On 16 September 2005, Raphael released his first studio album titled Love Outside the Window and in 2008 he recorded a cover of Georgia on My Mind for the compilation Piano Jazz.
On February 18 2011 he won the Sanremo Festival in the Newcomers section, the Critics' Mia Martini Award for Newcomers and the Sala Radio-Tv Award with the self written song Follia d'Amore. The song is included in Gualazzi's second studio album, Reality and Fantasy, released on 16 February 2011.
On February 19 2011, he was chosen among the participants at the Sanremo Festival 2011 to represent Italy at the Eurovision Song Contest 2011 to be held in Düsseldorf. Raphael Gualazzi will be the first Italian singer to represent the country since the Eurovision Song Contest 1997.
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