How fixed a location do you want to have? If you're willing to move around it is pretty easy. I spent October to March one winter doing exactly what you are discussing. Spent about 50-60% of that time on the hook in the Channel Islands. As the weather
gets worse your choices in anchorages are reduced, but there are lots of cool places you can stay for a week or two at a time. No services at most of them, so depends on what you need.
You an also make the Long Beach - Catalina
allows you 5 days a month in the free anchorage, then, if you want to pay $15/night (winter months) you can pick up a mooring
for another 10 days. The Long Beach/Los Angeles harbor anchorages seem to be more at the discretion of the harbor patrol people, I never had a problem with 10 days up under Point Fermin, but don't know if it could be pushed further. Then I'd finish up my month out at Catalina
, and start all over again.
If you want to be settled it is more difficult, but if you are willing to move once every week or two it's pretty easy.