In early 2006, Kaliopi released the single "1000 Bozji Cvetovi", which garnered media interest because it was billed as a duet with Kaliopi herself. On 4 March 2006, she competed in the Macedonia national selection for the Eurovision Song Contest 2006 with the song "Silna". Despite the media labelling her one of the favourites to win, the song was placed sixth. It was later remixed and used in a promotional campaign in Macedonia for the Škoda Octavia. On 12 July 2006, Kaliopi performed at the Montenegrin festival Suncane Skale with the Serbian version of the song "Silna" and was placed third. She later released a non-album radio single titled "Zivotot e džabe". Kaliopi was featured on Croatian singer Massimo Savić's album as a composer and a singer, performing the song "Melankolija". In late 2006, Kaliopi celebrated her 30-year jubilee as an artist, performing at a huge concert at the Universal Hall in Skopje. She performed her greatest hits and was joined by Esma Redžepova and Edin Karamazov. The concert later received a video release.