There once was a Transport Canada
requirement for a Masters License
(TC does not call them "captains") for pleasure craft over 20m which they tell me is no longer issued although it still appears on their website but mine is grandfathered. I find it impresses insurance
companies when they want to see the hired master's credentials.
Licenses may also be "customized" in some rare cases ( I had one with a amphibious with passengers endorsement).
There are currently no licenses required for any size pleasure craft in Canada
TC Requirements. Link here for TC requirements.
List of TC Licenses available
I also have a few of these.