During winter in arctic seas, navigation of ships near ports occurs within ice channels created and maintained by icebreakers. Small ice floes fill the relatively narrow navigable channel, and ships are forced to produce the overtaking or opposing separation over short distances and under the action of ice floes. This paper presents an analytical model of the interaction of ships under the conditions just described as well as the results of a simulation. The simulation showed side force and yawing moments were dependent on ice conditions and the ship’s dimensions and motion characteristics.