Nineteenth-century Brewster was home to dozens of sea captains who sailed the ocean blue and established trade routes throughout the world. Twenty-first century Brewster pays homage to some of them by using their names to identify each of the 36 holes at the town’s two courses. That’s why the facility is called “Captains” and not “Captain’s,” as it is commonly misspelled.
The Captains comprises two 18-hole gems named Port and Starboard. Carved out of a pine forest that extends north to Nickerson State Park and west to a municipal watershed protection zone, Captains is nautical in name only. Fact is, there are only two holes with water, and both are little kettle ponds that guard greens.
