A sewing data generating apparatus acquires information with respect to an embroidery frame. The sewing data generating apparatus acquires an image including a base cloth mounting a sewing target and mounted on the embroidery frame, and analyzes a correspondence between acquired information with respect to the embroidery frame and the image of the embroidery frame thus acquired. The sewing data generating apparatus generates outline data for the sewing target based on the analysis result, and generates sewing data based on the outline data thus generated. The sewing data generating apparatus transmits the sewing data thus generated to a sewing machine. The sewing machine receives the sewing data from the sewing data generating apparatus. The sewing machine executes sewing for the outline of the sewing target according to the sewing data thus received. This allows an applique to be sewn at an accurate position without a need to prepare dedicated data.