A work vehicle coordinating system includes a main vehicle position detection module for detecting a position of a main work vehicle, a sub vehicle position detection module for detecting a position of a sub work vehicle, a central work land path calculation section for calculating a central work land traveling path to be used by the sub work vehicle in an unmanned steered work traveling in a central work land, a first steering control section for unmanned-steering the sub work vehicle ahead of the main work vehicle based on the position of the sub work vehicle detected by the sub vehicle position detection module and the central work land traveling path, a headland path calculation section for calculating a headland traveling path, and a second steering control section for unmanned-steering the sub work vehicle to follow the main work vehicle.