In order to prepare students for adulthood and responsible citizenship, most high schools offer extracurricular activities designed to facilitate the learning of a wide range of competencies. The purpose of this study was to examine how participation in a single or a combination of extracurricular school activities for high school students may impact both their developmental outcomes and their level of school engagement. Results indicated differences between youth who participated in a combination of both sport and nonsport activities as well as sport only activities compared to youth not involved in extracurricular activities on a number of developmental assets and school engagement. It is recommended that parents and adult leaders encourage and support students in their involvement in various extracurricular activities, including high school sport, in order to facilitate positive youth development.