His Baroque paintings show a clear influence of Italian masters such as Giordano, Maratta, Barocci and Flemish painters like Peter Paul Rubens, Anthony Van Dyck and Jan Boeckhorst.
From 1682 to 1688, he lived and worked in Italy mostly in the company of his travel companion Antoon or Anthonie van den Eeckhoute.
He married on 29 August 1690 in the Church of Our Lady, Bruges, with Dorothea van den Eeckhoute, sister of his friend and travel-companion Antoon.
According to contemporary reports, his passion for making musical instruments instead of painting reduced him to poverty and when he returned to his native Bruges.
[4] There are three large paintings representing three scenes from the Passion and one of Elijah under the juniper tree by him in the St. Salvator's Cathedral in Bruges.
In the St. James's Church in Bruges, there are three paintings by de Deyster representing the Crucifixion, the Resurrection, and the Death of the Virgin.