Cutthroat Island (1995)

Plot hole: Towards the end of the film, Morgan (Geena Davis) and Dawg (Frank Langella) are fighting to the death below decks, and Morgan pulls back a canvas sheet to show a cannon pointing right at Dawg's chest - and he stands staring at the burning fuse for a ridiculous amount of time, easily enough time for him to casually step out of the way and let the cannon blast away harmlessly. What an idiot.

Morgan: They're backwards.
William: I assure you ma'am, they're normal in every respect.

Trivia: Before Matthew Modine accepted the male lead role, it was reportedly turned down by Michael Douglas, Keanu Reeves, Jeff Bridges, Ralph Fiennes, Charlie Sheen and Michael Keaton.