It will be a very interesting winter. I agree with a lot of you that the Sox need to try to address the Catcher issue. I personally think they will try to bring back Varitek (something like 2 years, $18 million...I know it seems like a lot, but catchers come at a MAJOR premium right now), but they need to find a backup who they can both groom for the future, but who can give Tek more time off right away. As most of you have realized there really isn't much out there on the FA market (Josh Bard could be interesting to bring back though...), so they likely will be looking at trades. I don't have a good enough handle on the young Catchers around the league, but I do know Texas supposedly has several of them, and they would be a likely trade partner (although not for Saltalamacchia, who is a pretty terrible defensive catcher).
After the Catcher position, it gets a little tougher. I agree that they will likely try to find a team to take on a (paid for) Lugo. If they can get a B prospect for him, they will likely be happy. I don't see them getting rid of Lowry though, unless they need to include him in a bigger trade (which is not out of the question). There just don't seem to be any major upgrades that are available at the moment.
I think the outfield is pretty set. I see that some of you want to get Holliday, but I don't think he is any better than Bay. Considering the fact that we already know that Bay can play well in Boston, I think it makes much more sense to keep him. The only kind of guy I would get rid of him for would be someone like Pujols or Cabrera (and Holliday is not that kind of hitter).
Crisp is certainly tradable, but I think it will be the same as it was last year...you need to wait for the right price, because he can be incredibly valuable to your team. I think they will start any trade proposal with him, but will not trade him just to trade him.
The pitching staff I think is pretty close to set. I expect them to flirt with some of the big names, but at most I expect them to bring in a solid 4-5 starter (bringing back Byrd is not a bad option at all). I think that they also will have an open competition between Bucholtz, Bowden, and Masterson to be in the rotation in the spring and early season. I expect Masterson to eventually be moved to the bullpen though, because of his effectiveness there, and his lack of a 3rd pitch.
And finally, I think they really need to try to bring in another back of the bullpen arm. They need one more guy back there to solidify things.