I want an Airstream. Wife wants to keep our diesel pusher.

We've had a 15' TT, 25' TT and now shopping Class "A" in a 30-34' range. It seems to me that a smaller "A" would meet your requirements while keeping your wife in something she is more familiar with. There are many differences (as you know) between traveling with a towed trailer and a motorhome. We're making the move to improve on a few of those and I don't think I would ever want to give them up. Security when boon docking, well integrated generator, CCC, conveniences while driving.