My 192 specs at 1400 lbs displacement. That's not including the trailer, motor, stuff, and yet more stuff on board. I have a 2011 Subaru Forester, with either 2200 or 2400 lbs tow capacity (depends on where you find the figure.) I have no problem getting it in and out of our nice concrete ramp at the lake, especially with an 8' tongue extension. I've towed it about15 or 20 miles through gently rolling countryside, and I do drive SLOWLY. I bought the Foz to tow a 425# boat, and the 192 came kinda unexpectedly... I really do wish I had more tow capacity. Someday I'd like to take the boat to Lake George or Chesapeake, and I just don't feel comfortable towing those longer distances.
I WOULD NOT buy a CRV to tow yours or my boat. I'm surprised that the 4 cylinder Outback has increased capacity to 2700#, but I'm not surprised that a 6 cylinder Outback is rated to 3300#. I'm a little more wary of the CVT transmission. In my research I found most 4 cylinder vehicles top out at around 2400#, and 6 cylinders can go 4000, 4500, up to 5500# max for the Nissan Xtera. The reason the Xtera can go to 5500# is because it's built on a Frontier pickup traditional box frame, as opposed to unit-body. Unit-body vehicles can't tow as much, because you risk pulling the body apart
I always assumed that a 6 cylinder can go to higher capacities due to a beefier transmission, but I've heard that some 6 cylinder engines use the same trans as a 4.
People with bigger boats than my 19' often say they want a tow platform with twice the capacity as all up boat/trailer weight. I would be happy with something around 4000, 4500#.
If you don't tow great distances, if you primarily tow flat terrain, and stay off highways, then you might be ok with either Outback, putting the outboard in the car, along with most gear. When I tow, I tow to launch or retrieve to a marina, so I have the luxury of only having the outboard in the back, and I can bring cushions, sails, all the other sundry junk I carry aboard in separate trips.