[Object] To provide an information processing apparatus capable of executing calibration for improving accuracy of gaze detection without causing a user to feel stress. [Solution] Provided is an information processing apparatus, including: a marker control unit that changes, during calibration of an eyewear terminal, a display position of a point-of-regard marker displayed on a display unit of the eyewear terminal； a computational processing unit that computes an optical axis vector expressing a gaze direction of a user by a pupil-corneal reflection method, on a basis of a captured image that includes a user's eye imaged when the eye of the user wearing the eyewear terminal is irradiated with light from a light source, and the point-of-regard marker is displayed at a calibration point； and an evaluation unit that evaluates a variation of the optical axis vector computed for a plurality of the calibration points.
