A method for generating a tool path for machining a pocket with a milling cutter is disclosed. The tool path includes a first portion, a second portion and a transition portion connecting together the first portion and the second portion. The method includes the steps of: determining a radius of a first arc; determining a radius of a second arc; situating the first arc so as to connect the first portion to the second portion in a tangent continuous manner; situating a third arc so as to be tangent continuous the first arc and intersecting the first arc; and situating a fourth arc, so as to be: (1) tangent continuous with the third arc, (2) tangent to the second arc and (3) tangent continuous with either the first portion or the second portion.