Since the weather is finally conducive to skateboarding outside, this is a good time to become acquainted with the City of Calgary’s by-laws as they apply to skateboarding.
If you check out this link, you will notice that skateboarding on city sidewalks is legal, provided it’s not in the “Central Traffic Zone” (essentially all of downtown). Skateboarding on any city street is technically not legal. Skateboarding is allowed on all city pathways, provided you’re not doing anything “unsafe to other people” and not breaking the other pathway rules (speed limit 20 Km/h, pass on the left, etc). You can see the pathway by-laws here.
Most importantly, you can’t skate anywhere where there is a “no skateboarding” sign (duh). This includes places like Stephen Avenue Mall and in front of the Kerby Centre (8th Ave SW between 10th St. and 11th St.)
Technically, permission from the owner is needed to skate on private property.
As long as you’re aware of these rules, are courteous to other people, and use some common sense, you should be able to “street skate” without any problems.