The film Pirates of the Caribbean: The Curse of the Black Pearl depicts two pirates who use an upturned rowing boat to escape to a ship anchored offshore. This paper investigates the feasibility of this submersible using two methods. When considering the buoyancy of the boat to see if they could walk along the sea bed, it was found that the volume of water displaced by the boat and pirates was too large for the pirates to hold the boat underwater. Secondly by considering the amount of oxygen available to the two pirates inside the boat, it was concluded that they would be able to remain underwater for 2 hours and 56 minutes. Therefore there would be more than enough oxygen for them to cross a small bay underwater.