Whats wrong with a daddy figure? The older I get, the more I'm going to be relying on that.
Translating the OP post - The guy is looking for someone to have sex with while traveling with him to SF on his boat, plain and simple. He wants a woman financially stable so he doesn't have to "pay" for her every want and need on the way. If he ain't getting what he want, he can "dump her" at a port along the way and not feel financially responsible for her getting back to wherever. He wants a "older" woman to avoid mind games with a younger one and possibly being her "daddy" figure. A woman more his age will also be more likely to have more in common with him, which will lead to conversation, then a glass of wine, and then.....