The controller of the server of the information processing apparatus acquires the travel plan data relating to the travel plan of the vehicle from the communication terminal via the server communicator determines whether the map data needs to be updated, which is stored in the memory of the vehicle and used for travel in accordance with the travel plan. The controller transmits an inquiry signal inquiring of the user whether to permit updating of the map data to the communication terminal via the server communicator. The controller transmits an update instruction signal for instructing the update of the map via the server communicator to the on-vehicle communicator when receiving a permission signal permitting the update of the map data.