This application is directed to augmenting training images used for generating vehicle driving models. A computer system obtains a first image of a road, identifies within the first image a drivable area of the road, obtains an image of a traffic safety object, and determines a detour path on the drivable area. The computer system determines positions of a plurality of traffic safety objects to be placed adjacent to the detour path, and generates a second image from the first image by adaptively overlaying a respective copy of the image of the traffic safety object at each of the positions of the plurality of traffic safety objects on the drivable area within the first image. The second image is added to a corpus of training images to be used by a machine learning system to generate a model for facilitating driving a vehicle (e.g., at least partial autonomously).