Dale, the trailer you had at Boss's will haul a cub just fine. Another option if you REALLY WANT
to take your cub, is to rent one of the U-Haul car trailers.
As many Cubfests as you are attending though, I forsee a nice dual axle 12' trailer with brakes in your future. Most likely painted Red and Black to match your cub. The 12' trailer with 2 axles and brakes would also work for your SA.
Now, if you went to an 18' trailer, you could take the pair. But alas, then you would need a shiny red truck, diesel of course so you have the power and economy to pull them both.
Then, as you will be spending more time traveling to shows, you should probably get one of those nice Pop Up Truck campers to fit in the back of the truck. Light weight, and low profile for hauling, yet large enough to be comfortable and with all the comforts of home.