That raised floor is really nice! The idea of having those footwell areas for quick access storage is sweet!
I like the idea of the trailer mounted tent alot better than the extra weight on top of the Sidekick, also it would be nice/easy to leave the tent and trailer at your camp/base of operations and go wheeling around. Memory foam sleeping pad,,,,trail/camp kitchen, comfy lawn chairs, large cooler with beer.....
There are a few guys that come up here from NYC with the small little bubble campers and set them up down in the lower field. They get a nice large party going at night! generators, A/C, Direct TV with internet access, truely roughing it!
stop by walmart and snag a couple of those cheap ground accent lighting posts that are solar powered. They cost about 4$ a piece, use them to show the way to "THE TREE" or whatever facilities you have, place them around the camp area near those toe snagging roots and rocks, or even as a last choice emergency light for those unexpected repairs.