A system of playing media content items determines transitions between pairs of media content items by determining desirable locations in which transitions across the pairs of media content items occur. The system uses a plurality of track features of media content items and determines such track features of each media content item associated with each of transition point candidates, such as beat positions, of that media content item. The system determines similarity in the plurality of track features between the transition point candidates of a first media content item and the transition point candidates for a second media content item being played subsequent to the first media content item. The transition points or portions of the first and second media content items are selected from the transition point candidates for the first and second media content items based on the similarity results.