He joined the Sliema Wanderers nursery, where he stayed for ten years winning all youth championship honours during that time.
With first team opportunities hard to come by at Sliema Wanderers, Bencini joined fellow Maltese Premier League side Naxxar Lions the following season.
In his first season with Naxxar Lions, Bencini was voted as the Player of The Year, and made 22 appearances and even scored his first goal in the Maltese Premier League.
Bencini stayed with Birkirkara for three seasons, making 65 appearances and winning three trophies, the Premier League (1999–00), MFA Super 5 Lottery Tournament (1998) and the Euro Challenge/Lowenbrau Cup (1998).
He spent half a season with Sliema Wanderers, making five appearances, and winning his third Premier League, as well as the Maltese Cup and the MFA Super 5 Lottery Tournament.
He held the position of President of the FPPN for 8 consecutive years and relinquished his post when he was elected to serve as the Chairman of the Administrative Council of the Partit Nazzjonalista.
He was entrusted with the Sports and Public Broadcasting portfolio in the Bernard Grech's (Partit Nazzjonalista and Opposition leader) shadow cabinet.