His parents were very good singers, and encouraged Venables to also take up singing. At the age of 17 he entered a singing competition at Butlins in Clacton-on-Sea, though Chelsea did not allow him to compete in the final stages. In 2002, he recorded a single for the World Cup together with the band Rider. "England Crazy" reached number 46 in the UK charts. In 2010, he recorded a cover of the Elvis Presley song "If I Can Dream" in association with British newspaper "The Sun". It featured a 60-piece Royal Philharmonic Orchestra with Harry Redknapp and Ian Wright filmed at Wembley Stadium. The song reached number 23 in the UK charts on 13 June.