In his second season with the province, Healy featured more regularly for Connacht's first team. He scored his first try for the team against Zebre on 7 September 2013 in the first game of that year's Pro12. He made his European debut in a Heineken Cup match on 19 October that year, also against Zebre away in the Stadio XXV Aprile. Later that month, Healy signed a new contract with the province to keep him there at least until summer 2016. Healy's first try in the Heineken Cup came in the reverse fixture in the Sportsground on 11 January 2014, when he gave a man of the match display.