An information processing apparatus includes: importance calculation means configured to calculate an experience importance degree of content for a user based the basis of a relationship among a reaction analysis result obtained by performing predetermined analysis on a reaction (attitude) of the user to the content at the time when the user experiences the content, an environment analysis result obtained by performing predetermined analysis on an external environment of the user at the time when the user experiences the content, a signal analysis result obtained by performing predetermined analysis on a video signal or voice signal of the content, and a language analysis result obtained by performing predetermined language analysis on language information described about the content; and determination means configured to, if the experience importance degree of the content calculated by the importance calculation means is high, determine the content as recommendation content to be recommended to the user.