Sunset Watersports

We are locally owned and proud to have been supplying Key West with watersport adventures since 1984. Sunset Watersports is the oldest and largest watersports company in Key West. Our mission is to provide the best Key West trips and tours at the lowest prices, with unparalleled customer service and satisfaction.

We started out parasailing off of Smathers Beach and from there we grew to having 5 different Key West locations and offer 11 different trips and activities, ranging from sunset cruises, snorkeling adventures, jetski tours, back-country safari tours, dolphin tours and much more!

In addition to being the first parasailing outfit in Florida. Sunset Watersports is proud to be the originators of the “DO IT ALL” all day watersports adventure. The “DO IT All” all day watersports adventure was started over 20 years ago and has become a staple in the watersports industry. We also are excited to be the only watersport company in Key West to offer our guests an all day, all inclusive Beach Pass offering parasailing, kayaks rentals, Hobie cat sail boat rentals, windsurfing lessons and rentals, and more. We have been offering the Key West Beach Pass for over 20 years on Smathers Beach.

Over the years Sunset Watersports is proud to have been able to grow with the Key West community. Thank you for continuing to allow us to provide the best watersport adventures in Key West. We are excited for many more years to come.



Paddleboarding, Parasailing, Sailing, Scuba/Diving, Snorkeling, Water Recreation

Average Visit Time

1 - 2 hours, 2 - 3 hours, Half day


Military Discount

Guest Information

Family Friendly, LGBTQ Friendly