We also prefer to travel around to different places for about three months at a time. We generally look for boondocking sites where we then hike, bike, boat, and relax for a few days before moving on. Our bumper pull trailer is 22' long and we find it just about the right size for our lifestyle. Yes, it gets tight in extended weather events, but we can always change our location if it goes on too long. It's probably too big about 10% of the time.
Took a look at the floor plan for the trailer you are considering and the only concern I have is that, when sitting on the couch, you have your backs to the only real window. Where a dinette (with improved cushions) allows both people to look out the window. And a horseshoe shaped dinette allows two people to lounge (heads by the window and feet hanging into the walkway)....with a dog between them:)