You can usually rent them, you will have to look for somewhere that specializes in classic or exotics. You might even call normal renting companies and see if they can refer you to one.
We are looking to rent a Convertible Camaro SS for ours cause I dont want someone messing with mine. lol.
My parents surprised us with renting a Rolls Royce. I believe from the mid '60's . Very very nice. They even put his name on the front of the car, like as the license plate.
Re: FI wants to drive away in a classic car...
Life as a Cooking Wife!:
http://cookinbloom.blogspot.com/