Method and system for taking out insurance policy, server and terminal

To provide a system for taking out an insurance policy which uses a communication navigation system utilizing an Internet (IN). A terminal apparatus (T) transmits a destination or a route that is set based on an instruction of a user to a server apparatus (SV) via the Internet (IN), The server apparatus (SV) retrieves stored insured contents according to a purpose of travel or a traveling state that is received from the terminal apparatus (T) to prepare an insurance list and transmits this insurance list to the terminal apparatus (T) via the Internet (IN).