I'm planning a "be a tourist in your own city" outing for my SO by riding the length of the Queen Street streetcar (the longest surface route in Canada), and looking for quick, CHEAP and tasty bites along the way!
The route starts at Neville Park and ends at Long Branch (along I'd consider turning around after High Park).
This map was great in helping me learn just which neighbourhoods we'll be passing through: http://www.torontoneighbourhoods.net/...
Based on what I've read, it sounds like some good pit stops are Leslieville, poutine stop at Nathan Phillips Square, Queen West and maybe Liberty.
Any specific suggestions for food vendors, restos, or even winter picnic food suggestions are very very welcome!