Top definition
To drink large quantities of Captain Morgan's Rum, usually with a group, and hopefully to the point of oblivion.
That girl I hooked up with was so fugly that I had to go sailing with the captain before I could bang her.
by Robb December 24, 2003
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2
A Song by the Celtic rock band Dust Rhinos about Drinking lots of Captain Morgan Rum
I was sailing with the Captain, he'll show me the sights, I wish tomorrow morning would be as good as tonight
by btm321 November 29, 2010
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