First of all, sailing to the Bahamas with a decent weather window is not offshore so you would have to decide if you were going to real offshore sailing because that will have a dramatic impact on your boat choice. The boats you have listed are all decent choices but pretty slow in lighter airs which are much more common than heavy in most areas.
To stimulate the debate, have you considered a Nonsuch 30? It would be better than any you list for items 1) 2) and 5) and is pretty safe because you don't have to leave the cockpit to do things. It is also much larger than any of your choices and faster. There are two interiors: the Ultra is terrific for a couple while the Classic has four good sea berths and is available much more cheaply than the Ultra.
Back to Grenada in early December. Not sure I will remember how to sail. Will spend the winter and early spring in the Caribbean and then head to Bermuda and the northeast US. Still trying to decide if we will bring the boat to Canada, either in 2015 or 2016.