Of course since I posted about it, it works this time while I'm trying to document it with pictures. I made a change to the vessel - when I was failing it I was using 2 command chairs. This time I put a Kerbal Can on the back (Ven's Stock mod) and threw you into there, then switched control back to Jeb in his command seat. So, since I'm having a completion issue with the first 4-kerbal shore tour, I might as well mention that since I'd like to meet the requirements.
The first time I forgot an engineer, so I restarted and got Bill on there with the tourists. Then I got all the checks except for beaching/landing my boat, and very oddly - safely. I say that is odd because the two sub-checkboxes of without destroying / without killing are checked off. When I hit recover I was flipped upside down because of a physics glitch transitioning from the water to the shoreline, but I only lost 1 of the 2 engines. It seems to be stuck now as I've redone the tour 2 more times without flipping and haven't gotten the checks back yet.