Driver support and infotainment systems can be adapted to the specific needs of individual drivers by assessing driver skill and state. In this paper, we present a machine learning approach to classifying the skill at maneuvering by drivers using both longitudinal and lateral controls in a vehicle. Conceptually, a model of drivers is constructed on the basis of sensor data related to the driving environment, the drivers’ behaviors, and the vehicles’ responses to the environment and behavior together. Once the model is built, the driving skills of an unknown driver can be classified automatically from the driving data. In this paper, we demonstrate the feasibility of using the proposed method to assess driving skill from the results of a driving simulator. We experiment with curve driving scenes, using both full curve and segmented curve scenarios. Six curves with different radii and angular changes were set up for the experiment. In the full curve driving scene, principal component analysis and a support vector machine-based method accurately classified drivers in 95.7 % of cases when using driving data about high- and low/average-skilled driver groups. In the cases with segmented curves, classification accuracy was 89 %.