THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
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.
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.
Book with Sunset Watersports
Verified experiences and guided adventures in the surrounding area.
Operated by Sunset Watersports · Key West, Florida
Spend an incredible day at Smathers Beach, the largest public beach in Key West, Florida, where adventure and relaxation come together perfectly. This experience offers an all-inclusive day pass granting access to the pristine sandy shores and crystal-clear waters, alongside the thrilling opportunity to parasail high above for breathtaking views of the coastline. Whether you're paddling on stand-up paddleboards, kayaking through turquoise waters, or sailing on nimble hobie cats, there is something for every water enthusiast. Food vendors line the beach providing a variety of tasty options, so you can refuel without leaving the fun behind. Sunset Watersports ensures a private, personalized adventure with expert guides leading the way and keeping safety as a top priority. Perfect for families, friends, or solo spirited explorers, this day pass with parasailing is a fantastic way to soak up Florida sun, enjoy water activities, and create lasting memories in one of the Sunshine State’s most beautiful spots.
moderate.
4–6 hours.
Participants should have moderate fitness to enjoy paddleboarding and parasailing safely.
No prior experience is necessary; professional instructors will guide you safely.
Equipment is regularly inspected, and captains ensure safe weather conditions before launching.
Children can join paddleboarding and kayaking but parasailing minimum age and weight restrictions apply.
Food vendors are available on-site, but food and drinks are not included in the pass price.
Trips may be rescheduled or refunded in case of unsafe weather conditions.
Smathers Beach offers public parking nearby, but arriving early is recommended for best spots.
Smathers Beach was developed in the 1960s and named after Senator George Smathers, becoming a key recreational spot for Key West visitors.
Local efforts focus on protecting coral reefs and marine habitats by promoting reef-safe practices and clean beach initiatives.
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.
Book with Sunset Watersports