The current holders of the FA Trophy are North East Stars, who defeated fellow Pro League side W Connection in the 2014–15 final on 29 March 2015.

In the result of a drawn replay, extra time and penalty shootouts were used to determine the winner.

Sometimes two top clubs may be drawn against each other in the early rounds, removing the possibility of them meeting in the final.

Individual members of the teams playing in the final are presented with winners' and runners'-up medals.

Following the awarding of the winners' medals, the trophy is presented by President of the Trinidad and Tobago Football Association to the winning team's captain.

In 1985, Defence Force added the 1985 Champions' Cup crown to their double, an accomplishment known as the continental treble.

WASA of the Super League were surprise winners in 2006, defeating two professional clubs, including the North East Stars 4–2 on penalties after the championship match ended drawn 3–3.

In 2001, Carib from the Eastern FA, reached the final after defeating North East Stars and Police of the PFL.