I've had three Hard Rocks. I love them. Built like a brick s**thouse. Toured on two of them through steep mountain passes, 20-mile 9% dirt grades, asphalt, mud, railroad ballast, etc. My current one was dropped off my car rack twice at 65 mph and dragged down the road. The two incidents resulted in 3 bent rims, two of which I was able to straighten. Only other damage was to pedals.
I'm significantly lighter than you (160) so I'm not sure about the weight issues. A trailer sounds like a good idea to minimize the weight on the 36-spoke wheels. I toured on the standard seat which wasn't real comfortable but not bad enough to bother me too much. While touring I usually take more breaks than I do just recreational riding, which helps a lot. I'm never in a hurry. If the fit is right a good seat will probably get you going.
The reason I've had 3 is, the first was stolen, the second was swept away in a swollen river (long story), and the third I still have.