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· Master Mariner
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In my experience, the earlier in October I leave from Newport for the Caribbean, the easier the voyage is. Late October through November is much rougher and once December rolls around well, It's hell on earth, or should I say at sea. Had to clear 2' of snow off the boat before leaving for the Caribbean in January.
Of course, I'm a weather wimp, living in shorts in the tropics pretty much all my adult life.
 
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