The paper is organized as follows. At first, the problem statement is carried out identifying variables, constraints and defining the objective function. Subsequently, the adopted methodological approach is discussed and details of the optimisation procedure are presented. Finally, to empirically validate the proposed approach and assess the system’s capabilities a real life case study is analysed. In particular, land shipments directed to European customers and delivered in a quarter of a year by an Italian chemical firmare analysed, and rearranged utilizing the developed DSS. Results are then compared with historical performance resulting from the firm’s logistics manager decisions.