A music delivery system enables a user to listen to desired music at low cost anywhere and any time. It has a server including a music data storage for storing music data uploaded from a personal computer, and a processor for generating a speech-based interactive document describing an interactive procedure with a car navigation system in accordance with information in the music data uploaded from the personal computer. In response to a download request from the car navigation system, the server transmits the speech-based interactive document generated by the processor to the car navigation system. The car navigation system retrieves and downloads desired music data from the music data storage of the server through interaction with the server in accordance with the speech-based interactive document received from the server.