This paper investigates the behavior and safety of road users at the pedestrian–bike shared space of Robson Street in Vancouver. The analysis was conducted using video data, collected during the summer of 2016. Automated video analysis techniques were used to detect different road users and extract their trajectories from video scenes. The extracted trajectories were used to evaluate the speed distributions of different categories of road users, and analyze the interactions (conflicts) between pedestrians and bikes to assess their safety. As well, the paper investigates the effect of introducing a bike dismount sign at both ends of the shared space on both the percentage of cyclists’ compliance with the sign and the frequency of pedestrian–bike interactions. Finally, the relationship between the speed of both pedestrians and bikes and the density of the shared space was investigated to develop speed–density relationships in this shared space environment.