I tried my luck at some surfing photography a few months back. It was pretty difficult without a strong telephoto lens. I have a couple telephotos, but nothing like what I would need to take close ups of surfers from top of the cliffs in Santa Cruz. I was stuck on one side of the cliffs, so there weren't a lot of options for angles. Besides those technical issues, it was pretty fun to photograph my friend surfing and I'd like to try again.
Maybe I'll save up (for a few years) and get one of these 300mm bad boys: