PHinSD,
You'll be happy to know I do have a bit of experience hitch-hiking through beautiful Northern Ontario and I couldn't agree more that it's a fine way to meet people.  I've definitely been considering picking up a Leica M3.  I'm super comfortable with my current light meter and know I would put that camera to plenty of use.  I also must admit to all of you that I was considering tying in a decent digital camera (I had my eye on a used M8 to be specific) as I want to keep an online photo journal regularly updated while shooting medium format film only when I've thoroughly scouted an area in different light and figured out some promising compositions (first shot d*g*tally...as reference work and quick digital publication.)  And yes, my maple leaf will wave everywhere I go...but I'll try not to be too cliched about it 
faustotesta,
Thanks for the info - when I first started thinking about this Southern Italy and Southern Spain were my some of my early leanings, but this was before I decided to consider places outside of Europe (which, to be honest with you, took a couple of days to get to.)  I definitely have romantic visions of these locations and certainly will keep them in mind as I'm certain I would thoroughly enjoy such a trip.
jhenry, Andrew K, and other China promoters,
Definitely near the top of my list - the plane ticket out may run me some more but the prospect of taking on work as an English tutor is interesting and promising to think about - I wasn't sure if I could afford to stay in a Chinese metropolis but pursuing work of this sort would certainly help keep me around there for a bit.  I'm also interested in China since I would like to 'plant my feet' to an extent within a landscape of varying but simultaneously linked cultures across a wide area - I don't know if I could handle a repeated culture shock at the beginning (touring swiftly through the Mediterranean/Middle East, for example.)  I'm certainly not making a decision yet but I will keep China in my sights.
shimoda,
Thanks for the open invite! 
  Well I have to say the flights to Finland run around the same as to Heathrow so you definitely have that going for you and it would be a lovely place to start a journey in my opinion.  I do feel that I would have to move swiftly from there, however, as I feel I would lean toward landscape photography and, though I realize the beauty of your land up there, I feel my experience in the open spaces of northern Canada to be a bit too familiar for this trip.  I'll still pass word should I happen your way!
naugastyle, johnnywalker & keithwms,
Thanks so much for all of your info!  I feel a bit of a late bloomer with this traveling life I'm about to start but I'm literally just realizing what I want to do with my life (and just happened to have some opportunity land in my lap) and it looks like travel is going to be a big part of it from now on into the foreseeable future.  I actually have been to Mexico a couple of times when I was a youth (11 years old the first time, 14 the second time) and found Spanish to suddenly 'make sense' on my second trip - I feel very comfortable with the grammar shift and would hope that in not too much time I could pick up what I need to get along.  Thanks once again for all of the shared experience, I appreciate the suggestions immensely and you've given me ideas that I probably wouldn't have considered otherwise.
DanielStone,
Definitely a sound approach.  About the driving:  yeah, I probably shouldn't.  I've never been great with vehicles and an early driving instructor of mine suggested I avoid it 
  Seriously though I probably wouldn't have the time at this point to get a license here at home so unless I drive illegally abroad it's probably not going to happen....my pedestrian-ism is strong though...hitch-hiking experience saw me walking 35km/day rather regularly and were I to say I'm athletic in ANY way it would be walking long distances without much fatigue (provided I don't smoke too much.)
Allen Friday,
Great, concise advise.  Yes, galleries are of huge interest should Europe play a major role in this venture - paintings and sculpture are still hugely inspiring to me and I have visited many of the galleries here in North America...mostly focused on the works from the other side of the pond.
Thanks to all of you for your responses!!  I'm overwhelmed and am certainly printing off everything you write and keeping it in my 'travel files' that are building up as I continue to prepare.  I'm going to see if I can add a poll to this with some of the most often mentioned destinations to pick from - I can't say for certain that I'll choose based strictly on the results of such a poll, but as I still have no real decision on this yet one way or another the results will certainly be seriously considered.
Please keep the experiences coming - I'm finding I'm learning a tonne from these stories and am beginning to narrow down in my mind where I'd like to spend some time.
I'll continue with updates as decisions are made.
Thanks once again to a stupendously-generous community!