This contribution deals with a design of multiband antenna system for smart IoT-inspired E-bicycle. Proposed system should assure reliable various connections of the cycling computer to communication and navigation networks as well as to Internet, in the 1-6 GHz band. Firstly, an initial full- wave EM simulation of a realistic scenario that includes all antennas, a bicycle and a rider is performed in order to select the most appropriate antenna location on the bicycle frame. The simulation results are compared to the associated measurements of a path loss and rider shadowing in anechoic chamber. Upon the simulation and measurement results, the optimal antenna location is chosen and a simple two-radiator array that mitigate shadowing effect is designed, together with associated matching networks. Finally, some possible future research directions, based on inclusion of the cycling computer ground plane as a part of radiating system and additional implementation of non-Foster elements, are highlighted.