Fly a lot too. I bought a $300 pair of Shures a few years ago, but could never get a good seal to block external noise. They also sounded very tinny but, again, that was due to a poor seal. Other people love them however, so I think I just have odd-shaped ear canals.
For now, I'm still with my old sony MDR-NC11's. I hate the heavy inline battery holder, but at least they're pocketable. The huge Bose noise canceling 'cans' that I see a lot on flights are great (sound-wise) but I'm not keen on the "Princess Leia" look!![]()
I'd give the Etymotics a try. I have both -- a pair of Shure SE530's and Etymotic HF2. While there's a difference in sound between both (Shure's are more bass/boomy, Etymotic are more clear/less bass), they're both sound very good. The Etymotic, though, is much easier to fit in and get a good seal. The Shures actually seal pretty well when the triple flanges are used, but still not as well as the Etys.