Set sail on a private Key West sunset dinner cruise featuring stunning ocean views, a tropical buffet, and live steel drum music. Perfect for romantic evenings or celebrations!
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for all fitness levels; minimal physical effort required, mostly sitting and light movement onboard.
Wildlife
History
Key West has a rich maritime history as a strategic port and fishing hub, influencing its vibrant coastal culture.
Conservation
Sunset Watersports supports marine conservation efforts by promoting eco-friendly boating practices and encouraging guests to respect the delicate ocean environment.
Sunset Watersports
Set sail on a private Key West sunset dinner cruise featuring stunning ocean views, a tropical buffet, and live steel drum music. Perfect for romantic evenings or celebrations!
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 for Peak Season
Reservations fill quickly during holidays and weekends, so secure your spot well in advance.
Bring Light Jacket
Evenings can get breezy on the water, so a light jacket or wrap is recommended.
Check Weather Conditions
Weather can affect cruise operations, so verify conditions the day before your trip.
Arrive Early
Arriving at least 15 minutes before the scheduled departure ensures a smooth boarding process.
Light Jacket or Sweater
Keeps you warm during breezy evenings on the water.
fall
Sunglasses
Protect your eyes from the bright sun during daylight hours.
summer
Camera or Smartphone
Capture the breathtaking sunset views and special moments.
Sunscreen
Protect your skin from UV rays while on the open water.
spring