Combine heart-pounding parasailing with a peaceful sunset sail in Key West for the ultimate ocean adventure. From thrilling water activities to delicious food and drinks, discover why this day trip is a favorite for visitors.
More ways to explore the area's outdoor wonders
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Difficulty
moderate
Duration
5–7 hours
Fitness Level
Participants should have a moderate fitness level to enjoy parasailing, climbing, and watercraft activities comfortably.
Wildlife
History
Key West has a rich maritime history as a former shipwreck capital, which shaped its diverse cultural heritage and lively waterfront.
Conservation
Sunset Watersports supports coral reef protection initiatives, encouraging guests to use reef-safe products and respect marine habitats.
Sunset Watersports
Combine heart-pounding parasailing with a peaceful sunset sail in Key West for the ultimate ocean adventure. From thrilling water activities to delicious food and drinks, discover why this day trip is a favorite for visitors.
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 Early to Secure Your Spot
This popular adventure fills up fast, especially during peak season, so reserve your private experience early.
Wear Reef-Safe Sunscreen
Protect your skin and the marine environment by opting for reef-safe sunscreen during the activities.
Bring a Waterproof Camera
Capture your snorkeling and parasailing moments with a camera that can handle water conditions.
Stay Hydrated Throughout the Day
Florida sun and physical activities can dehydrate you quickly; drink plenty of water before and after the trip.
Reef-Safe Sunscreen
Protects your skin and the ocean’s marine life during extended sun exposure.
summer
Waterproof Phone Case
Keeps your phone safe from water while capturing photos or videos.
Quick-Dry Swimwear
Comfortable for all your water activities and dries quickly between adventures.
summer
Light Windbreaker
Useful for cooler breezes during early morning or sunset sails.
spring