This is an interesting read:
It's about small boats (trailer sailors) but I think most, if not all, the same criteria applies to all boats. It's just that the trade offs inherent in making a boat trailerable force the builders to set priorities. It's interesting that the "experts" in that particular article don't agree about speed.
Count me as one more "me too" on the obvious point about the skipper and crew and I would add that what they do prior to departure also comes into play - are there sufficient stores in case the passage takes considerably longer than expected? If you lost the mast and the engine would not run, do you have some other means of propulsion? Could you patch a hole at sea? What if lightning takes out all electronics? etc, etc, etc...