Fav Harbors; San Diego 2 San Francisco

[UNCIVILIZED]

Hey guys,
Got an invite from an old friend to do a spot of cruisng/faux delivery. He found a nice boat in San Diego, & needs to get her "home" to San Francisco. So... I was wondering what stops along the way are folks favorites, and why?
Including... great anchorages, and Especially, hidden breakfast spots which make DREAMY; Waffels, French Toast, Huevos Rancheros, & Coffee.

Also, since he's a bit rusty, if you could rate the difficluties of finding & getting into said harbors I'd appreciate it.
I'll be riding shotgun, but only stepping in if thing are about to get excessively hairy. I mean, hey, ya' gotta let a skipper learn by goofing up, right (well, within reason). Plus such events makes for good tales ;-)

But the trip's about fun, good sailing, good food, & making memories. So any help in doing such would on such would definitely be appreciated.

PS: I/we're open to any other great culinary spots worth a visit along the way as well. You know, where the chef comes out & has a drink with you during the meal.