Vilgats has later been trained in pop-jazz singing at the Georg Ots Music School in Tallinn, with Silvi Vrait as her vocal coach.
In 1999, Vilgats was awarded third place in the Kaks takti ette contest for young singers, organized by Estonian Television.
The same year, she was cast in the company of the Estonian production of the musical La Cage aux Folles which was her theatre début.
Kaire Vilgats is a backing vocalist for various Estonian pop acts such as Anne Veski, Ivo Linna or Maarja.
Kaire Vilgats has been open about her weight problems and has therefore given patronage to sporting events, like Tartu Maraton in which she successfully participates.