A roll coupling assembly includes a roll torque transfer structure and an alignment mechanism. The torque transfer structure includes a first load bearing structure mountable to the rear of the tow vehicle, and a second load bearing structure mountable to the front of the trailer drawbar. Corresponding first and second load bearing surfaces cooperate so as to releasably mate with one another for towing of the trailer behind the tow vehicle. The bearing surfaces are distributed across a substantially planar interface between the rear of the tow vehicle and the front of the trailer drawbar so as to distribute to the tow vehicle torque imparted to the drawbar by relative rolling motion between the trailer and tow vehicle. The coupling alignment mechanism adjusts the relative orientation of the first and second load bearing surfaces so as to align them for mating to one another.