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Yea, singlehanding on its own adds about four times the difficulty to the trip.
As a rule unless you sail out past Pt Conception SoCAl is like lake sailing. On your other thread I think you've seen there are boats capable & ready for offshore use in the below 30' category but for 2 - 5 grand they doubtfully would be ready for offshore work. Like Bash said radar would be really useful on the trip down, nearly essential being shorthanded going coastal in probable fog at times on the way.
A good prep would be to take the boat out SF round the Farallones & back that may be 24 hrs depending on the wind in a small cruiser. Add a trip down to Monterrey.
With the right preparation this will be a great start to adding the ocean to your life, so keep at it & continue with updates as you progress.
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