New route information is received. The new route information comprises an origin location, a destination location, and a time. A route is determined based on the new route information. Route data corresponding to the route is analyzed based on a high cognitive load model to identify one or more high cognitive load portions of the route. The route data comprises at least one of (a) point of interest data, (b) entity of interest data, or (c) roadway data. Familiarization information is generated for the high cognitive load portions. The familiarization information comprises (a) familiarization content and (b) a trigger point. The familiarization content is configured to be provided to a user via a user interface of a vehicle apparatus when, based on a location sensor of the vehicle apparatus, it is determined that the vehicle apparatus has reached the trigger point. The familiarization information is provided to the vehicle apparatus.