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Soar above Key West with the longest and highest parasailing flight offered by Sunset Watersports. Discover breathtaking views and a unique boat tour experience you won’t forget.
Soar above Key West with the longest and highest parasailing flight offered by Sunset Watersports. Discover breathtaking views and a unique boat tour experience you won’t forget.
Book with Sunset Watersports
Verified experiences and guided adventures in the surrounding area.
Operated by Sunset Watersports · Key West, Florida
Experience Key West like never before with a parasailing flight offered by Sunset Watersports, the island's oldest and most trusted water adventure company. This private parasailing tour takes you high above the crystal-clear waters of Key West Bight for an exhilarating 10-12 minutes, giving you stunning panoramic views of the vibrant downtown area, historic islands, and turquoise Gulf waters. Whether you're soaring solo or tandem, you’ll enjoy the perfect blend of thrill and tranquility accompanied by tropical music that sets the mood. With over 40 years of experience, Sunset Watersports prioritizes safety without sacrificing fun, ensuring a seamless journey from boat departure to landing. This parasailing adventure is ideal for all ages and skill levels and provides a unique perspective of Key West’s beauty that few get to witness. Whether you’re seeking an unforgettable solo escape, a romantic flight, or a fun family outing, this experience is a highlight of any Florida Keys vacation. Don't miss the chance to create lasting memories as you glide high above one of the most beautiful coastal towns in the United States.
easy.
2–3 hours including briefing and boat ride.
Suitable for most fitness levels; no strenuous activity required
Yes, parasailing with Sunset Watersports is safe for all skill levels, with professional guides providing full safety briefings and equipment.
You will soar up to the highest and longest parasail flights in Key West, reaching heights that provide breathtaking views of the island and waters.
Wear comfortable, lightweight clothing and bring sun protection like hats and sunscreen; non-slip water shoes are recommended.
Yes, you can bring waterproof cameras or GoPros; just be sure to secure them properly.
If strong winds or storms make parasailing unsafe, your trip will be rescheduled or refunded.
Typically, participants should be at least 7 years old and weigh less than 250 pounds for safe and comfortable flights.
Sunset Watersports has been operating in Key West for over 40 years, offering a deep local connection to the island’s maritime heritage.
Sunset Watersports follows strict guidelines to minimize environmental impact, supporting marine wildlife protection and clean waters in Key West.
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