When it comes to low budget
sailing, I don’t think anyone has documented this better than Moxie Marlinspike. Moxie made a documentary of his low budget
sailing adventure on Pestilence entitled Hold Fast. His hour long story is done in an extremely high quality film that is NPR / PBS quality. In a comment below the film, a person wrote the format reminded them of This American Life and an Ira Glass narration. I agree. Here is a link to the film. When you have an hour to kill and you want a darn good story about some young people setting out on an adventure, give this a look. By the way, you need to give the movie
a few minutes to get past the opening editing, and then the story really unfolds.