Methods and systems to provide navigational assistance to a traveler. Given a start point and a destination, one or more routes may be generated using routes, or segments thereof, that are familiar to the traveler. This provides a route from the start point to the destination where at least some of the route is familiar to the traveler. Such a route may then be provided to the traveler. A description of the route may be provided in the form of a map and/or verbal or written directions. In alternative embodiments, landmarks may be incorporated into the route description as a way of assisting the traveler. In embodiments, difficult driving maneuvers may be highlighted in the description of the route. The description may point out that a given difficult maneuver is similar to a maneuver that the traveler has previously encountered, and remind the traveler of the location where this maneuver was previously seen.