Oswin Appollis opened the scoring in the 24th minute with a free-kick that took a deflection before finding the net. Substitute Tshepang Moremi sealed the points late on, rounding the goalkeeper and finishing calmly in the 85th minute.
The result gives the Buccaneers maximum points from their opening fixture as they begin the defence of the title they won last season.
Man of the Match: Camren Dansin
Young midfielder Camren Dansin was named Man of the Match after an impressive display. The youngster, handed a starting role by coach Abdeslam Ouaddou, impressed with his composure on the ball and contribution in the middle of the park.
Pirates controlled large periods of the contest but had to remain patient against a resilient Milford side before securing the clean sheet and three points.