Promoting physical activity among youth is an important public health objective. Initiatives in urban settings targeting different types of physical activity like cycling are important. This study sought to examine qualitatively urban youths’ experiences in and perceptions of a community cycling initiative (Earn-A-Bike) delivered in Philadelphia, PA, by a local non-profit, Neighborhood Bike Works (NBW). Focus groups were conducted to understand the impact of this programme and to inform future community-based initiatives targeting urban youth. Five themes were derived from the qualitative analysis, comprising benefits of cycling, barriers to cycling, cycling knowledge, support from family and friends, and self efficacy. Earn-A-Bike was well accepted by urban youth, who reported positive perceptions and intentions to continue cycling after the conclusion of the programme. NBW is an example of how local non-profits can integrate into urban communities, creating a positive impact on urban children’s lives from a health, cultural and educational perspective.