The aim of this project was to use object detection and image segmentation models to extract cyclists’ road risk factors from GSV images of London. This involved compiling road safety indicators and risk factors; analysing a GSV dataset, before using two state-of-the-art tools, YOLOv5 and PSPNet101, to detect objects and segment images, respectively, and further analysing their results; determining the limitations of YOLOv5, PSPNet101 and suggesting ways of making cyclists’ safety assessment more accurate.