One of the significant problems in the safe operation of vessels is the behavior of the ship on the wave. Of all degrees of freedom, the greatest threat to the safety of a ship is associated with excessive rolling. One of the best methods to improve the safety of a ship in this field is to carry out experiments on the ship model, performed at her design stage. The problem is that the model tests are costly. An alternative is to conduct simulation tests based on numerical models. The primary goal of the article is to present the results of the simulation regarding the determination of parameters describing the risk areas of chaotic rolling for the ship designed for transporting liquefied natural gas (LNG carrier) and offshore support vessel (OSV). The first discusses the state of knowledge on mathematical modeling of oscillations. Then, the theory of nonlinear differential equations is presented, and the mathematical model of ship rolling is described. This model is used to prepare and conduct a numerical simulation in the Mathematica package. The results of these studies and their discussion constitute the central part of the article. Finally, the conclusions are presented.