring a comfortable and enjoyable experience on the water. The Classic Party Boat is ideal for celebrations including birthdays, bachelor or bachelorette parties, corporate events, and reunions, featuring ample deck space and a high-energy atmosphere perfect for dancing and socializing. Meanwhile, the Eco Tiki Vessel offers a more relaxed and authentic island vibe with tiki-style design and shallow-draft access to hidden sandbars and pristine natural areas. Guests can choose from 4 or 6-hour private charters that include activities such as dolphin watching, island hopping, backcountry cruising, and sandbar lounging. With knowledgeable captains tailoring each trip, the service appeals to couples, families, and large groups seeking either lively festivities or serene nature exploration in the scenic waters surrounding Key West.

Located in Key West, Florida, Beach Weekend Key West Marina offers a premier boating experience with a fleet of new pontoons and cruisers designed for comfort and fun on the water. The marina stands out for its comprehensive services, including wet slips, dry storage, a full ship’s store, and expert vessel maintenance provided by certified technicians. With a reputation for excellent customer service and well-maintained equipment, it caters to both locals and visitors seeking a seamless and enjoyable day on the water. The convenient location and well-stocked facilities make it a trusted hub for boating enthusiasts in the area. The marina provides a variety of boat rentals and guided adventures tailored to different interests and group sizes. Options include single and double deck pontoons equipped with slides and coolers, a Tiki Party Boat for a relaxed island vibe, and a Release Panga fishing boat featuring GPS navigation and live well tanks for fishing excursions. Customers can enjoy activities such as cruising, swimming, snorkeling, diving, and fishing, with expert guides available for specialized trips. The experience emphasizes flexibility and ease, allowing guests to explore Key West’s coastal waters and hidden gems while benefiting from on-site amenities like fuel, bait, snacks, and gear.

Located in Key Largo, Florida, Sea Spirit Offshore Sportfishing offers an exceptional fishing charter experience led by Captain Brandon Jimenez, a seasoned professional with over 25 years of fishing expertise and 21 years as a charter captain. The operation is distinguished by its use of a 43-foot Torres sportfisher, a spacious and seaworthy vessel equipped with modern amenities including an air-conditioned cabin and enclosed bathroom, ensuring comfort during trips. This charter service stands out for its comprehensive knowledge of local waters and diverse fishing opportunities, catering to anglers of all skill levels from beginners to experienced fishermen. The charters provide a variety of fishing adventures such as offshore sportfishing, reef and wreck fishing, deep sea fishing, and specialized excursions targeting species like Mahi, Tuna, Wahoo, Sailfish, Snapper, Grouper, Amberjack, and Kingfish. Additional offerings include patch reef trips, Shark and Tarpon fishing, and tournament fishing for competitive anglers. Each trip is tailored to the customer’s goals and skill level, with expert guidance and top-tier equipment to enhance the experience. Whether seeking a thrilling day chasing big game fish or a family-friendly outing, guests can expect a professional, engaging, and memorable fishing adventure in the waters surrounding Key Largo.

Captain Michael Party Boat Fishing operates out of Robbie’s in Islamorada, Florida, offering a premier deep-sea fishing experience in the Florida Keys. The business features a fully rigged 65-foot party boat equipped for offshore sportfishing, staffed by a professional and attentive crew dedicated to assisting anglers of all experience levels. What sets this operation apart is its comprehensive service, including all bait, tackle, rods, and fishing licenses, as well as a rotation system that maximizes fishing opportunities for every guest. The boat also provides amenities such as bathrooms and a shaded cabin, ensuring comfort during trips that run morning, afternoon, and night. The fishing charters cater to a wide range of customers, from novices to seasoned anglers, with trips designed to target species like yellowtail snapper, mangrove snapper, mutton snapper, grouper, and mackerel. The crew supports guests throughout the trip by helping with baiting hooks, netting fish, and cleaning catches at the dock. Guests can take their fresh fish home or have it prepared at a nearby restaurant, enhancing the overall experience. The combination of expert guidance, quality equipment, and the scenic Florida Keys setting makes this party boat fishing adventure both accessible and rewarding for individuals and groups seeking an authentic fishing outing.