As a USCG veteran, I'd suggest it's more of a metaphor for what is campaign should have been. It should have remained in the the shipyard, having never sailed. Because he "put to sea" with no destination, a course of lies and no moral compass, Kerry now finds his campaign hard aground on the rocks. Oh well, I doubt he really cares, because after all, it's only Tah-ray-zuh's money.
...And when Dan Rather loses his CBS job and goes sailing with Kerry, it will be "Anchors Away!"
The AWB Has Expired - Gun Owners Have Won Again For All Americans!