His initial attempts to gain the main tour place via PIOS and later Q School were unsuccessful, however in 2013 he captured the Oceania Championship in Papua New Guinea with a 6–5 victory against Matthew Bolton to earn a two-year card for the 2013–14 and 2014–15 seasons.

[2] Thanks to the newly introduced flat draws, Calabrese was able to qualify for the venue stages of his debut tournament, the Wuxi Classic, as he defeated Anthony McGill 5–3.

[4][5] Calabrese was knocked out of the first round of seven of the eight European Tour events, but at the Bluebell Wood Open he defeated world number two Mark Selby 4–2, Dechawat Poomjaeng 4–2 and David Morris 4–1 and then led Jimmy Robertson 3–0 in the last 16, but was beaten 4–3.

[7] In February 2015, Calabrese gave up his World Snooker Tour card after the Welsh Open, in which he lost 4–1 to Ronnie O'Sullivan in the first round, to return to being an amateur player so he could compete in the Oceania Championship.

[8] In March 2015, Calabrese won the Oceania Championship by defeating Matthew Bolton 6–3 in the final and earned a two-year tour card for the 2015–16 and 2016–17 seasons.