It was Christmas morning in 1929 in Rockland, Maine, and there wasn’t one flake of snow as far as the eye could see. For miles, the horizon was clear as could be. Captain William Wincapaw, in his single-engine floatplane, checked the gauges and took a deep breath. With a flip of a switch, the propellers started turning, and Wincapaw peeked behind him.
Source: flyingsanta.org
On the seats behind him were wrapped Christmas presents, waiting to be delivered. Wincapaw couldn’t help but smile as he felt the Yuletide spirit in the air along with the hum of the engine. As the plane rose higher, the families in the homes along the Northeast coastline were just beginning to wake up. It was moments away from Christmas morning, every kid’s favorite time of the year. And Wincapaw was about to make it even more meaningful.
This is the origin story of the Flying Santas.