I don't think the suggestion is that this boat was wrecked due to following a plotter, that was a general comment.
I got the impression the skipper of the Raindancer knows the area but pushed his luck trying to get through the gap in the reef in the dark - after a party.
He was in Clarks Court Bay for the dinghy concert and left late to return to the Le Phare Bleu marina in the next bay. As you can see there are reefs on both sides of the entrance. I am pretty sure the buoys shown are not all there and are unlit. Plus as always in the Caribbean they might not be in the right places. [ French islands excepted ]