The research project aims to provide hybrid AI and OR methods for planning sustainable road transport, in close collaboration with our industry partner Van der Wal, a logistics service provider in Netherlands. The focus of the research is to expand the Truck and Trailer Problem with real-life constraints, including driver preferences, road transport regulations, asset limitations, stochastic travel times, and stochastic on-site service times of loading and unloading of the vehicles. The end goal of the research project is to develop algorithms that can be part of a decision support tool for a transport system of any size with a clear sustainability focus.