Wealthy Jack bets friend Michael he can woo Lu Lu without money within 2 weeks. Michael hires inept detectives to stop Jack, leading to comedic misadventures as Jack pursues Lu Lu while hiding his penniless state.

Merchant Marine sailors Joe Rossi (Humphrey Bogart) and Steve Jarvis (Raymond Massey) are charged with getting a supply vessel to Russian allies as part of a sea convoy. When the group of ships comes under attack from a German U-boat, Rossi and Jarvis navigate through dangerous waters to evade Nazi naval forces. Though their mission across the Atlantic is extremely treacherous, they are motivated by the opportunity to strike back at the Germans, who sank one of their earlier ships.