Surrounded by the Pacific Ocean, harbors in Taiwan are the main contact windows with the world outside. During the period of Japanese colonial rule, the Anping Harbor, like the Keelung, Danshui and Kaohsiung Harbors, was appointed as the treaty port for worldwide trade. However, due to geography and outer factors, the Kaohsiung and Keelung Harbors replaced respectively the Anping and Danshui Harbor as the biggest Southern and Northern harbor cities in Taiwan. Even though it was no longer the biggest harbor of Southern Taiwan, the Anping Harbor was still regarded as the contact window for trade in the Tainan area. However, in addition to being silted up naturally from time to time by the riverside where it is situated the Anping Harbor also faced as a consequence with changes of shipping channels and business setbacks. All these caused the government and local people to improve the shipping and to construct a new harbor. Centered on the Anping Harbor materials, in addition to the official document of Taiwan government, the harbor investigation of Taiwan government as well as newspaper documents, the thesis is aimed at outlining the fifty year history of the Anping Harbor's rise and decline in the early Japanese colonial rule during the Meiji and Taishou period. In summary, there are four points in this thesis: 1. A discussion of the navigation value of the Anping Harbor and the change of its place in early Japanese colonial days. 2. A discussion of the influence of government harbor dredging policy on the Anping Harbor and the local group's petition. 3. River and harbor. The river course of the Anping Harbor was flooded being repeatedly by Yan-shui and Tseng-wen Rivers. Beginning with river investigation during the early period of Shouwa, there had been a remarkable change of the river policy. What was the impact on the Anping Harbor under this change? 4. Harbor and shipping canals. This involves a discussion of the influence of old and new Tainan shipping canal on the Anping Harbor.