Whether crossing small urban areas or wide metropolitan territories, delimiting lively central neighborhoods, or intersecting anonymous suburbs, streets are not only communication or transit routes, but also places where people and their lives inevitably meet. In the streets stories and destinies cross, people meet and clash, relate and find each other. All this takes on a particular pedagogical meaning when the age in which the meeting, socialization and relationships are established is the adolescence. The book starts from these premises and from the dual purpose of providing both an agile tool for reading the relational dynamics typical of groups of adolescents in non-formal contexts, based on specific socio-spatial coordinates, and a possible theoretical-practical perspective for the design of street education, observing the environment as an educational space and cultural heritage as a potential factor for territorial and community development.