The Captains Golf Course is a 36 hole layout located just off the Mid-Cape Highway at Freeman's Way in Brewster.

The Port and Starboard layouts are carved through the deep woods along a blend of narrow and broad fairways. There's numerous doglegs, multiple water hazards, and sand bunkers defending most of the greens and the occasional fairway. The Port plays to 6,724 yards, 72.1/131, course/slope ratings from the back tees; Starboard at 6,776 yards, 71.5/122, both with three shorter tee boxes, designed by Brian Silva in 1985 and named for the multitude of sea captains who resided here in the 1800s.