As someone that has sold out of the rig thing for the time being, I have toyed with the SXS idea since Alex and I still want to get outside and whatnot together. We do the kayak and fishing stuff, but we still like getting out in the woods. But for all of the places I can go with a SXS, I'll take my dirtbike and her dad has a Rhino 660 on their farm that we will use that from time to time. I'll grab it when we go to places like Harlan or my buddy's hunt camp and Alex can drive that while I'm on the bike, plus we can run back to camp easier in that if someone kersplodes and needs parts. Its not the fastest thing ever and isn't nearly as comfortable as a new RZR, but its paid for.
Look at it one of two ways. Do you enjoy riding the harder trails...forget about a SXS. They just won't hold up. Although watching a 1000 spank Lower Damnation at 10pm is pretty sweet. It just blew an axle trying to repeat it 10 min later. OR...Do you want to go out and rip through the woods and ride an easy 100 miles of trail over a weekend...yeah you'll probably be alright in one.
If you do the SXS thing, just plan on another $1500 right away to put a real cage on one. The factory ones tweak after a simple flop. At least they all seem to be holding their value with a nice fanboy tax if you decide its not what you want and sell it.
Just the way I look at it, for SXS money, I can buy someone's money pit that has 40's and coilovers that I can trail ride comfortably or hit the hard stuff.