I think the Sox are going to stand pat at the majority of positions.
I think Napoli stays, assuming that they can come up with a creative Napoli deal of the kind Drek717 suggested, something that amounts to more or less 3/40 but has escape hatches built in in case the hip explodes.
I think they'll make an effort to keep Ellsbury, but somebody, probably Seattle or Texas, will outbid them. I think Drew will end up with the Mets. I think we'll take a long look at McCann, and I wouldn't be shocked if we go there, but I suspect that the price difference between him and Salty will prove excessive and we'll stick with the devil we know at the less exorbitant price, probably around 4/40.
I think the most interesting decisions on the position player side are going to come at two positions: the fate of the LF platoon, and who will be the UIF.
If, as I expect, Ellsbury goes and JBJ takes his place, then the Sox will have CF manned by a rookie with only one backup: Victorino, who looked wobbly there this year. In that circumstance, the offense-only nature of the LF platoon looks like a particular weakness. So I suspect the Sox will try to replace either Gomes or Nava with a more defensive-minded guy who can credibly cover CF in a pinch. Maybe Gutierrez, or (if the Rays don't exercise his option) David DeJesus.
I can't see them signing Choo. Yes, he's significantly better than Nava, but as with McCann (only much more so), his extra cost will far outweigh his extra value. MLBTR is projecting him to get 6/100. That's crazy for a poor defender who can't hit LHP. Choo the player I like, with reservations; Choo the 2014 free agent looks like a bad mistake waiting to happen. Let it be somebody else's.
If Drew leaves, the presumptive UIF is Brock Holt, who certainly did nothing this year to suggest that he's up to the job. The Sox might try to sign a veteran of the Bloomquist/Barmes type to fill that slot, or just bring back McDonald.
So I'm seeing the lineup next year as:
Bradley cf
Victorino rf
Pedroia 2b
Ortiz dh
Napoli 1b
? (probably Nava) lf
Bogaerts ss
Salty c
WMB 3b
with a bench of Ross, Carp, ? (probably Gomes, LF platoon partner) and ? (UIF).
If they do replace Salty with McCann he probably bats 6th, moving the LF platoon down to 8th.