Deep six refers to to six fathoms, or with a fathom being six feet, 36 feet. The origins of the phrase are obscure at best. It is currently thought that 36 feet was the rule of thumb needed for burial ...
Weatherward or windward is the side of the ship toward the wind. The lee side is the side of the ship sheltered. Much like the leeward side of island is one that faces away from the wind and provides ...