About Key Sailing
Key Sailing has been a fixture on Pensacola Beach since 1974, making it one of the longest-running watersports outfitters on Florida's Gulf Coast. Located at the Portofino Boardwalk on Quietwater Beach, the shop sits right on the sugar-white sand with direct water access for every rental and tour they offer.
Their lineup covers nearly every on-the-water activity a visitor could want: Hobie Cat sailboat rentals, parasailing flights, WaveRunner jet skis, pontoon boat cruises, kayak and paddleboard hire, and daily dolphin-watching excursions. Sailboat rentals come with a brief orientation for newcomers, and they stock parts and supplies for experienced sailors who bring their own gear. Parasailing flights run ten to twelve minutes with single, double, or triple rider options.
What keeps Key Sailing relevant after five decades is the all-in-one convenience — guests can rent a Hobie Cat in the morning, grab a parasail flight after lunch, and finish with a sunset dolphin cruise without leaving the boardwalk. The location underneath Surf Burger means cold drinks and food are steps away, and the trolley stops right out front for visitors without a car.
