This study compares outdoor adventure-based leader development programs with a traditional non-outdoor program to test predictions about differential effects on leader development outcomes. Participants were drawn from the population of U.S. Naval Academy midshipmen involved in experiential leader development programs as a component of their training and education. Three concurrent experiential leader development programs were compared in terms of their impact on leader development outcomes, including leader identity, leader efficacy, and organizational cynicism. Two programs were outdoor, adventure-based experiences; one was a conventional, non-outdoor experience. We found that outdoor adventure-based programs varied in their effects on leader development outcomes, whereas the non-outdoor program had no significant effects on outcomes. Implications of these varied effects on leader development are discussed in terms of the implementation of theory-driven leadership development experiences.