As the Event Press Officer, I've been trying for a while now to enthuse a couple of specialist documentary makers to consider your first suggestion given that we provide virtually all the ingredients you suggest over a fabulous eight-day annual sailing regatta called Skandia Cowes Week with 1,000+ boats, 35 different classes, 8,500 competitors (the majority of whom are amateurs and a third of whom are women). This would work particulary well when Cowes precedes the Rolex Fastnet Race as it does this year (it's held every two years) when we attract the biggest and fastest of them all.
However, as with so many great ideas, the idea needs financing...big time...in order to bring it to fruition and to your screens.