A controller for delivering an item is provided. The controller includes one or more processors, one or more memory modules, and machine readable instructions stored in the one or more memory modules. The controller is configured to determine a location or a traveling schedule of a first vehicle and a location of a second device, determine a zone where the first vehicle and the second device are expected to be proximate each other based on traffic information, the location or the traveling schedule of the first vehicle, and the location of the second device, instruct the first vehicle to move to the zone, and instruct the second device to transfer an item to the first vehicle in response to determining that the first vehicle and the second device are proximate each other at the zone.