This paper describes the results of experimental and simulation studies that aimed at investigating the characteristics of the stopping motion of a ship with a single controllable pitch propeller (CPP) and single rudder. In a full-scale experiment, stopping tests were performed to compare the stopping motion between CPP ships and that of fixed pitch propeller (FPP) ships and the turning motion of a CPP ship was found to be less stable than that of a FPP ship, particularly under windy condition. A simulation study was also conducted to investigate the effect of wind on the stopping motion of CPP ships by which it can be proved that CPP ships are forced to turn her head windward and to drift leeward considerably under beam or quarter wind conditions. Based on the results of these full-scale and simulation studies, a method can be proposed to estimate the critical range of stopping maneuver without tug assistance and effective stopping maneuver for berthing and anchoring under windy condition.