One of the aspects influencing the performance of wind assisted vessels is the effect of leeway (drift) angle on the propeller performance. It is known that due to leeway the delivered propeller power and propulsive efficiency can vary significantly from the straight sailing condition. This effect of leeway angle is studied using a combination of viscous flow calculations and captive model tests for one twin screw and three single screw vessels. It is observed that the changes in mean axial velocity and pre-swirl rotation in the wakefield due to a combination of leeway angle and propeller suction are sufficient to describe the trends observed in captive model tests. This knowledge is used in a proposed prediction method to model the changes in propeller thrust and torque due to leeway angle at the design stage. The prediction model combined with a fit of the average wake parameters for the studied vessel types is finally used the show the trends in propulsive efficiency and delivered propeller power at constant propeller rotation rate and ship speed for small leeway angles.