Casciaro came through the ranks of
Lincoln Red Imps with brothers
Ryan and
Lee, becoming ever present in the dominant Red Imps team 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 joining
FC Olympique 13 on loan for the rest of the season, in order to regain match fitness. He announced his departure from Lincoln again on Twitter, in June 2019. ==International career==