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Soar above the crystal-clear waters of Key West with a thrilling parasailing experience at Smathers Beach. Enjoy breathtaking views and expert service on the area's longest and highest flights.
Soar above the crystal-clear waters of Key West with a thrilling parasailing experience at Smathers Beach. Enjoy breathtaking views and expert service on the area's longest and highest flights.
Book with Sunset Watersports
Verified experiences and guided adventures in the surrounding area.
Operated by Sunset Watersports · Key West, Florida
Experience the exhilaration of parasailing at Smathers Beach with Sunset Watersports, Key West's oldest and most trusted provider. This private boat tour offers the longest and highest parasailing flights in the area, soaring 250 feet above the turquoise waters of Key West's stunning bight. You'll spend 10-12 minutes gliding through the sky, taking in breathtaking panoramic views of the island, ocean, and nearby coral reefs. Sunset Watersports provides a state-of-the-art boat complete with a friendly and professional crew who create an inviting atmosphere with tropical tunes, helping you relax and enjoy every moment of your adventure. Ideal for adventurers seeking a unique perspective of Key West’s natural beauty, this activity combines thrilling heights with leisurely cruising, making it perfect for families, couples, or solo travelers. Whether you're looking to capture spectacular photos or simply enjoy the peaceful ride above the water, this parasailing experience at Smathers Beach is a must-do water activity in Florida.
easy.
1–2 hours.
Suitable for participants in average physical condition; minimal exertion required.
No prior experience is needed; the crew provides a thorough safety briefing and guidance.
The maximum combined weight for tandem flights is generally around 450 lbs; check with Sunset Watersports for specific limits.
Children aged 6 and older can parasail with parental consent, but check the company's specific age and weight requirements.
If conditions are unsafe due to weather, your flight will be rescheduled or refunded.
Yes, but securing your devices is essential; a waterproof case is highly recommended.
Flights typically last between 10 to 12 minutes, providing ample time for incredible views.
Key West’s waters have long been a hub for seafaring and trade, with parasailing emerging as a popular way to connect with the island’s maritime heritage.
Sunset Watersports supports eco-friendly practices, emphasizing reef-safe products and sustainable boating to protect Key West’s fragile marine ecosystem.
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