In 1993 Sillamaa performed at the Roskilde Festival. She was then a student in the pop-jazz department of the Georg Ots Music School in Tallinn, where her vocal-coaches were Jaak Joala and Kare Kauks. In 1992 Sillamaa was internally chosen to represent Estonia at Eurovision 1993 - Estonia's first Eurovision participation - with Sillammaa performing eight potential entrant songs in a national preliminary round televised live as Eurolaul 1993 on 20 February 1993. The song selected for Sillamaa to perform as the Estonian Eurovision entrant was "Muretut meelt ja südametuld". With representatives of six other former Eastern bloc nations and nations of former Yugoslavia, Sillamaa performed "Muretut meelt ja südametuld" at the "Kvalifikacija za Millstreet" semi-final round broadcast live on 3 April 1993 in Ljubljana, when four of the seven competing entrants were eliminated, including "Muretut meelt ja südametuld" which finished the round at #5.