A transmission stream is generated. In the transmission stream, a first transmission packet where transmission media is included in a payload and a second transmission packet where information relating to the transmission media is included in the payload are time division multiplexed. The transmission stream is transmitted to a receiving side through a predetermined transmission path. If the transmission media included in the payload of the first transmission packet is file data configuring the predetermined contents, information relating to the predetermined contents is inserted into a header thereof. At the receiving side, the first transmission packet including the file data configuring the predetermined contents can be acquired easily and accurately based on the information.