The answer is "it depends".
For a well found offshore
boat and crew, yes it can be done. It is a beat to windward most all ofthe way in the summer, but the weather
is usually pretty settled (that does NOT mean calm, just it's the same from one day to the next).
The fall might be a marginally better time. I, myself, would not want to do it in the winter. For a few days at a time wind
can be more favorable in the winter, but it can turn very dangerous very fast and there are not a lot of harbors to hide in with all-weather entrances.
You have two basic choices: A LONG sail offshore
to find favorable winds and do it all in one go, or harbor hop up the coast waiting for a good window to jump from one to the next. If you take the coastal route
, expect to do a lot of motoring straight into the teeth of the wind
In either case you must be sure you leave enough time for the passage
. Trying to squeeze through a narrow weather window will get you hammered on this coast. Equipment
and crew should be prepared for winds of 40 to 50 knots even during the summer on this route. Not that you are sure to get hit that hard, but but a place like Cape Mendicino it is possible.
My preference, which is different than most, would be to take the offshore route. Weather is more gentle, although if you are not careful you risk "falling" into the Pacific High and bobbing about wind-less for a while.