About Sunset Watersports
Sunset Watersports operates from four locations spread across Key West, giving guests the flexibility to launch adventures from whichever part of the island suits them best. Their flagship check-in sits at 201 Williams Street on the Historic Seaport boardwalk, while additional bases at Smathers Beach by the Sheraton Resort, the corner of South Roosevelt and Bertha Street, and the Parrot Key Resort on North Roosevelt Boulevard ensure there is always a departure point nearby. That multi-location footprint makes Sunset one of the most convenient watersports operators in town.
Their signature sandbar charters are a standout, ferrying groups by boat to a secluded shallow sandbar where guests can snorkel, paddleboard, swim, and relax with an included lunch and unlimited draft beer and wine. Guided jet ski tours run for ninety minutes and cover a full 28-mile circumnavigation of Key West, passing the Southernmost Point and stopping at the Boca Chica sandbar for open freestyle riding. Parasailing flights lift off directly from Smathers Beach, and their sunset cruises and dinner sails provide a more relaxed way to close out the day on the water.
Beyond the headline tours, Sunset Watersports also rents pontoon boats, kayaks, paddleboards, and even golf carts for exploring the island on land. Reef snorkeling excursions, eco tours, and dolphin-watching trips fill out the roster for visitors who want a guided experience rather than a self-guided rental. With brand-new WaveRunners refreshed regularly and competitive group pricing, Sunset Watersports is a practical one-stop shop for families and groups looking to book multiple Key West activities through a single provider.











