I'm also originally from Quebec (the West Island; Pointe Claire to be precise). Moved to Toronto in 1979, and here to the U.S. in 2000. I've only been out west once, and only to Calgary for 2 days, and Yellowknife for 3, for a friend's wedding back in the early 80s. I've desperately wanted to explore Canada by road for a long time. We went through the maritimes about 15 years ago, but that was in our Honda, and staying at B&Bs, which was actually amazing. I suspect our first big road trip to Canada after this is over will be NS and NFLD, and maybe a few more days back on PEI. We're in the NYC suburbs, my wife's job is tied to the city, and she loves both NYC and city/urban living. I'm the one more interested in extended time away from New Jersey. Tuck would be interesting, but the cost/reward just to say you drove to road's end isn't there for me. If money and time-away weren't issues I might feel differently. But even Dawson City is about 6500 miles one way from here.
I've got a fair amount of gear already (REI Base Camp 6 tent, external foam mattress pads, old-style Coleman naptha stove/lantern, plenty of dedicated camp kitchen gear. I used to go out for weekends 30+ years ago, and that stuff is all good. But we got the new tent/bags/etc last summer. I'm looking for places to go that involve off-road driving, stream crossings, mountain lakeshore dispersed camping spots and things of that nature. I don't want to go crawling over boulders, but I will always feel the need for dirt under my wheels, and the occasional chance to use my winch and MaxTrax boards.
We will not be living on the road full time. I enjoy roughing it a bit, but physical limitations mean I have to make a few compromises. A combination of state/provincial campgrounds and some dispersed sites would suit me fine. I'm not a big cold weather fan, so I intend to restrict my trips to about the May-October. A few weekends here and there, and one longer trip somewhere interesting. We have family and friends that we also need to visit, including one or occasionally two trans-Atlantic trips a year as things reopen. We thus only have limited time to do this in, and we have a home and pets in NJ.
Like I said above, I used to go out a lot more when I was in my 20s and 30s, and then later on, my vacations were increasingly to trade shows for my main hobby (ham radio) in Ohio and Germany, and visiting as many of the major cities in Europe as I could afford to do. We still plan to do this every year if we can. But I've spent so much time and money on EU, that I've neglected my own back yard. And while I still have some physical mobility and own a trail-rated vehicle, I want to find those mountain roads and forest trails.
NOW I HAVE A LITTLE BETTER UNDERSTANDING, sorry for being so slow. It sound like you are wanting some more off road skills to get a bit more out there, not wheeling just traveling. Go to the trails around your house bring a shovel, a tow strap and do you gear. If you start to get into something you don’t like, turn around. Look at Ioverlander.com there might be like minded folks camping. Sitting around a camp fire is a great place to gain knowledge. We all learn how to drive and get unstuck in the areas we go though, my snow skills are weak as I live in So. Cal. You might think about getting together with a wheeling group for beginners or beginning trails. Experience is a great teacher, we all get stuck, we all break down, we get in over our heads, we all look like fools at one time or another. YMMV.



