As a dabbler in motor sports, I've always had this approach when buying toys: I jot down as much info as I have about where I will MOSTLY use the machine and with whom--that usually identifies the type of machine, i.e. water sports vs. family chillax time. I then search for USED machines/trailers, etc. that have high reliability ratings and try to buy off-season. I then purchase the RIGHT accessories so my experience will not be tainted by being cold, wet, hurt, etc. If it turns out I love the sport, I'll have had time to figure out what I love and don't love about my setup and be able to sell, almost always breaking even and sometimes making money, before buying what I've figure out is what I REALLY want based on my experience.
I've done this with motorcycles, quads, sleds, boats, RC cars, musical equipment, pens, watches, etc. etc. Always someone selling good stuff because the hobby didn't work, which could be you and snowmobiling!
Good luck.
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