Will he make it................?
As for having "so many reliablity issues that plague our cars" keep in mind you only hear about problems on forums like this, and that between us all we have logged many millions of miles on these cars.
Enjoy w/ your son. Great experience I did last year for TT-East w/ mine.
If your really concerned skip packing a timing belt - since your most likely won't want to change it on the side of the road and pack a MAF, coolant temp sensor, quart of oil, 1/2 gallon of G12, and a couple coil packs. But seriously I don't think you'll have a problem.
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So my best advice is to have a REAL pro look at it and say what you would need to do.
Good luck, it sounds like a really fun trip!
-Adam



