There is little chance you would be able to find a job over here with no experience, I came over with 1 year of Class 1 experience but my situation is very different to pretty much anyone else who has made the move over here. My father is Canadian which meant I was able to get Canadian citizenship (which I have had since i was 13). I moved over here in May this year, after the long term job posting i was doing for my local agency ended. Things were looking bad in the UK at that point on the jobs front, so I decided i may aswell look for a job in Canada instead. Even with 1 year experience, I was getting nowhere. So I took a job driving a 7.5 tonner, to bide my time till a better job opportunity came up. Im now working for FedEx, driving an 18 tonner in the week, and Class 1 trunking run every other saturday. I was only able to do this for one reason, being a Canadian, other immigrants dont have that luxury, and have to go the PnP route.
As for emigrating, if your coming over as a truck driver you dont need to go the route of having enough points etc. How it works is that you find a company that will take you on, they will put you through your Class 1 here and will sort out the legal side of things like getting PR (permanent residency).
Just a quick thought, you say you have a wife and baby. You do know that trucking over here can have you away from home for weeks at a time, which is why they are looking for foreign drivers, as the locals want a 9 till 5 job home every night.
As for areas that have good skiing, Calgary is only about 1 hour drive from Banff, which is a big ski resort, and Edmonton is about 2 to 3 hours drive from Jasper, which is also a ski resort. Im sure there are countless places in BC that have good skiing too, but ive not seen any trucking companies recruiting based in BC. There is probably some good skiing in the east of the country, but ive never been that way, so couldnt comment.
Depending on which province / territory you decide to come to, you may have to resit your car test aswell, as not all of them have an agreement with the UK to do a straight swap. You will find that if you do get your licence swapped, it will be for a car licence only. You will lose you Truck licence. That really hurt when i did that, as i had paid for my UK licence myself.
Before you decide to commit to coming over, try to notch up at least 2 years of UK Class 1 experience, if you can wait to get 5 years there will be no problem whatsoever finding a job. Search around for trucking companies that recruit overseas, email them then call them a few days after. Try to decide which part of the country you want to live in, research the Summer / Winter weather. Here in Alberta it gets down to -40c in winter and +30c in summer. After you have decided where you want to live, come over and have a recce, make sure its absolutely what you were expecting. Emigrating isnt something to be taken lightly, its a big life changing event.
Good luck with your training