A system and method for synchronizing digital media playback at multiple digital media playback devices interconnected on a network is provided. A digital media playback device comprising a processor, a synchronization component, a timekeeper component and a digital media source performs synchronization processes to arrange for other players to begin playback at a predetermined position and time in the digital media signal. Synchronization is accomplished by processes which approximate the arrival time of a packet containing audio and/or video digital content across the network and instruct the playback devices as to when playback is to begin, and at what point in the streaming media content signal to begin playback. One method uses a time-stamp packet on the network to synchronize all players. Other methods utilize reiterative processes to narrow approximations of packet arrival time at each playback device.