Lyric discussion by captainron042 

Cover art for If I Had a Boat lyrics by Dave Matthews Band

Wrong answer!

As a sailor myself, its very obvious. This song is about the lone cowboy saying screw the rest of the world, I'm going out alone, away from you guys and all I need is my pony. There's been other songs and stories where they would just ride off into the dessert, but on a boat on the sea, you are the King, and you don't have to answer to anyone.