I'm not buying one, unless my plane is included.

Seriously though, this may be a limiting factor on sales. If you only have 12/24 planes featured. Surely, those who have a plane featured would be interested. Outside of that, it may be a challenging market.
I like what the Keystoners did with their calendar. And I'm sure all those guys/gals will enjoy that calendar. The calendar will have more meaning and success if produced for different areas of the country, or different groups. Maybe this idea will spread.
I, by no means, have ANY marketing experience. So, this is just an opinion.