an example:
"Left Beaufort on Thursday, snotty day with a brisk NE, back in at Masonboro for the run down inside Cape Fear... Made it over one of the worst ICW trouble spots behind Carolina Beach with inches to spare, though finding the tiny temporary buoys after dark in a driving rain was more luck than anything else... (grin)"
Now when I think about the realities of winter on the east coast with a description of "snotty.. NE" I don't want to be there. He didn't miss the bad weather. I would stay in the harbor.
Even further, "after dark in a driving rain" (especially in winter) doesn't sound like anywhere I want to be. I'd be picking a place to anchor, and hide inside the cabin.
Another thing -- as a single-hander he doesn't mention it -- but it's got to be lonely at times.