I just changed slips and will be in a similar situation except the prevailing wind will come from the bottom of the "U". I'll have plenty of room to turn the boat around and get way on in reverse at the top of the U. However, unlike Gui's plan of backing past the slip then going in bow to, my idea was to back down to my slip near the bottom of the U, then just turn to back into the slip. Once my boat is making way in reverse, it steers pretty well. Getting it going backwards is the problem but by moving slips I have a much wider fairway for that part of the process.
Anyway, if Tom can back in from the top of the U, why wouldn't docking stern to, be the easiest thing to do? I guess it's boat specific and that a full keel boat like a Tayana just doesn't back well at all?