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.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2–3 hours including briefing and boat ride
Fitness Level
Suitable for most fitness levels; no strenuous activity required
Wildlife
History
Sunset Watersports has been operating in Key West for over 40 years, offering a deep local connection to the island’s maritime heritage.
Conservation
Sunset Watersports follows strict guidelines to minimize environmental impact, supporting marine wildlife protection and clean waters in Key West.
Sunset Watersports
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.
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.
Wear Sun Protection
Bring sunscreen and sunglasses to protect yourself from the sun while waiting on deck or flying high.
Arrive Early
Check in at least 30 minutes before your scheduled time to ensure a smooth boarding and safety briefing.
Secure Loose Items
Remove or securely fasten hats, glasses, and electronics to avoid losing them during your flight.
Follow Safety Guidelines
Listen carefully to your instructor’s briefing and adhere to all safety instructions for a worry-free experience.
Sunscreen
Protects your skin from harsh sun exposure during the flight and boat time.
summer
Waterproof Camera or GoPro
Capture stunning aerial photos and videos of your parasailing adventure.
Non-slip Water Shoes
Provides secure footing on the boat’s wet deck during boarding and landing.
Light Jacket or Windbreaker
Keeps you warm against wind chill while airborne during cooler months.
winter