I'm looking to do as many fun twisty backroads as I can along the way, and my destination is Pikes Peak with a high mountain road so I would like it to handle well. I figure I'll probably have budget left over from the $5000 to put towards handling upgrades, I've heard swap bars, bushings, and new shocks/struts would improve it a ton.
As for performance I might address the head gaskets before the trip, and head porting might be possible? CA so no turbos unfortunately, but other exterior modifications that can be replaced by oem for the test would work.
I am mechanically experienced so I'm hoping $5000 will be enough for the car, repairs to get it reliable, and then possibly upgrades if I have enough left over. Interior bed and living arrangement would come before upgrades though.