The Tipsy Skipper is a boutique 1950s tiki-themed lounge in downtown Ocala, situated at 48 S Magnolia Avenue next to the Marion Theatre. The establishment captures mid-century tropical bar aesthetics with a playful, casual ambiance, specializing in handcrafted cocktails with rotating seasonal selections made from fresh juices. Open Monday–Thursday 6pm–midnight, Friday–Saturday until 2am, and Sundays from 2pm–midnight, The Tipsy Skipper offers retro tiki culture in an intimate setting.