Topicality. Today, the transport system, especially the water transport of Ukraine, is in a state of turbulence in the business environment, therefore the development of the transport market and the dynamics of the military influence of maritime transport are subject to significant fluctuations. In modern conditions, when analyzing the work of shipping companies along with the desire to maximize current financial indicators of operation, issues related to the long-term planning of the fleet of shipping companies, taking into account the trends of changes in the state of the freight market and the dynamics of the military influence on the economy of Ukraine, are also important. Aim and tasks. The purpose of this work is to develop a system model of the efficiency indicators of the shipping company's vessels used in sea tramp transportation, taking into account the changing trends of the freight market in international and national aspects. Tasks, the work, to substantiate the model for evaluating the efficiency of the use of sea vessels, which allows making the optimal choice of a vessel for chartering the fleet of a shipping company, taking into account the dynamics of military influence and changes in freight rates. Materials and methods. This study is based on the analysis of the distribution of the freight market in relation to the formation of cargo flows for the global shipping security system. Methods are applied: graphic method, statistical analysis, economic analysis, system analysis on the example of chartering the fleet of shipping companies. Research results. The authors of the study conducted an analysis of the distribution of the international market of freight rates, taking into account various constituent parameters. Values of freight rates and fuel prices for vessels, equipment and others are subject to random fluctuations. Of practical interest is the development of the model proposed by the authors for the development of projects for the chartering and operation of vessels to possible random fluctuations in the business environment. Therefore, there is a need to review the approaches used to regulate transport and the need to develop a comprehensive model for evaluating the performance indicators of the chartering of sea vessels by shipping companies in terms of strategic goals of transport safety. The proposed sequence of substantiation of critical values of freight rates is universal when evaluating the development of shipping companies through chartering, replenishment of shipowners' vessel. Conclusions. So, for a shipping company, the income is formed on the basis of freight rates, therefore, cash receipts from replenishment of the fleet are based on critical freight rates (flight charter). It should be noted that fleet chartering is most often focused on its own commercial operation (with the possible participation of companies engaged in the commercial management of ships). Thus, the system model of fleet chartering is, on the one hand, one of the options for implementing the shipping company's development strategies, and on the other hand, it is a replacement of old vessels to ensure the maintenance of existing market positions.