If Key West has a soul, it lives at Schooner Wharf. An island institution since 1984, this open-air waterfront bar sits on the site of the old Singleton Shrimp factory in the Historic Seaport, and it shows. Weathered wood, nautical clutter, classic tall ships bobbing at the dock, and live music from noon to 1 AM daily. Voted the most popular local bar for decades running, Schooner Wharf is where tourists feel like locals and locals never leave. Order the drunken shrimp, grab a cold one from the raw bar, and find a spot on the second-floor deck overlooking the marina. Two happy hours daily, a house magician, and a rotating roster of talented musicians make every visit feel like the best afternoon you’ve ever had.
Thirsty for more? Dive into the Bum’s full guide to the best beach bars in Florida.
