CitySCAPE puts the multi-modal transport ecosystem under the microscope while also considering its interplay with related critical NIS Directive sectors (energy, banking). It introduces innovative risk analysis techniques and orchestrates a number of software solutions to realize an interoperable toolkit that seamlessly integrates to any multimodal transport system. It allows the collaborative analysis of security/privacy persistent threats, forecasts cyber-security incidents, counteracts at highly-possible cyber-attack entry-points, assesses the impact in both technical and financial terms and finally, provides informative notifications to CERT/CSIRT. The proposed solution will be validated in regional-level pilots (in Tallinn, Estonia and Genoa, Italy) over a timely set of use-cases carefully selected by the end-users (i.e., transport operators). The findings will steer training sessions of expert/non-expert audience and shape the standardization contribution to security (labelling) protocols.