Yes, it does. A really interesting tongue-twister..

Here’s a really funny one for you: https://en.wikipedia.org/wiki/Buffalo_buffalo_Buffalo_buffalo_buffalo_buffalo_Buffalo_buffalo

Yes, as Anna says, it does actually make sense. The trick for a learner is to recognise the noun (canner) and what he does (cans fruit, vegetables whatever). And knowing the first "can" in the sentence means "are you able".

Sure if "canning a can" makes sense.