Another thought I had last night was that if he encountered such unfavorable conditions at the outset, he may well have turned tail and ducked in along the coast for a few days, to wait for more favorable conditions. He might have sat for a couple days at anchor waiting for better weather and tinkering on the boat before finally departing for good.
If he keeps to himself as much as you indicated, he probably wouldn't have felt compelled to tell anyone.
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Pacific Seacraft Crealock 31 #62
NEVER CALLS CRUISINGDAD BACK....CAN"T TAKE THE ACCENT