Why not have a look at the Tourist Board's site as a starting point? You might pick up some ideas of things you would like to do, or places you might like to go. Visit Scotland I see there are also lots of little flags along the top, including a Canadian one. That takes you to a related site which probably has travel and tours specifically from Canada.

If you decided against an organised tour, yes travelling on your own is fairly easy particularly across the central belt, Glasgow, Edinburgh, Stirling, and also between major cities.

If you have any specific queries, I'd be delighted to try and help.