Disclosed is a device for assisting designation of a specific destination in a vehicle navigation system that guides a driver along a scheduled drive route from a current position of a vehicle to a designated destination. A menu selection table describes correlation between current status data (date-and-time-related data, purpose-related data, location-related data, vehicle-related data and user-related data) and “events” such as invitation to restaurants or sightseeing spots. When a specific event is determined by reference to the menu selection table, a personified agent questions the user to confirm if the detected event is to be executed. When the user inputs an affirmative answer, a specific condition to be applicable to retrieval of destination is determined by reference to a condition selection table.