We tried a version of this last year, and it will work. We have one of the smallest minivans -- a Ford Transit Connect Wagon. And a 10 by 10 tent that attaches over the hatch when up. My wife likes keeping an eye on me -- ha ha -- so she would go 10 miles or so ahead and then pull over and wait for me. The deal was if I did not show up in the right amount of time, she would come back looking for me. She writes books and works with students online, so she had no trouble keeping busy. She is fairly new to camping, so I would do most of the setup and take down, just giving orders to pull that tent stake or hold that tent fly. This started and ended most of my days with some work, thus cutting into my riding and recovery time, but we were in no hurry. So, if your wife can handle the trailer, congratulations. I will add this: unless you can plan your daily mileage perfectly, you may have issues with campsites. It is my understanding and experience that many of the city parks, fire stations and churches are ONLY for self-contained riders. Because the ACA does such a good job of keeping the route rural and low-traffic, we sometimes had to drive off-route for a campground. ALSO: Some of the roads are very steep, winding and extremely narrow. My wife was sometimes anxious in a van. A trailer might be a little sketchy. Read about the road up to Afton, Virginia, and the road DOWN to Vesuvius, Virginia. Footnote (pun intended) I mixed it up 700-800 miles in with a Kentucky groundhog and fell, ending up in the Bardstown emergency room. Broken wrist and big toe withe the other big toe smashed and lots of road rash. I wish you better luck, or skill. BTW: Going back in April to continue the route, so maybe see you out there.