There are a million ways to do the highpoints, if you wanna get creative. In winter, from tallest to shortest, alphabetical order, by foot from the lowest base of each mountain, west to east, by prominence, etc.
I gave an idea to a friend of a friend like 12, 13 years ago- to carry my bike up each highpoint. My friend's friend was all hot to do it, but I wasn't. So I let that one go, and this guy did all the highpoints! Well, actually, last I heard, he had done them all but Denali, which he had failed on three years in a row!
The reason I didn't do it was because it didn't seem like enough challenge, what with most of them being walkups. But I gotta admit, carrying a bike up Denali would be a respectable feat...
and now the limit of my climbing world is to get my daughter trained and motivated to just do Denali!