ships in the harbor Share definition Flag Ships in the harbor is when your underwear is in your butt crack. It is also known as a wedgie. I told my girlfriend her ships in the harbor. She had to go to the restroom to get her underwear out of her butt crack. ships in the harbor by Baby2 April 20, 2018 0 0 Get merch Get the ships in the harbor mug. Buy Now — $32.95 See more merch