A vital information measuring apparatus according to an aspect of the present invention is a vital information measuring apparatus for measuring vital information by compressing a measurement site of a subject with a cuff, and includes a fluid supply unit configured to supply a fluid to the cuff, and a first fluid supply controller configured to control, when a situation of the subject satisfies a first condition in which measurement of the vital information is recommended, a supply of the fluid to the cuff by the fluid supply unit to compress the measurement site in a first compression mode for informing the subject that the first condition is satisfied.
