Although I agree with the advise to look for a boat up north if you've not bought it yet, or truck it north if you have, I have made a number of deliveries from San Francisco
to the Puget Sound area, including once in a Tolleycraft 40, somewhat similar to what you are contemplating. It can be done comfortably IF you watch the weather carefully AND are willing to stay where you hapen to be if the prediction changes while underway. Plan each leg and be prepared to postpone at any time.
I also disagree that there's no scenery along the Pacific Coast of California, Oregon
. There's lots to see. Although there's more to see if you drive, it is different than what you see from the water.
Yes, the variouis harbors along the way are more dangerous entering and leaving than San Diego
or Marina del Rey, but with care they're doable. I made a practice of calling the USCG before entering any harbor, asking if there's anything special and if the information on the charts
is still applicable. (At Tillamook Bay the USCG said the "bar was breaking" and that they'd come out and "guide us in." They said it was safe IF we followed their directions. They placed us in back of a wave and told us to "push the throttles wide open". Their plan was to have us get in before the following wave cought up. It turned out that their boat's top speed was 14 knots and ours was over 30. We went airborne over the wave ahead of us. They did their "safety check" after we got in. We were also better equipped with wafety gear
than they were.)