Cutthroat Island (1995)

Plot hole: When Morgan and her Slave/New Boyfriend are escaping from the burning ship, which is going to explode any second, they emerge onto the deck, run up a flight of stairs, cross the deck to the stern rail, look about themselves, then dive overboard. They know the ship is about to explode and are desperate to get overboard. The railings are about a metre away from the hatch they emerge from in the first place - why not just jump overboard there?

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.