Can I drive an older car long distance?

I'm planning on buying an older car, either a 1984 Monte Carlo, 1999 Cadillac Eldorado, or a 2000 Ford Ranger and drive either one to Fort Polk from Miami since I'm PCSing there in a month. I was wondering is it a good idea to drive an older vehicle that far even if it is well maintained? Also how hard would it be to find parts and fix a classic car like the Monte Carlo?

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