It is provided a photographing assisting system. The system includes a plurality of photographing apparatuses and an information processing apparatus which receives images from the plurality of photographing apparatuses, recognizes a subject in each received image and a location in which each received image is photographed, determines a group including at least one photographing apparatus within a predetermined area of each photographing apparatus and detects a photographing situation indicating the subject, the location and a photographer of the photographing apparatus within the predetermined area. The information processing apparatus outputs photographing advice according to the photographing situation of each of the plurality of photographing apparatuses to the photographing apparatus in the group. The photographing apparatus in the group outputs the photographing advice received from the information processing apparatus.