To provide an observation apparatus, an observation method and an observation program capable of easily understandable output of a relation between a signal waveform representing an actually-observed operation of a machine and an instruction program to the machine. An observation apparatus includes an observation data acquisition unit for acquiring observation data on an operation status of a machine along with time information, an execution status acquisition unit for acquiring execution status data including an execution position and a specific parameter value for an instruction program to the machine, along with time information, and a display unit for displaying the observation data and the execution status data in association with each other in time series.