In light of the fundamental importance and renewed interest of the tunnel phenomena, we review the recent development of semiclassical tunneling theory, particularly from the view point of “tunneling path”, beginning from a simple one-dimensional formula to semiclassical theories making use of the analytic continuation, in time, coordinates, or momentum, which are the stationary solutions of semiclassical approximations to the Feynman path integrals. We also pay special attention to the instanton path and introduce various conventional and/or intuitive ideas to generate tunneling paths, to which one-dimensional tunneling theory is applied. Then, we review the recent progress in generalized classical mechanics based on the Hamilton-Jacobi equation, in which both the ordinary Newtonian solutions and the instanton paths are regarded as just special cases. Those new complex-valued solutions are generated along real-valued paths in configuration space. Such non-Newtonian mechanics is introduced in terms of a quantity called “parity of motion”. As many-body effects in tunneling, illustrative numerical examples are presented mainly in the context of the Hamilton chaos and chemical reaction dynamics, showing how the multidimensional tunneling is affected by the system parameters such as mass combination and anisotropy of potential functions.