Anyone with experience in this?

Great places to sleep?

Places to much on food/free food?

Should I bring a gun?

Any tips?

drive.

I would not recommend back packing across the entire country. You'll have to pass through Manitoba, Saskatchewan, and Alberta which will be nothing but about 1500 consecutive miles of flat ground. Pick a couple destinations that you'll really enjoy spending time in. Maybe hit Algonquin Park for backpacking and kayaking for 2 weeks, then take a train to BC for some mountain climbing. You really won't find shit to do in the middle of the country.

pack your bag to back your pack

Lots of condoms.

Don't Forget to tell us your home adress so we can rob your place while you are away..

Calling dibs on his game Collection and underwear..

Bring a messenger pigeon, actually here. 

Don't get lost :P.  Also, bring something like a coat to keep you warm.

I live in Montreal and its freaking hot right now.  So bring a swimming suit :P

Watch out for Ugly Bob