When we last saw Willie he was shouting through his bullhorn for everybody to wake up and start drinking. In this picture Willie doesn't have a bullhorn, but then he doesn't have a whole barrel this time, just a big pitcher on the capstan. But he's still yelling though.
A capstan is "is a vertical-axled rotating machine developed for use on sailing ships to apply force to ropes, cables, and hawsers. The principle is similar to that of the windlass, which has a horizontal axle." And also apparently a good place to put your close-reef - a term that has something to do with shortening the topsail - I can't find any usage online where close-reef means alcoholic beverage. Perhaps that and sea-breeze were Whaler Bar specialities.