Sounds like a cool idea! Hopefully I can get Keurlan to come along at some point. Trouble is he's stuck at level 85 at the moment so getting him up to 90 would be the first thing to do. I figure if there's only one free "level to 90" pass for each account, it would be best spent on some character who's a lower level.
Would be very interesting to see shades of Lilandris' past and Keurlan's reaction, or lack there of.