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.