Casablanca Inn on the Bay

Built in 1914 and listed on the National Register of Historic Places, this Mediterranean Revival inn on Avenida Menendez stands on ground that's been occupied since the Spanish colonial era, when a military infirmary treating wounded soldiers stood here. During Prohibition in the 1920s and '30s, owner Ms. Bradshaw turned the inn into a hub for Cuban rum-runners, signaling smugglers it was safe to land their cargo by waving a lantern from a window; legend holds that after her smuggler lover was lost at sea, she kept watching for him. Guests and anglers alike report seeing a lantern floating and swinging in the air outside the inn at night, and staff describe hearing footsteps in empty hallways.