First of all, WELCOME to Trike Talk Kevin. Great place to hang out and a ton of awesome information here...
You know you have opened a bucket of worms. I'm not trying to sway you away from the trike at all. In fact I highly recommend them. The worms come in when you try to haul a trike and any other bike while staying with a smaller trailer. Two things that are hugely important when considering trailers and load is weight and balance. You must not exceed the trailer gross vehicle weight rating (GVWR) and you must not over load the weight your tow vehicle hitch is rated to carry; while at the same time making sure you do place between 10 and 12.5 percent of the actual trailer and load weight on that hitch. You see what I mean about worms??
For sure you are going to have to go with a tandem axle trailer. V Nose reduces wind drag so I recommend that. You might be able to put your Ultra front wheel right in the nose and then position the Freewheeler to the rear of it (keeping in my the 10 - 12.5 % tongue weight parameters). By cantering the rear of your Ultra off to the side just enough to the FW front wheel along side your Ultra rear wheel, you could save a little trailer length. Securing the Ultra might be tricky but I bet it is doable. Anyway you shake it, a longer trailer will be needed and some creative load/unload techniques.
I sure hope I didn't rain on your parade Kevin. Sounds like you and your bride really are enjoying life. RIDE SAFE....