The proposed approach to infomobility is based on the concepts of cyber physical system and context-aware decision support. The “car-driver” system is considered as a collaborative cyber-physical system. Its dynamic nature is addressed via the context management technology. The context is modeled as a “problem situation.” It specifies domain knowledge describing the situation and problems to be solved in this situation. An application of these ideas is illustrated by an example of decision support for tourists travelling by car. In this example, the proposed system generates ad hoc travel plans and assists tourists in planning their attraction attending times depending on the context information about the current situation in the region and its foreseen development.