The article uses archival and special historical literature to study the development of historical excursions of gymnasium students of Kyiv men’s gymnasiums in the early twentieth century in the context of their everyday life. The study is based on the principles of historicism, scientificity and authorial objectivity, as well as on the use of general scientific (analysis, synthesis, generalisation, comparison) and special historical (historical-typological, historical-systemic) methods. In order to deepen and improve school education, the microhistorical method can also be distinguished. The historical experience of using means in school practice aimed at improving the individual through upbringing and education is gaining relevance in connection with the transformation of the values and ideals of postmodern society. In Ukraine, the modern era was marked by major changes in the socio-economic and cultural spheres. It was at this time that the excursion business received a new impetus for its development. The article highlights the process of formation of state regulation of student tourism in the Russian Empire in the late imperial period. The task is to study the plans, routes, directions, means of organising and implementing historical gymnasium excursions in Kyiv. It has been found that the scientific interest in gymnasium excursion activity aroused among researchers at the beginning of its inception, namely in the late nineteenth and early twentieth centuries, in particular in the works of S. Rusova, N. Akinfeev, I. Arepiev, N. Bazhenov, I. Greaves and V. Bitner. However, their works covered only excursion activities around the empire. In the Soviet period, R. Diakova, Y. Rukhlov, L. Logvinov, V. Sychynavi, H. Dolzhenko, B. Emelianov, and others studied the subject of excursions. But their works were mostly of an all-Union nature. Among the recent research studies, it is worth noting the works of Y. Narovlyansky, H. Usykin, S. Hrybanova, N. Savchuk and V. Verbytsky. The author has found that none of the researchers has specifically studied the excursion activities of male gymnasium students in Kyiv. Kyiv to the historical sites of Kyiv in the modern era. The author focuses on the informative and analytical material of archival data and scientific achievements of researchers of different generations. It is concluded that the scientific heritage of researchers who reveal the general aspects of excursion business is quite extensive. At the same time, today there are still many little-known and under-researched aspects of this multifaceted issue, namely historical excursions in Kyiv, gymnasiums of men’s gymnasiums in Kyiv in the early twentieth century. The author hopes that the published information will contribute to the intensification of the search for new documents that will help shed light on both the little-known pages of the history of education in Kyiv men’s gymnasiums and the modern history of Kyiv and Ukraine.