The last time we went down the coast in that area was back in 04 so my data may not be current.
You could anchor out in Monterey, or jump into one of the marinas. In Morrow bay, it's on a mooring as the current runs fast there. But they have a GREAT restaurant called "Windows on the Water". We loved it. The yacht club is where you get the mooring and they have a GREAT clubhouse. The bar is actually a sailboat cut in half!
Don't know much about Pismo as we passed it by. You can read about what we said about the area in our "position Reports" on our web pages at;
Guenevere's Position Reports top page
Scroll down the page to the area you are interested in.
And, HAVE FUN!!! Nice sailing there.