This paper presents research combining an agent-based modeling and simulation paradigm with game theory for an in silico historical analysis of the Bay of Biscay submarine war during WWII. The U-boat threat was of great concern to the Allies, prompting initial operational research efforts to devise counterstrategies. Focusing search efforts in the Bay of Biscay enabled an effective Allied response. Using the historical record as a means to create a reasonably accurate model of the U-boat campaign, we allow the resulting agents within the model to adapt their strategies to counteropposition strategies. Model output data are examined with respect to the historical record and game theory. The results hold promise for extending the agent-based modeling paradigm into more complex military-based domains.