If you're planning to sail that route in January (or anytime, for that matter), you should be looking at the pertinent weather sources on a daily basis to get a feel for what you'll be faced with out there. Maybe you've been doing that already.
As the winter season approaches, the cold fronts get closer together and more violent, so you're virtually guaranteed to see a couple of strong gales or storms on the trip you're planning. In, and east of the Gulf Stream the weather intensifies due to the heat energy available from the Stream, so the winds you experience inshore are not representative of what you'll see offshore
. So, you and your boat need to be prepared for two 3-day periods of 35-60 kt winds (possibly higher), and sea states commensurate with those windspeeds. You could encounter icing conditions, as well.
Most of those sailing south for the winter season choose to go in November, when the chance of encountering a tropical storm is lower, but the winter storms haven't begun yet. In November, you'll likely see a single
three day gale (35-45 kts). Sometimes it will be just a front with squalls (25-35 kts). Making the passage
in November is a much more manageable risk compared to later on in the winter.