We went from tent to pop-up to TT. My advice, since you already have a tow vehicle, go with a trailer and I'd say get a bunkhouse. It's great not having to convert beds every day. We have three boys, each has their own bed. A popup is a great start, but when we planned our cross country trip, we did not want to have to pop-up every day. Also, most campgrounds in Yellowstone do not allow pop-ups (bears). Don't trust what your vehicle is supposed to tow.
I'd stay at around 75% of that figure. Also get a good hitch, sway/leveling.
As far as being able to move around while traveling, we like to stop at rest stops and just take a little break and make a sandwich. May change our mind when it's just two of us in a few years though.
