As much as I love radial taildraggers, I have thought that an old Apache, Travel Air, or C-310 (and I am talking old - 1950's) would be a neat machine for personal travel. Something with the original Apache/Travel Air/C-310 scheme so it looked "period". I really dig some of the old colors too - like white with turquise and black trim, or the Apache scheme with red and black trim. Saw a picture of a polished aluminum 310 once and that looked really neat.
My next one might be a super nice Travel Air. I really like those planes.