Casciaro came through the ranks of Lincoln Red Imps with brothers Ryan and Lee, becoming ever present in the dominant Red Impsteam that won 6 of its 14 consecutive league titles from 2010 to 2016. After suffering a serious injury in summer 2017, he retired from football. However, in January 2018 he came out of retirement, re-joining Lincoln while joiningFC Olympique 13on loan for the rest of the season, in order to regainmatch fitness. He announced his departure from Lincoln again on Twitter, in June 2019.
International career
Casciaro made his international debut with Gibraltar on 19 November 2013 in a 0–0 home draw with Slovakia. This was Gibraltar's first game since being admitted to UEFA He was the first Gibraltarian footballer to score a winning goal at senior international level since joining UEFA, having struck against Malta in June 2014.
Personal life
Casciaro works as a shipping agent at in Gibraltar. His brothers Lee and Ryan have also played with Gibraltar's national side.