The present invention relates to a relaying system and method for transmitting an IP address of a client to a server using an encapsulation protocol. The relaying system comprises: a first proxy; and at least one second proxy or a bridge router. The first proxy reconstitutes a packet by receiving an archetype packet which includes an IP address of a client in a header thereof, and then adding the archetype packet to the inside of an encapsulation packet consisting of a header and a payload using a predetermined encapsulation protocol. The at least one second proxy or the bridge router extracts the archetype packet attached to the inside of the encapsulation packet, and then transmits information on the IP address of the client to a server. According to the present invention, a host server is capable of providing a service using information of a packet header such as an IP address of a terminal. Also, the presence of a proxy cannot be known. In addition, tunneling communications are conducted between two terminals, and can be conducted without special modification to the terminal and the host server or installing a program. Furthermore, there is an advantage in terms of security because the capsulation protocol is used, and it is possible to rapidly find the encapsulation packet.