Tool path generation is a fundamental problem in numerical control machining. Typical methods used for machining 2.5D objects include generation of offset contours using trimmed offset curves and zigzag sequences. The offset contours result in unnecessary detailed curves far away from the object boundary. The zigzag sequences result in frequent stops and changes in tool direction. In this paper we present a novel approach for tool path generation based on wavelet theory. The theory of wavelets naturally leads to a simple cut sequence algorithm that provides valid and efficient coverage of the machined surface. The classical analytical and algebraic complexity in tool path planning is also reduced. In this paper, curves are represented by endpoint interpolating B-splines and their corresponding wavelets. Design and manufacturing examples are also presented in this paper.