I enjoyed almost 30 years sailing the SoCal Coast, mostly out of Long Beach, but have been to the Channel Islands many times. Some tips:
1-Gain experience by getting an old sailor on board or go on their boat.
2-The wind is fairly predictable, light in the morning, building to 12 - 15 knots by noon,
then blowing from the NW until after dark. Beware the Santa Ana winds from the
East as they can build to 50+ knots. If you are anchored in the lee of one of the
islands with normal winds and it feels dry, get a WX report and move to the other
side fast.
3-I had a
Cal 20 for several years and loved it, a stout boat and good
racer. If you
have the flush
deck model with the
outboard well in the
cockpit you will need a
shaped
plug to install when you pull the
outboard. It needs to be moved to the
center of the boat for
racing. W/O the
plug, expect wet feet.
4-I would suggest a roll up
inflatable dinghy with oars + use your outboard from
the
Cal 20. Attach a
safety line when moving it from the Cal to the dinghy.
Hope this helps. I have many wonderful memories.
Tom Vandiver, Cal 20, Cal 25, Col 36 & then my
Cal 46 since 1982