Port Charlotte, Florida

Siesta Key Watersports is the only full-service watersports company servicing Siesta Key, Sarasota, and Venice, with three locations. Voted #1 watersports company year after year, they offer parasailing with a 100% safety record, jet ski rentals for 1-3 riders up to 450 lbs max weight, dolphin tours (morning mimosas & dolphins, dolphin drinks & sandbar, sunset & dolphins) with complimentary drinks and bathroom on board, boat rentals with unlimited riding area including Gulf of Mexico, private charters, fishing charters, sunset charters, and custom charters. Over 28 years in business with USCG licensed captains, best maintained equipment, and free parking.

Pink Shell Beach Resort & Marina is a full-service marina in Fort Myers Beach offering charter services including fishing trips, sunset cruises, boat rentals (pontoon, sailboat, 2-11 passenger boats), and guided fishing excursions (inshore, nearshore, offshore) with experienced captains for half-day and full-day trips.

Family-owned and operated since 1986 by the Stewart family on Sanibel Island, Adventures in Paradise offers affordable, fun-filled boat cruises and tours departing from Port Sanibel Marina, including dolphin watches, shelling and lunch excursions, backwater fishing, sea life encounters, sunset cruises, historical trolley tours, and private charters for groups of any size around Sanibel, Fort Myers, Captiva, and nearby barrier islands to experience local wildlife and nature.

South Seas Charters is the first and oldest boat charter operator in Nuku'alofa, Tonga, featuring the most experienced skipper with over 25 years in Tongan waters. They operate a 9-meter 400 hp USA-built catamaran with dual outboard engines for safe returns, offering island hopping, gamefishing, spearfishing, whalewatching, whaleswim, volcano, and deserted island trips.

Salty Sam's Marina is a full-service, deep-water marina on Fort Myers Beach, offering power boat and kayak rentals, charter boats for fishing or sightseeing, boat services and repairs, wet and dry storage, transient slips, detailing, waterfront dining, pirate cruises, dolphin and sunset cruises, gift shops, and an ice cream shop. Voted best marina since 2004, it is a family-owned waterfront destination since 1999 located in Matanzas Bay with easy access to the Gulf of Mexico and Estero Bay.

Located on Siesta Key, Florida, this established outfitter has been a prominent fixture in Sarasota’s outdoor recreation scene since 1959. Renowned as the largest bait and tackle shop on the water in the area, it offers a comprehensive range of services including boat rentals, fishing charters, parasailing, jet ski rentals, and golf cart rentals. The business stands out for its extensive experience and commitment to quality, providing access to premier equipment and leading outdoor sportswear brands for men, women, and children. Its long-standing presence and diverse offerings make it a go-to destination for both locals and visitors seeking water-based activities and island exploration. The outfitter caters to a wide variety of customers, from avid anglers to families looking for adventure on the water. Visitors can choose from half-day to weekly rental options for boats, jet skis, and golf carts, ensuring flexibility for different trip lengths and group sizes. Fishing enthusiasts benefit from expert-guided charters and a fully stocked bait and tackle shop, while thrill-seekers can enjoy parasailing and tiki boat tours. The experience is designed to be accessible and enjoyable, with knowledgeable staff ready to assist in planning memorable outings on Siesta Key’s scenic waters.

Kayak Excursions, located in Fort Myers, Florida, has been providing year-round kayak and stand-up paddleboard (SUP) rentals and guided tours since 2006. Originating from Kennebunkport, Maine in the 1990s, the company is known for its commitment to fun, safe, and eco-friendly outdoor experiences suitable for paddlers of all skill levels. What sets this business apart is its use of top-quality, regularly maintained equipment and its flexible rental options, including half-day to week-long rentals, complemented by a free delivery service to any location in Southwest Florida. With launch sites at Bunche Beach, Pelican Bay, and Big Hickory Island, guests can explore some of the region’s most impressive natural landscapes, including mangrove forests, shallow bays, and sandy beaches. The company offers a diverse range of guided tours and rentals designed to accommodate families, novices, and experienced paddlers alike. Popular excursions include Manatee and Dolphin Eco Tours, Full Moon Tours, fishing trips, and sunset paddling adventures, all led by knowledgeable guides who enhance the wildlife viewing experience. Rentals come with all necessary gear, such as Coast Guard-approved life jackets and paddles, and can be tailored to individual schedules and preferences. Whether exploring the serene mangrove tunnels of Bunche Beach or the vibrant back bays of Pelican Bay, participants can expect a memorable and engaging outdoor adventure that highlights the unique flora and fauna of Southwest Florida.

Located in Sanibel, Florida, Tarpon Bay Explorers operates as the licensed concessionaire of the J.N. “Ding” Darling National Wildlife Refuge, offering visitors a unique opportunity to explore one of the nation’s top natural habitats. With extensive experience and a commitment to eco-friendly recreation, the company provides guided nature tours, including tram rides, kayak excursions, and pontoon cruises that highlight the diverse wildlife and scenic beauty of Tarpon Bay. Their partnership with the U.S. Fish & Wildlife Service ensures that a portion of proceeds supports conservation efforts, enhancing the refuge’s preservation. Open daily, the business combines expert knowledge with quality equipment to deliver an educational and immersive outdoor experience. Tarpon Bay Explorers offers a variety of activities tailored to nature enthusiasts, families, and anglers alike. Guests can choose from wildlife refuge tram tours, nature and sealife cruises, kayak trail tours, low tide paddling adventures, and fishing charters with rental options for kayaks, canoes, paddleboards, and pontoon boats. The tours are led by knowledgeable guides who emphasize wildlife respect and environmental stewardship, creating memorable encounters with dolphins, manatees, birds, and other native species. Additional amenities include a nature-themed gift shop and comprehensive rental services, making it a versatile destination for visitors seeking both adventure and relaxation in a pristine coastal setting.

Kokomo Charters is a yacht charter brokerage based in Sarasota, Florida, specializing in arranging USCG-compliant bareboat charters across the Gulf Coast, including St. Petersburg, Anna Maria Island, and Tampa Bay. With a curated fleet of privately owned yachts ranging from 35 to 112 feet, the company offers a diverse selection of vessels to suit various group sizes and preferences. What sets this brokerage apart is its exclusive focus on bareboat charters, allowing primary charterers to assume control of the vessel while providing access to a vetted list of independent, licensed captains. This approach ensures a personalized and flexible boating experience tailored to the unique needs of each client. The company’s offerings include full-day, half-day, and sunset cruises, catering to both visitors and locals seeking a luxurious and stress-free day on the water. The fleet features yachts equipped for groups ranging from five to twelve guests, with options available in Sarasota, St. Petersburg, Anna Maria Island, and Tampa Bay. Clients can customize their charters with the assistance of Kokomo Charters, which also facilitates connections with approved captains and crews. The experience emphasizes comfort, luxury, and flexibility, making it ideal for special occasions, corporate events, or leisurely outings along Florida’s scenic Gulf Coast. Additionally, Kokomo Charters partners with Sarasota Motor Club to offer an enhanced luxury experience combining exotic car rentals with yacht charters.

Situated inside Big Pass on Florida’s Gulf Coast, Sarasota Yacht Club offers a historic yet modern setting for boating and leisure enthusiasts in Sarasota, Florida. Established in 1926, the club combines a century of tradition with contemporary amenities, including an expansive marina, fitness center, heated pool, and private event venues. Its unique location provides sheltered waters ideal for year-round boating and watersports, while the club’s commitment to community engagement and world-class experiences distinguishes it among regional yacht clubs. The club’s offerings cater to a diverse membership interested in sailing, kayaking, paddleboarding, and social activities. Members enjoy access to state-of-the-art fitness facilities with group classes and personal training, as well as award-winning dining featuring locally sourced, seasonal menus. Social events range from elegant wine tastings to lively parties with live entertainment, and the club hosts an annual invitational regatta with races for various fleets. Additionally, the waterfront location serves as a luxurious venue for weddings and private events, providing panoramic views and exceptional service.

Located in the southernmost part of Cape Coral, Florida, this family-owned and operated boat rental company has been providing exceptional boating experiences since 2002. Known for its award-winning customer service and meticulously maintained fleet of high-performance boats, it offers easy access to the Intracoastal Waterway and nearby barrier islands such as Sanibel, Fort Myers Beach, and Captiva. The company’s prime location allows renters to quickly reach popular destinations without wasting time navigating through rivers and mangroves. With a reputation built on quality, safety, and convenience, it has earned numerous five-star reviews and the 2024 TripAdvisor Travelers' Choice Award. The business offers flexible rental options including four-hour, full-day, and multi-day periods to accommodate various schedules and plans. Each boat is equipped with GPS and saved tracks to popular spots, along with detailed navigation maps and charts to enhance the experience. Safety is prioritized through basic instruction, Coast Guard-approved equipment, and included tow coverage for mechanical issues. Customers can launch from the Cape Harbour Marina or arrange delivery and pick-up for longer rentals. Additional features such as a full tank of fuel at departure, transparent pricing, and loyalty discounts make this rental service ideal for families and individuals seeking a comfortable and stress-free day on the water.

Located in Fort Myers Beach, Florida, this family-owned fishing charter is operated by second-generation fishermen with deep roots in Southwest Florida. With Captains Tony and Chris at the helm, the business offers a unique blend of local expertise and a welcoming atmosphere for anglers of all skill levels. Their extensive experience and knowledge of the Gulf waters ensure a memorable and productive fishing adventure. The operation stands out for its commitment to family-friendly outings and personalized service, making it a trusted choice for both novice and seasoned fishermen. The company specializes in half-day deep sea fishing trips and private charters, catering to small and large groups alike. Trips typically run from 9 a.m. to 3 p.m., providing ample time to target species such as snapper and grouper. Whether participants are beginners or experienced anglers, the crew provides guidance and support to maximize enjoyment and success on the water. The well-maintained vessels and attentive staff create a comfortable and engaging environment, ideal for families and fishing enthusiasts seeking an authentic Southwest Florida experience.