It is not the first road trip, but its your first supercharging that screwed up your trip. You should have checked out to the supercharging in your nearest supercharger first, a few days before you went for the road trip. Especially given that you are in CA, that should have been quite easy.
I love Teslas but why is it always the owners fault when something happens? When I was 16 I bought a new Nissan and never did I once had to test a gas station to make sure I can fill my gas tank.
Btw, I over filled it and gas spilled all over me. Learn the hard way. Maybe I should have tested it first. Oh well.