Smart cycling encompasses the many paths through which cycling is becoming embedded into the connected and smart transport networks of the future. It can be described as the shared, real-time and collaborative application of data, communication technologies, products, and services through both private and public actors, to help best move people individually, and collectively, across the urban environment. While there are many cycling applications and services, they are mainly targeted at the perspective of cycling as an individual leisure or sports activity, and they do not provide the type of congregated services and data that may help cities to potentiate cycling as an urban mobility mode. This is often a limitation for cyclists, but is also a huge challenge for municipalities and mobility authorities, which need mobility data for their decision-making processes and for sustaining the relevance of more investment in cycling infrastructures. Smart Cycling should have the capability to congregate mobility polices, citizen initiatives, businesses, local communities and cyclists towards steady, measurable and effective, evolution of the whole ecosystem. Our research addresses many of the strongly interconnected challenges involved in creating the data models and usage concepts needed to create this type of urban mobility