This paper is part of the disciplinary framework of drawing. The forms of symbolic representation of Naples are explored, with particular attention being given to the construction of the visual image on an urban scale. The theme of the image represented here lies in the risks of the uncritical use of the image and, above all, of technological innovation when it only affects visual communication operations through the vacant mediatic use of the architectural envelope. The consideration between the aim of the image content and the risk of its (as well as the structure’s) spectacularization is the ethical goal of this paper. Firstly, the experiences of street art recently carried out in cities, which, renewed in the aesthetic language, have produced significant images aimed at the recovery of abandoned buildings and/or the socio-cultural renewal of degraded suburbs) are discussed. Secondly, the two project proposals in the field of graphic design, aimed at regenerating the historical and/or social roles of specific urban contexts and building visual images capable of building identity and belonging to the community are also described.