I’m a weird fool for this song, I really like it – “guilty pleasure” and all. Check out this brief background on the song from Christopher Cross’ FAQ:

When Christopher was young, he had a friend that used to invite him to go sailing in Texas. Christopher enjoyed the activity as a way to get away from the trials and tribulations of being a teenager. As he said on the Howard Stern radio show, if the guy had taken him bowling and he enjoyed it – the song could have actually become “Bowling.