I think it would make more sense to register it in Canada rather than California, since, if you decide to go to Mexico, you're might have a problem with a CA-state registered boat, and being Canadian. Just some food for thought.
You probably wouldn't have to pay any import duties on the boat, if it doesn't enter Canadian waters, but would probably have to get an annual cruising permit for your boat.
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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.