Here is my extremely amateur opinion based on your cruising area and what I assume is your intended us (life at anchor and relaxed cruising)
Fin with rudder on a skeg Long Keel
Fin has balanced rudder I assume. This makes maneuvering and backing much easier, which is really nice. Most likely more susceptible to damage in a hard grounding.
LWL 27.50 vs 27.50 vs 25.00
More is always better. LWL is the single biggest factor (by far) in determining miles covered in a day IMHO.
Beam 10.00 vs 11.83 vs 10.50
The more the better since this is a small boat and you will be living on it.
Draft 4.50 vs 3.92 vs 5.50
This is a really big one given your cruising area. I would not buy a boat with 5.5 personally. The 3.92 is really, really nice and I would seriously consider that boat based purely on that number.
Disp 12800 vs 14500 vs 9400
The more the better all else being equal. Figure you will add 2000+ lbs to this in gear, water, etc. Think about what % of displacement that is and what that does to all the other numbers. Also most boats seem to be considerably heavier that the listed number. Check with other owners to see what the 'real' number is and recalculate all the numbers based on the real number + 2000 lbs.
SA/D 14.00 vs 14.10 vs 17.12
The more the better. Note that for cutters this number can be misleading since the stay sail area is not normally included. Recalculate this with the 'real' displacement (see above).
D/L 274.77 vs 311.26 vs 268.57
Recalculate with 'real' displacement (see above). None of these are going to be racers, and this number will get much worse when you recalculate it.
Given the numbers here, and based just on the numbers, the middle boat would BY FAR be my choice for your use.