Pontoon boat rentals available at Honeymoon Island for leisurely cruises around the island to enjoy its natural beauty, suitable for romantic getaways or family adventures. Rentals include 4-hour for $375 plus $80 fuel, taxes, and fees; 6-hour for $475 plus $80 fuel, taxes, and fees; 8-hour options also offered.

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.

Locally-owned and operated Tampa Riverwalk Rentals provides fun, affordable, and active experiences on the Tampa riverways, offering paddleboard, kayak, pedal boats, and bike rentals that launch directly from the Tampa Riverwalk or Marriott Water Street, with a focus on safety, family-friendly environments, and breathtaking views.

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.

Mad Beach Party Charter is a locally owned private party boat rental company based in Madeira Beach, Florida, serving the greater St. Petersburg and Tampa Bay areas. Established in 2023, the company specializes in modern double-decker pontoon boats that accommodate up to 13 guests, offering a unique and comfortable way to explore Florida’s Gulf Coast waterways. What sets this service apart are its commercial-grade vessels equipped with water slides, premium sound systems, and spacious decks, providing an engaging and lively atmosphere for groups. With licensed and experienced captains available, guests can enjoy a safe and stress-free boating experience tailored to celebrations and casual outings alike. The charter offers a variety of packages ideal for bachelorette parties, birthdays, family gatherings, and mixed-age groups, focusing on private excursions to popular sandbar destinations such as the famous Johns Pass Sandbar, Fort Desoto Sandbar, Shell Key Preserve, and Clearwater Beach sandbars. Each trip includes opportunities for swimming, floating, music, and games, with optional add-ons like an 18-foot water mat and floating beer pong. The company emphasizes transparent pricing and easy online booking, ensuring a seamless experience from start to finish. Whether departing from Madeira Beach or exploring nearby hidden sandbars, guests can expect a memorable day on the water highlighted by fun, relaxation, and scenic coastal views.

Founded in 1989 and headquartered in Sarasota, Florida, Freedom Boat Club is the world’s largest and oldest members-only boat club, operating over 400 locations worldwide including North America, Europe, and Australia. The club offers a unique alternative to traditional boat ownership by providing members with access to a diverse fleet of premium boats without the hassles of maintenance, storage, insurance, or repairs. With more than 35 years of experience, Freedom Boat Club emphasizes safety and convenience, offering unlimited training from certified captains to ensure members of all skill levels feel confident on the water. Its concierge-level dockside service and a robust reservation system allow members to enjoy seamless boating experiences at their home location or while traveling. Members can choose from a wide variety of boats such as pontoons, deck boats, center consoles, wake boats, and cruisers tailored to different recreational activities including fishing, water sports, and leisurely cruising. The club’s John’s Pass location on Florida’s Gulf Coast exemplifies the experience, situated in a charming fishing village known for its scenic shorelines, sandbars, and waterfront dining. Membership plans include unlimited boat usage with no hourly fees, and reciprocal access to all club locations worldwide. Complimentary training, premium fleet selection, and hassle-free boating make this club ideal for boating enthusiasts seeking flexibility, safety, and community without the burdens of boat ownership.

ECOmersion is a premier kayak tour and rental company located in St. Petersburg, Florida, specializing in guided excursions through the scenic Weedon Island Preserve. With over 80 years of combined kayaking experience among its staff, the company offers accessible adventures suitable for all skill levels, from beginners to seasoned paddlers. Recognized as a TripAdvisor Travelers' Choice award recipient for three consecutive years, ECOmersion distinguishes itself through its commitment to environmental stewardship and community involvement. Their knowledgeable guides provide insightful commentary on the local ecosystem, enhancing the natural experience while promoting conservation. The company offers a range of services including low-difficulty guided kayak tours lasting approximately 2.5 hours and flexible kayak rentals from one to four hours. These activities allow visitors to explore mangrove tunnels and observe native wildlife such as bottlenose dolphins, manatees, and migrating white pelicans. ECOmersion provides high-quality equipment and thorough instruction, ensuring a safe and enjoyable outing for participants aged eight to eighty-five. Beyond recreation, the company actively supports environmental initiatives in the Tampa Bay area, contributing a portion of proceeds to local non-profits and engaging in habitat restoration projects, making each excursion both an adventure and a contribution to preserving Florida’s natural beauty.

Florida Fishing Outfitters is a family-owned business established in 1982, operating four retail locations in central Florida, including Tampa, Tarpon Springs, St. Petersburg, and Lakeland. With decades of experience, the company has grown from commercial fishing product sales into a comprehensive angler’s resource, offering an extensive selection of fishing tackle and gear tailored to Florida’s unique waterways. Their stores provide a welcoming environment where customers receive personalized service from knowledgeable staff, including licensed captains and tournament champions. The company is also known for manufacturing high-quality products such as cast nets, crab traps, fishing lines, and rods, which are distributed through over 400 retail outlets nationwide. The business offers a wide range of fishing equipment and accessories, including saltwater and freshwater rods, reels, lines, lures, nets, traps, and specialized fly fishing gear from top brands like Scott Rods, Abel Reels, and Scientific Anglers. Customers can shop in-store or online through a 24/7 ecommerce platform that provides fast shipping and exclusive deals for licensed captains. Florida Fishing Outfitters caters to anglers of all skill levels, delivering expert advice and tools needed for successful fishing trips in Tampa Bay and beyond. Their commitment to quality products and customer support ensures a comprehensive and enjoyable shopping experience for fishing enthusiasts.

Chadillac Adventures, located in Clearwater Beach, Florida, offers unique boating and paddling experiences in the Tampa Bay area. Founded in 2019 by Chad Mead, the company specializes in personalized, family-friendly tours that explore Florida’s lesser-known waterways, including crystal-clear springs, quiet island sandbars, and winding intracoastal routes. With two convenient locations at Clearwater Beach and Cove Cay Marina, Chadillac Adventures stands out by providing immersive adventures that avoid crowded tourist spots, focusing instead on authentic local experiences. The company’s extensive knowledge of the region and commitment to customer care create a welcoming atmosphere for both beginners and seasoned paddlers. The business offers a variety of activities such as kayaking, paddleboarding, and boat tours, including glowing sunset and night paddles as well as day trips through pristine natural springs. These experiences are designed to be relaxed and enjoyable, requiring no prior experience, making them ideal for couples, families, and groups seeking a distinctive way to explore Florida’s waterways. Chadillac Adventures is also pet friendly, encouraging guests to bring their dogs along for the journey. With a focus on personalized attention and small group sizes, each adventure is tailored to ensure a memorable and comfortable outing on the water.

Located in St. Petersburg, Florida, Elite Watersports specializes in kiteboarding, wing foiling, eFoiling, hydrofoiling, wakeboarding, and surfing. Situated just five miles from both the Sunshine Skyway Bridge and St. Pete Beach, the shop offers convenient access to prime watersports locations. With certified instructors and a knowledgeable team, the business caters to all experience levels, from beginners to advanced riders. Their commitment to quality is reflected in their selection of top brands and well-maintained equipment, making them a trusted destination for watersports enthusiasts in the Tampa Bay area. Elite Watersports provides a range of services including lessons, equipment sales, repairs, and summer camps designed to enhance skills and enjoyment on the water. Customers can choose from kiteboarding and wing foil lessons, eFoil and hydrofoil training, wakeboarding charters, and surfing sessions. The shop also offers mix-and-match kite packages and discounted gear, allowing riders to find the perfect setup tailored to their needs. Whether seeking expert instruction or quality equipment, visitors experience a supportive environment focused on safety, skill development, and fun.

Located on Florida’s Gulf Coast, Madeira Beach is a vibrant barrier island community known for its scenic two-mile stretch of pristine sand and the historic John’s Pass Village, which offers a blend of shopping, dining, and nightlife. The city prides itself on providing exceptional services to residents, businesses, and visitors, emphasizing public trust, safety, and transparency. Madeira Beach combines a relaxed coastal atmosphere with a commitment to professionalism and community values, making it a unique destination for both leisure and local living. The Madeira Beach Municipal Marina serves as a central hub for boating and marine activities, offering a wide range of amenities including a floating fuel dock with ethanol-free gas and diesel, restrooms with showers, and a fully stocked ship store featuring live shrimp, frozen bait, and boating supplies. Open seven days a week with extended hours, the marina caters to boating enthusiasts seeking convenient access to the Gulf waters. Additional services such as 24-hour free pump-out, filleting tables, and coin-operated laundry facilities enhance the overall experience, making it an ideal location for both casual visitors and dedicated anglers.

Freedom Boat Club, established in 1989 and headquartered in Sarasota, Florida, is the world’s largest and oldest members-only boat club with over 400 locations worldwide. With more than 35 years of experience, the club offers a revolutionary alternative to traditional boat ownership by providing hassle-free access to a diverse fleet of premium boats. Members benefit from concierge-level service that includes maintenance, cleaning, repairs, insurance, and storage, allowing them to focus solely on enjoying their time on the water. The club’s extensive network spans North America, Europe, and Australia, offering reciprocal access to thousands of boats and waterways globally. At the Clearwater City Marina location in Florida, members can explore the Gulf of Mexico, Caladesi Island State Park, and Honeymoon Island State Park, with opportunities for cruising, fishing, and watersports. The fleet includes a variety of boats such as pontoons, deck boats, center consoles, and wake boats, tailored to meet different recreational needs. Membership includes unlimited free training from licensed captains to ensure safety and confidence at the helm, regardless of boating experience. The club’s reservation system guarantees boat availability, and members enjoy walk-on, walk-off convenience with premium dockside support and amenities like restrooms, picnic tables, and boat supplies.