We have made the trip three times... Both times south we had mostly calm seas, but coming north once we got slammed between Morrow Bay and Monterey, with 30
knot winds on the nose and 13 foot seas at 6 sec, which slowed us to about 3 knots over ground for about 18 hours.
Funny enough, all three times around Point Conception were easy...
You didn't mention your
boating experience.... I boated in
San Francisco pretty much all my life. I know that many of us SF boaters never venture outside the Golden Gate Bridge, becuase the Bay is so challenging and deverse with great places to go.
If you haven't gotten some ocean
experience, you might want to start small and
work your way to a longer ocean trips.
As suggested in a previous post, pick a good weather window and
head down to Half Moon Bay, which is a nice day trip.
A short trip like this will expose you to the differences of the
San Francisco Bay and the
California Coast. If you like that, try a Farallone Islands trip or an overnighter to Drake's Bay. Consider buddy
boating with some other people for your first trip for
safety.
Many of the
SF Bay Yacht Clubs head to Half Moon Bay on Labor Day weekend and it would be a good time to meet some buddy
boats for the trip down.
If you have done overnight trips you should log some. I used do overnighters from Alameda to the Sacramento
Delta, which would give you pleanty of experience using
radar at night.
You didn't mention your
boats equipment, but
radar is a must when traveling south. Getting into Half Moon Bay or Morrow Bay is almost impossible at night or during
fog without it. Once you get around Point Conception the
shipping traffic gets pretty heavy, so a good radar and maybe even a
AIS are good things to have.