Ron, I had two Kubotas (one at a time) that I bought from a dealer 50 miles from home, a B7100 first, then a B2710. Before I bought the first one, I had a 5' x 10' tiltbed trailer and my brother had a 6' x 16' trailer, but it stayed at my house. I frequently pulled those trailers behind the tractors hauling brush, barrels of water, hay, dirt, sand, lumber, riding mowers, etc. I also used the larger trailer to haul the tractors, but only once did I take one of them back to the dealer, left it overnight, and returned for it the next morning. Sometimes we hauled the tractors on the larger trailer to my brother's place 7.75 miles, and sometimes we just drove the tractors over there. The larger trailer was a tandem axle trailer, but neither of them had brakes. I would not recommend anyone haul tractors on trailers without brakes, but I lived so far out in the boondocks that there was little traffic (I've driven the tractor to my brother's place without seeing a single car on the road, although I would usually see 1 to 3 other vehicles about every 10 miles). So, with the extremely light traffic and the fact that my brothers and I have been pulling every kind of trailer imaginable since we were teenagers, we used what we had (carefully).
So, my recommendation would be to buy a tandem axle trailer, with brakes, of a suitable size to haul the tractor when you want to, and then also use it behind the tractor as you said.