User blog comment:Tpetrillo05/Plots for P5/@comment-4022600-20121025183551/@comment-1984959-20121028115457

''Angel, Bloom could come back without Keira. He is still bound for Dutchman. He has to serve eight more years if I'm right (correct me, J, if I'm wrong). But, I guess Keira couldn't come back because she has a child to raise...''
 * Oh...don't ask me about Will. lol xD I know I said this quite a lot, but I truly and honestly don't want him back in the films. In my opinion, his story ended well in AWE(At World's End, Angel ;) lol), and I rather it stay that way. Same with Elizabeth - especially since she's raising her child at that time.
 * But to answer your question: all we know regarding timeline is that Will Turner returns from his duty 10 years after AWE. When that happens post-OST, I don't know...all we know is that OST takes place "several years back after a pirate showdown with the East India Company..."(meaning after AWE). So when that happens is anyone's guess, for the time being, unless if they actually make a timeline regarding it.