Yeah, insurance and being able to rent a car.
My suggestion is to buy a beater, save your money, then buy whatever you want in 2-4 years, making it a project car at first, so you can get exactly what you want. Patience, grasshopper!
Go for anything first or second generation. They're rusting fast, are already worth money for the restored ones, with many of them needing to be rescued from Canada. :P