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.

Lazy Dog Adventures is a Key West-based charter business offering kayak and stand-up paddleboard tours, rentals, lessons, paddle yoga, paddle fit, and backcountry boat trips including sandbar charters. They focus on exploring the quiet side of Key West's mangrove ecosystem, sea grass beds, and sandbars with experienced guides, operating year-round from Hurricane Hole Marina.

Geiger Key Marina is a waterfront marina, RV park, and fish camp offering boat slips, fuel, rentals, fishing charters, kayak and paddleboard rentals/tours, an on-site restaurant serving locally sourced seafood, showers, laundry, and access to Florida Keys fishing reefs and mangroves.

Thousand Trails is a comprehensive network of over 200 campgrounds and resorts located across North America, offering year-round outdoor recreational opportunities in diverse and scenic destinations such as North Carolina’s Crystal Coast, Oregon’s Mount Hood, and Florida’s Keys. With decades of experience in providing quality camping experiences, the company caters to a wide range of campers, from weekend visitors to full-time adventurers. Its unique appeal lies in the variety of accommodations available, including spacious RV sites with full hookups, cozy cabins, glamping tents, and tiny houses, all supported by well-maintained facilities and a commitment to excellent service. The campgrounds are situated in prime locations that provide easy access to natural attractions, beaches, hiking trails, and local points of interest, making each stay both convenient and memorable. The offerings at Thousand Trails are designed to accommodate diverse preferences and group sizes, including pet-friendly options and age-qualified communities for those 55 and older. Guests can choose from nightly, weekly, monthly, or seasonal stays, with membership plans available to enhance affordability and flexibility. Each campground features a broad range of amenities such as swimming pools, fitness centers, dog parks, pickleball courts, and organized social activities like live music, tournaments, and themed events. Whether visitors seek relaxation by the beach, outdoor adventures like fishing and boating, or family-friendly entertainment, the experience is enriched by attentive staff and a welcoming community atmosphere. This combination of extensive amenities, scenic locations, and customizable stay options makes Thousand Trails a preferred destination for campers seeking both comfort and connection with nature.

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.

Sunset Watersports, located in Key West, Florida, is the island’s original and longest-standing watersports company, established in 1984. With over 40 years of experience and more than 18,500 five-star reviews, it has built a reputation as a trusted, family-owned provider of premier watersport excursions. The company is known for its commitment to world-class customer service, top-quality equipment powered by Mercury Marine engines, and a carefully curated selection of the best island experiences. Its unique position as the oldest parasail company in the United States and its extensive range of activities set it apart in the competitive Key West tourism market. The company offers a wide variety of watersport activities and tours designed for all ages and skill levels, including guided jet ski tours, parasailing, snorkeling trips, sunset and dinner cruises, eco kayak adventures, sandbar charters, dolphin watch tours, and golf cart rentals. Notable offerings include a 28-mile jet ski tour around Key West with multiple stops at iconic locations such as the Southernmost Point and Boca Chica Sandbar, as well as the only air-conditioned dinner cruise on the island featuring a tropical buffet and open bar. Guests can also enjoy self-driven mini speed boats, eco-friendly kayak tours through mangrove islands, and family-friendly dolphin encounters. Each experience is designed to provide memorable, safe, and engaging adventures that showcase the natural beauty and unique culture of Key West.

Located at Mile Marker 17 in Sugarloaf Shores, Florida, Sugarloaf Marina is a full-service marina that embodies the traditional spirit of the Florida Keys. Positioned beside the historic Sugarloaf Lodge, this marina has served as a central gathering place for the local community and anglers for decades. Known for its authentic, "old school" atmosphere, it has been a base for world-class fishing guides and a venue for fishing tournaments. The marina offers a comprehensive range of services and equipment, catering to both seasoned boaters and casual visitors seeking a genuine Keys experience. Sugarloaf Marina provides a variety of water-based activities including boat rentals, kayak and paddleboard rentals, fishing charters, and eco tours. Experienced boaters can rent pontoons to explore nearby sandy beaches, while those looking for a more tranquil experience can paddle through serene mangrove creeks. The marina is home to some of the best local fishing guides, offering access to some of the world’s premier fishing grounds. Eco tours allow visitors to explore the Lower Keys backcountry either by private boat or kayak, making it an ideal destination for families and friends seeking both adventure and relaxation on the water.

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.

Spencer’s Boat Yard, located in Key West, Florida, is the area’s premier boat rental and service provider with over 30 years of experience and a fleet of more than 12 vessels. As the only locally owned boat yard in Key West, it has served the community for over six decades, offering unparalleled expertise in boat repair, maintenance, and Mercury parts and service. The company stands out for its comprehensive offerings, including full-service boatyard capabilities, expert fiberglass work, custom paint jobs, and upcoming secure boat storage solutions. Its deep local knowledge and commitment to quality make it a trusted destination for both boaters and visitors seeking to explore the waters of the Lower Florida Keys. The business caters to a wide range of customers, from seasoned captains to first-time boaters, providing flexible rental plans that allow clients to pay only for the time they use. Its diverse fleet supports various activities such as fishing, snorkeling, sunset cruises, and leisurely day trips, ensuring an ideal vessel for every adventure. In addition to rentals, Spencer’s Boat Yard offers boat slips, charters, and expert maintenance services performed by certified Master Technicians. Whether for a local resident or a vacationer, the experience promises access to well-maintained boats and personalized service, making it an excellent gateway to enjoying the natural beauty of Key West and the surrounding waters.

Located in Cudjoe Key, Florida, this boat rental service offers a diverse fleet of well-maintained vessels suitable for various experience levels, from beginners to seasoned boaters. The company stands out by providing boats equipped with advanced Yamaha four-stroke engines and Garmin GPS systems featuring shaded relief charts, sidescan sonar, and saved tracks, ensuring safe and informed navigation. Their boats range from 18-foot Key West models to a 23-foot fiberglass tritoon, each designed with features like livewells, large fuel capacities, and comfortable seating to enhance the boating experience. This combination of reliable equipment and thoughtful amenities makes the service a distinctive choice for exploring the waters around the Florida Keys. The rental options cater to small groups and families, with capacities ranging from five to eight passengers, making them ideal for fishing trips, leisurely cruises, or sightseeing excursions. Customers can select from various boats, including bay boats, deck boats, pontoons, and tritoons, each offering specific advantages such as ample cooler space, livewells for fishing, and user-friendly navigation aids. The service emphasizes convenience and comfort, providing extras like Yeti coolers, deck chairs, and livewells, which contribute to a well-rounded and enjoyable outing on the water. Whether newcomers or experienced boaters, clients can expect a tailored experience supported by quality equipment and local knowledge.

Located just 15 minutes from Key West, Florida, The Paddle Hut at Geiger Key offers an authentic way to explore the natural beauty of the Florida Keys. Specializing in eco-friendly backcountry mangrove tours, this business stands out for its expert naturalist guides who lead small groups through winding waterways. Visitors can expect a peaceful paddling experience amid pristine mangroves, with opportunities to observe diverse wildlife such as manatees, sea turtles, and exotic birds. The Paddle Hut caters to all skill levels, from beginners to seasoned kayakers, ensuring a memorable and educational adventure. The Paddle Hut provides a variety of services including kayak and stand-up paddleboard rentals, private guided tours, and eco tours focused on the unique mangrove ecosystem. Guests benefit from a free shuttle pick-up from Key West, enhancing convenience and accessibility. The tours emphasize a relaxing pace, allowing participants to fully immerse themselves in the tranquil surroundings and learn about the local environment from knowledgeable guides. Additionally, memberships and gift cards are available, making it easy for repeat visitors or those seeking a special gift to enjoy the natural wonders of Geiger Key.