An endoscope insertion shape observation apparatus has a processor configured to detect an insertion shape of an insertion portion inserted into a subject P, and calculate operation information, including one of easy insertion information or difficult insertion information, of insertion operation obtained in operation of inserting the insertion portion. The operation information is determined based on an insertion length of the insertion portion. The processor is also configured to simultaneously display of a result of the generation and the insertion shape on the monitor, and change between the easy insertion information and the difficult insertion information.
