Caxaro's first studies were undertaken in Malta. Later, he went to Palermo, Sicily, to pursue them further. At the time, Palermo was a flourishing city imbued with the spirit of Renaissance humanism. There, Caxaro completed his studies and became a notary in 1438. A couple of months after his graduation, he was appointed judge at the courts of Gozo for the years 1440-1441. In 1441, he also sat as judge in the courts of Malta, and the similarly in 1475. He was judge at the civil courts in 1460-1461, 1470–1471 and 1481–1482, and judge at the ecclesiastical courts in 1473 and 1480-1481.