Enjoy a full day at Key West’s largest beach with paddleboarding, kayaking, hobie cat sailing, and a reserved chair at Smathers Beach. Experience the best of sun, sea, and local flavor with ease.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
4–8 hours
Fitness Level
Suitable for all fitness levels; basic stamina recommended for water activities
Wildlife
History
Smathers Beach was developed in the mid-20th century and named after U.S. Senator George Smathers, becoming Key West's largest and most popular public beach.
Conservation
Local initiatives focus on protecting sea turtle nesting sites on Smathers Beach while promoting reef-safe sunscreen usage to preserve marine habitat.
Sunset Watersports
Enjoy a full day at Key West’s largest beach with paddleboarding, kayaking, hobie cat sailing, and a reserved chair at Smathers Beach. Experience the best of sun, sea, and local flavor with ease.
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.
Arrive Early for Best Parking
Smathers Beach can get busy, especially on weekends. Arriving early helps secure good parking and beach chairs.
Bring Reef-Safe Sunscreen
Protect your skin and the marine environment by using reef-safe sunscreen while enjoying water activities.
Stay Hydrated
Florida’s sun is strong year-round, so keep water handy to stay hydrated throughout the day.
Secure Your Belongings
Use waterproof bags or lockers when kayaking or paddle boarding to keep valuables safe and dry.
Reef-Safe Sunscreen
Protects your skin without harming the delicate marine ecosystem.
summer
Waterproof Phone Case
Keeps your phone safe and dry while you enjoy paddle boarding or kayaking.
Lightweight Beach Towel
Perfect for drying off after water sports or relaxing on the sand.
Reusable Water Bottle
Keeps you hydrated in the Florida sun throughout the day.