Find 1959 Chevy Parkwood, preferably in complete, ran-when-parked condition:
Rehab/subframe connect the chassis and then drop in a complete Alston/Fatman Fab/Morrison/Heidts/TCI/whatever you want front and rear suspension clips with modern brakes all around, steering actually connected to something, and all that. Add good rubber on 17-inch-at-most Torq Thrusts because you don't want to bend expensive wheels during the trip, you need sidewall. Get wide-whites if you want. If you're a show-off, add airbags so you can lay frame wherever you park and have people gawking at the stupidity of the display.
Add interior comfort and ammenities, if you can find a modern luxury SUV that will donate seats and entretainment stuff go for it; if not or simply don't care, restore stock seat or simply build a new interior for the thing. Remember, you're rich. Keep stock dashboard, trim and steering wheel for style but add a restored/modernized stock instrument cluster and some extra gauges in a retractable aluminum panel. Add tunes.
Add a stock LQ9/LS1/4L60E combo because ease of servicing/availability of parts, decent power, relative fuel efficiency and because trendy.
Leave the car's exterior alone so you can paint stuff on it with markers, slap stickers on it of all the cool places you'll visit (thanks, Fred), or paint it a low-maintenance color. Of course replace all rubber moldings and all that stuff. Add flames/pinstripping to taste.
You end up with one of these:
Pros:
- Huge cargo space for friends and stuff, add a roof rack and carry more stuff.
- Style. The same recipe could be applied to any other GM/FoMoCo/Mopar wagon of the era, just replace LSx with 5.7 hemi or Coyote and have at it. I just happen to really like the oddness of the 59 Chevy.
- With style also comes never-endind glass area. No sight will be lost.
- A really memorable car for a memorable road trip. Heck if you're good at it, you can even make it a good handler with today's aftermarket support and have some spirited mountain driving in a 59 Chevy Wagon with 6 friends and a big load of trash behind. Remember, you're rich, you can fabricate a freaking chassis if you want.
- Get pics of your cool car in whatever destination you pass by.
Cons:
- None.