In his coaching tenure, Casiraghi led the "Azzurrini" into the 2007 UEFA European Under-21 Football Championship, ending in fifth place after having eliminated Spain U-21 in the qualifying phase. He was successively confirmed for the 2008 Olympic Games campaign, which ended in the quarter-finals with a 3–2 loss to Belgium. He also helped the Italian youth side to win the 2008 Toulon tournament. In the 2009 UEFA European Under-21 Football Championship, his side, having lost several key players through injury and suspension, narrowly lost 1–0 to Germany in the semi-finals.