The flag of the British Windward Islands was the flag of the Federal Colony of the Windward Islands. It was a Blue Ensign with the badge of the Governor-in-chief in the fly. The separate colonies under the Federal Colony each had their own ensigns. In 1903, the shape of the crown on the badge was changed slightly. The Governor-in-chief of the Windward Islands used a Union Flag defaced with the badge.
The Federal Colony of the Windward Islands became the Territory of the Windward Islands in June 1956, and was dissolved in 1958.