A system and method of multipoint virtual towing of a trailer vehicle by a plurality of different tractor vehicles is provided. A multi-point virtual tow route schedule is determined which segments a requested trailer tow path into tow segments and distributes the segments among different tractor vehicles optimally achieve the purpose of towing the trailer vehicle from an origin to a destination. A best multi-point virtual tow route schedule is selected from candidate multi-point virtual tow route schedules generated from proposed virtual tow parameters corresponding to prospective tractor vehicles offering tow services. The selected multi-point virtual tow route schedule includes a route origin, a route destination, and a plurality of tow segments each corresponding to an accepted tractor vehicle, a link up location, link up location distance range, a link up timeframe, a drop off location, a drop off location distance range, and a drop off timeframe.