The Public Register of Arms, Flags and Badges of Canada has a write up page regarding these heraldry symbols registered to the Mackendrick family. Apparently the canoe paddle alludes to the great success that family members over five generations have had in the sport of canoeing, beginning with the international success of the three sons of Mr. MacKendrick’s great-grandfather.
Curious to learn more, I searched a bit and came up with this info:
Harry F. MacKendrick (1866-1950), a prominent citizen and physician in Galt for many years, brought considerable fame to his city and to himself as a canoeist. In New York in 1890 he set a new record in winning the World Championship and with his brother, John, also won the tandem championship. Previously, when only twenty years of age, he won the American Championship at Sturgeon Point and upon his retirement it was said that he was never defeated in 122 races in "singles" competition.
His father, two brothers and he as a team member won four world titles during that era. He was talented in other sports and was a member of the Canadian all-star team which won the World's Soccer Championship in 1885.