Alessandro Boccolini (born July 14, 1984) is an Italian football (soccer) goalkeeper.
He moved to Ascoli for the 2005-06 season, having previously being signed with Alessandria and Viterbese.
He left the club in June 2007, after three appearances in two Serie A campaigns (one in 2005-06, two in 2006-07) as Ascoli's backup goalkeeper, and was announced by Serie C2 side Ivrea on September 2007 in a free transfer.
He was then sold to F.C.
Canavese, another Serie C2 team, during the January 2008 transfer window.