Research has explored the benefits and challenges associated with sport participation among youth with physical disabilities (YWPD), however few studies have attempted to understand how sport may facilitate or hinder positive development. Positive youth development (PYD) is a widely used approach to understand youth development through sport, however limited research exists among YWPD. To address this gap, the study adopted Holt and colleagues’ (2017) model of PYD through sport to (a) uncover YWPD’s perspectives on the developmental outcomes associated with organized sport participation and (b) understand perceived social-contextual factors influencing these outcomes. Individual semi-structured interviews were conducted among YWPD (N = 9; age between 14-21; seven male participants, two female participants). Outcomes discussed were mostly positive, though some participants reported negative outcomes. Participants experienced positive physical, social, and personal outcomes including the development of life skills. Positive outcomes were largely influenced by a sport climate that was supportive and encouraging, facilitated personal growth and athletic development, and promoted a sense of community and connectedness. These findings further our understanding of the utility of organized sport as a context to promote PYD among YWPD, and suggest that fostering experiences of mastery, belonging, challenge, and autonomy may be critically important.