Inspired by a post since deleted, I feel bad for probably coming off judgemental about the poster's taste in the movie that drove him to consider sailing.
The earliest desired media I can remember that drove me to figure out sailing was DC Talk, a Christian rock band. Pop music was not allowed in my house, so a Christian group was tantalizing and scandalous to a rebellious, young Vanth. Things escalated from there.
I remember chilling in the basement and using the PS2 to listen to music. Of course, I gamed on it plenty, but having the music player and DVD player function was pretty convenient too.