One of the most unusual airplanes I ever flew in as a passenger was a Waco, see http://www.wacoclassic.com/
It is a biplane that you can still buy new. Flying in one is like going back in time. Open cockpit and the wind really beats the hair hard to your head, I can see why you need a cap to be comfortable.
I'd love to fly a Beechcraft King Air some day but it's rather expensive...
Any pilots on HMVF?
My interest in military vehicles is a substitute for my interest in airplanes as the vehicles are ever so much more affordable.
Daniel