There is provided a method and a system of providing a seamless service. The method includes receiving seamless service application information from a first device; receiving, from a second device, history information of at least one application executed by the second device; receiving a seamless service request from the first device; generating seamless service data for the first device, in response to the request, based on the received seamless service application information and the received history information; and transmitting the generated seamless service data to the first device, wherein the first device executes at least one seamless service application based on the transmitted seamless service data.