In order to reduce the impact of subjective factors on the evaluation results in the maneuver  assessment of entering or leaving port, Firstly, analyzed the relevant provisions on the evaluation criteria of the International Maritime Organization and Maritime Safety Administration, then , combining with the theory of ship maneuvering, established the evaluation index system; Secondly, to obtain the weight and standard value of each evaluation index by using expert evaluation method, established evaluation model by using membership function evaluation method; Finally, designed the overall structure of the system, and developed the automatic evaluation system of the maneuver of entering or leaving port with the C++ programming language. This system has been preliminary tested in the ship handling simulator, and obtains the ideal result.