How to Gamble Online Legally in Canada What are the related legalities to gambling online in Canada? Read on to find out. Even in the 21st century, there are people who raise their eyebrows when they hear of gambling. Unfortunately, the media representation of the activity doesn’t do much to improve it either, given that all classic villains are always supposed to be playing poker. But gambling is very much a recreational activity, so it needs to be discussed more. Thankfully, the number of casinos is increasing, offline as well as online. So you can always play some of the.