If you have a place to put the trailer, it would make sense to buy one, since you could use it to store the boat, and also to work on the boat in the off season, rather than paying a marina. Of course, since you're in California, you'll have less reason and less off season than those of us in New England.
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You know what the first rule of sailing is? ...Love. You can learn all the math in the 'verse, but you take
a boat to the sea you don't love, she'll shake you off just as sure as the turning of the worlds. Love keeps
her going when she oughta fall down, tells you she's hurting 'fore she keens. Makes her a home.
—Cpt. Mal Reynolds, Serenity (edited)
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Still—DON'T READ THAT POST AGAIN.