The Tipsy Skipper is a quirky oasis in downtown Ocala.
Tucked away in a small, unassuming storefront in downtown Ocala, just two doors down from The Marion Theatre, is a little piece of Polynesia called The Tipsy Skipper. Since opening its doors in mid-2020, the boutique 1950s tiki-themed bar has quickly become an Instagram worthy hotspot for a night out on the town. The lounge takes on the personality of a well-traveled sea captain who has searched the globe hunting for treasures in the form of handcrafted drinks.
Upon entering, patrons are greeted in what feels like a 50s-era retro living room. Continue into the main room and you’ll find a bar with enough kitschy faux-Polynesian decor to transport you to a tropical hideaway.
There is plentiful bar seating and cozy tables around the perimeter, or take your drink to the small outdoor tables that flank the entrance to enjoy a fantastic view of downtown.
The Tipsy Skipper offers a wide variety of drinks, including rotating seasonal menus and drink-of-the-day specials. You can expect cocktails with generous pours, made with fresh juices, served in ornate glasses and decorated with fresh garnishes.
Popular choices include the Adult Capri Sun, a flavorful cocktail served in a juice pouch. The menu includes an expansive beer selection and delicious signature drinks. We highly recommend the Velvet Rose, a refreshing drink made with Four Roses Bourbon, Velvet Falernum, lemon juice, pineapple juice and rose water, topped with fresh fruit and a pineapple leaf.
For more information, visit thetipsyskipperocala.com