We all know that Santa Claus can fly, of course, with the help of his trusty reindeer. But the Flying Santa is a different tradition, bringing joy and comfort to the lonely lighthouse keepers and their families along the East Coast. A tradition that continues today, bringing Christmas to the families of Coast Guard Stations across the US.
It started back in 1929. A pilot named Bill Wincapaw, a native of Maine, made frequent flights around the Penobscot Bay area. He often flew in the most miserable of weather, providing medical transport for isolated people in rural communities. In those days before GPS, Wincapaw often found himself relying on the beams of lighthouses to guide him through the dark nights. The lighthouse keepers watched him too, communicating back to the airfield his location. Sometimes, if he had some free time and the weather was good, he would land his floatplane at a lighthouse to go in and chat with the keepers.
(Bill Wincapaw)On December 25th, 1929, Wincapaw decided to give something back to these keepers. He put together some packages with newspapers, magazines, coffee, candy, and other small items. Items that were hard to come by for lighthouse keepers out at their lonely stations. He flew over lighthouses in the area and dropped the packages, before returning home to his family.
In the days that followed, Wincapaw heard that the Lighthouse keepers and their families were overjoyed that someone had remembered them and thought to bring them gifts for the holiday. Then and there, he resolved to expand his Christmas gift-giving, and make it an annual tradition.
Each year, the trips expanded to include more states and Lighthouses. When Wincapaw heard that the keepers had started referring to him as the “Flying Santa” he started to dress up for the role, fake beard and all. By 1933, he was going to as many as 91 lighthouses.
(1936 airdrop)The Flying Santa was supported by business sponsors and donations from locals, helping offset the costs of the flights and the presents. Bill Wincapaw was joined by his son, Bill Jr. At 17, the boy was the youngest licensed pilot in the region. Bill Jr also introduced his dad to one of his teachers at high school, a historian named Edward Rowe Snow. Though not a pilot, Snow was an enthusiastic supporter of the Flying Santa tradition. With Father and Son flying different routes, they could hit more lighthouses than ever.
(Santa over Boston Harbor Light in 1947)In 1938, the elder Wincapaw was busy with war efforts in Bolivia, so he asked his son and Snow to fly Christmas for him. In 1939, it was arranged for him to return to the US to fulfill the role himself.
As the US fully entered World War II, both Wincapaws were kept busy, so it fell to Snow to take over as Santa. He was not a pilot, but instead chartered aircraft for the flights. With all eyes on the skies for enemy aircraft, the Navy had to give special permission for the Flying Santa to go ahead so that Lighthouse Keepers and Coast Guard families would still get their gifts. “CHRISTMAS SEAL PLANE” was written boldly across the aircraft so that it would not be mistaken for an enemy plane.
(Wartime flight of 1941)Of course, dropping boxes out of a moving airplane was not an exact science. Sometimes, packages missed their target, or the contents did not survive the impact. In 1945, a doll intended for a young girl at Cuttyhunk Lighthouse shattered. The next year, Snow chartered a helicopter so that he could land at the lighthouse and hand over a new doll in person.
(The package parachute system worked most of the time)
In 1947, the elder Wincapaw suffered a heart attack during a flight, causing his plane to crash. He was 62 years old. During his memorial service, all of the lighthouses in the area sounded their foghorns in his honor.
Edward Rowe Snow fully took over the duties of the Flying
Santa, and was able to visit 175 lighthouses along the east coast that
December.
Packages for lighthouse keepers still contained a mix of staples and fun extras, like Coffee, Tea, razor blades, art supplies, dolls, and gum, as well as a copy of Snow’s latest history book. There was also a return card, pre-addressed, so that Keepers could return word of whether they had successfully received their gift.
(Edward Rowe Snow and his wife load packages aboard the plane)About 90% of dropped packages hit their target, though there was the occasional errant smashed car windshield or skylight. Leaning out the window of an airplane in flight had it’s own hazards, and Snow’s Santa beard was lost more than once. One year, his beard was returned to him along with a letter “Here are your whiskers, where is our package?”
In some years, with the support of the Coast Guard, the Flying Santa was even able to reach some lighthouses on the Great Lakes and the West Coast, along with far flung ones off Nova Scotia.
Unfortunately, by the late 1970’s, increasing insurance costs and ever-tightening FAA regulations threatened to end the Flying Santa tradition. Lighthouses were also increasingly being automated or extinguished, reducing the number of Keepers and Families to visit. A few more years saw flights by helicopter instead of airplane, until Snow had a stroke in 1981.
(Santa arrives by helicopter at Goat Island Light in 1978)The Hull Lifesaving Museum, which was founded in 1982 to preserve the maritime heritage of Boston harbor, decided that the Flying Santa tradition couldn’t stop. They took over the logistics and found a new Santa, getting sponsors to provide helicopters and gift packages. Now, Santa could step out of the helicopter and greet the children at light stations personally, handing out their gifts. It was a cherished visit for every Lightkeeper family.
In 1997, the Friends of Flying Santa non-profit was formed to take over the gift runs. Currently, the Christmas Flights visit light stations and coast guard bases, bringing gifts and good cheer to the families everywhere they go.
(Flying Santa waves to those gathered for his annual visit in Rockland, Maine.)(Photo by Bob Trapani, Jr.)
You can help them in their mission by visiting their website here. https://www.flyingsanta.org/