A system, according to various embodiments, includes eyewear (or any other suitable wearable device) that includes one or more sensors (e.g., one or more accelerometers, magnetometers, position sensors, gyroscopes, and/or other suitable sensors) that may be used to monitor the gait of an individual (e.g., by monitoring the movement of the user's head, or other portions of the user's body, as the user ambulates). The system may further include one or more suitable computing devices for analyzing the individual's gait. This information may then be used, for example, to: (1) identify one or more medical conditions associated with the individual; (2) assess the fit of a prosthetic device worn by the individual, and/or (3) assess an individual's recovery from a particular injury or medical procedure.