A driver monitoring apparatus according to an aspect of the present invention includes: an image obtaining unit that obtains a captured image from an imaging apparatus arranged so as to capture an image of a driver seated in a driver seat of a vehicle; an observation information obtaining unit that obtains observation information regarding the driver, the observation information including facial behavior information regarding behavior of a face of the driver; and a driver state estimating unit that inputs the captured image and the observation information to a trained learner that has been trained to estimate a degree of concentration of the driver on driving, and obtains, from the learner, driving concentration information regarding the degree of concentration of the driver on driving.