Adventure Brief
Discover the thrill of parasailing combined with a full day of water sports at Smathers Beach in Key West. Enjoy paddleboarding, kayaking, and sailing with an all-inclusive beach pass.
4–6 hours
moderate
From $123.09
Family Friendly
Discover the thrill of parasailing combined with a full day of water sports at Smathers Beach in Key West. Enjoy paddleboarding, kayaking, and sailing with an all-inclusive beach pass.
More ways to explore the area's outdoor wonders
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Difficulty
moderate
Duration
4–6 hours
Fitness Level
Participants should have moderate fitness to enjoy paddleboarding and parasailing safely.
Wildlife
History
Smathers Beach was developed in the 1960s and named after Senator George Smathers, becoming a key recreational spot for Key West visitors.
Conservation
Local efforts focus on protecting coral reefs and marine habitats by promoting reef-safe practices and clean beach initiatives.
Sunset Watersports
Discover the thrill of parasailing combined with a full day of water sports at Smathers Beach in Key West. Enjoy paddleboarding, kayaking, and sailing with an all-inclusive beach pass.
Sunset Watersports is a Key West watersports and boat rental company based at a full-service marina. The company operates the island's largest fleet of rental boats, offering pontoons, deck boats, and fishing crafts for full-day rentals and custom charters. Licensed captains are available for private half-day and full-day charters for up to six people, and experienced staff provide local guidance and safety briefings.
Sunset Watersports runs a diverse lineup of experiences: full day boat rentals, a Lily Pad Add On for an eight-hour floating mat adventure, a JetSki tour that covers 28 miles and visits landmarks like the Southernmost Point and Boca Chica Sandbar, and a Two Reef Snorkel Tour with Sunset Cruise — a three-hour snorkel aboard the catamaran The Miss Valyn with unlimited drinks after snorkeling. The Sunset Sip & Sail departs aboard The Sandie Cat featuring live music, appetizers, and unlimited drinks.
Land-based options include 4- and 6-person concierge golf cart rentals with safety features such as seat belts and LED headlights; the 6-person option includes gas. The Key West Kayak Tour combines mangrove paddling, wildlife viewing, a sandbar stop, lunch, and unlimited drinks.
All offerings emphasize safety, local knowledge, and memorable island experiences. Guests can customize trips to include snorkeling, fishing, dolphin watching, or leisurely cruising, making Sunset Watersports a practical choice for families, couples, and groups seeking trusted Key West adventures. Booking is available online and at the marina with flexible scheduling, clear pricing, and equipment maintained to industry safety standards by trained technicians daily.
Largest Fleet
Island's largest
Pontoons, deck boats, fishing crafts
Tours Offered
11 Experiences
Sea, land, and sunset adventures
Private Charters
Up to 6 Guests
Licensed captains available
Named Vessels
Miss Valyn & Sandie Cat
Dedicated boats for specific tours
Reserve boats, tours, or golf carts online or at the marina — licensed captains and flexible options available.
Book Parasailing in Advance
Parasailing spots fill quickly, so reserve your spot early to guarantee availability.
Wear Reef-Safe Sunscreen
Protect your skin and the marine environment by opting for reef-safe sunscreen products.
Hydrate Throughout the Day
Florida’s sun and activities can dehydrate you fast; bring water or buy from local vendors.
Secure Your Belongings
Use waterproof cases or lockers for phones and valuables during water activities.
Reef-safe Sunscreen
Protects your skin and the marine environment from harmful UV rays.
summer
Swimsuit
Essential for all water activities and comfort throughout the day.
Waterproof Phone Case
Keeps your electronics safe and dry during water sports.
Lightweight Beach Towel
Useful for drying off quickly and lounging on the sand.