Various implementations include approaches for demonstrating wearable audio device capabilities. In particular aspects, a computer-implemented method of demonstrating a feature of a wearable audio device includes: receiving a command to initiate an audio demonstration mode at a demonstration device; initiating binaural playback of a demonstration audio file at wearable playback device being worn by a user and initiating playback of a corresponding demonstration video file at a video interface coupled with the demonstration device; receiving a user command to adjust a demonstration setting at the demonstration device to emulate adjustment of a corresponding setting on the wearable audio device; and adjusting the binaural playback at the wearable playback device based upon the user command.