The 47-year-old was attempting to jump from the Sass Pordoi peak in the Dolomites, which stands at around 3,000m, Italian daily La Repubblica reported.
A base jumper leaps from a high point and falls before releasing their parachute and gliding to safety.
For an unknown reason, the Canadian’s flightpath went wrong and he was thrown against a cliff face before falling into a gorge.
His wife had just successfully finished the same jump when the accident happened at around 10:00am, the paper said.
Mountain rescue teams attended the scene but were unable to save him.
The Canadian embassy in Rome was not immediately available for comment.
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