Well, one hurdle has been passed. I picked up a BoB Yak Plus setup from a guy off Craigslist, for $100. It's in good shape (with some dings here and there) and the only thing missing was the Quick Release, which I ordered off Amazon for $25 and change. Once I get the QR I can attempt to attach the trailer to my road bike.
As to gear such as sleeping bag, tent, etc., I am also into wilderness backpacking, so I have lightweight/medium-weight tents, a couple of mummy bags, and cooking gear. Some of it is a bit high-end, purchased when I was much better off, financially. I've been a member of REI since I was 15 or 16 years old. I'm currently 49.