In the UK there is a limit of £30 per contactless transaction. That's because there is no identity check. You just wave the card near the reader and you are done. With Apple Pay there is an identity check via the finger print and therefore no limit. Therefore if I don't see the Apple Pay logo I assume I'm limited to £30 max.
Not sure if it's the same in Canada.
Unfortunately not, My Morrisons has cardboard Apple Pay collars around all its CC machines, but still has the £30 limit. The slow adoption rate of limitless Apple Pay has been my only grip with the service, otherwise, it's a beautiful service I use all the time.
You'd think a business would make it as easy as possible for people to spend as much as possible.