Acquiring the Western European concept of "art" is crucial to the modernization of non-Western European countries. However, as modernization deepens, direct imitation of Western European art becomes insufficient; instead, these countries strive to create new "tradition" based on Western European art. This paper focuses on discussing two Japanese Western painters, Fujushima Takeji and Umehara Ryuzaburo. Fujushima was an important figure in the official organization, whereas Umehara did not take positions in governmental institutions. Nevertheless, both attempted to liberate themselves from the imitation of French art in their own ways. Their commonality lies in that both artists looked beyond France and were able to understand European culture from a historic and diverse perspective during their sojourns in Italy. Furthermore, Fujushima and Umehara obtained historical contexts for reflecting on Japanese culture from their travels to Korea, Taiwan, and China. Based on these experiences, they endeavored to pursue the unique expressions of Japanese oil painting.