Sweet! It is Matt Meola for a good chunk of it, and his buddy Taylor. Alot of the filming was for the movie by OXBOW Walls of Perception! You should check it out.
There are also shots of local and famous windsurfers including Jason Polakow and Levi Siver. Never got to shoot Kai Lenney, the kid is blowing up right now.
The lifestyles of the long haired dude are Duane DeSoto. The start of the second song is all Hokipa, and the surfer is Will, not sure of his last name, but he's friends with the guy I stayed with.