An information processing apparatus includes a communication interface that receives biological data regarding a user, a memory that stores the biological data, and a processor that determines a type of feeling experienced by the user in a certain period using the biological data. The processor estimates an event that has occurred to the user in the certain period, stores, in a database, feeling history information in which the certain period, feeling type information indicating the type of feeling, and event information indicating the estimated event are associated with one another, generates, if the feeling type information indicates a feeling of pleasure, image data using the associated event information, and outputs a notification for displaying the image data to a terminal device used by the user.