I'm watching the Netflix documentary right now. My first thoughts were that I'm both old and square, as I didn't recognize a single artist they had booked. Who's going to play? What?
But my favorite part so far pretty much sums up the planning and players - there's a meeting with a group of key organizers and they're talking logistics around a large paper map of the island. And then someone spills their beer onto the map and they all laugh it off.
Logistics requires a clear head. Destination, transportation infrastructure, non-transport infrastructure (electricity, potty, weather protection), support personnel (cooks, cleaners, techs, clergy, whatever), principals (in this case the booking of the entertainers and the key celebrity guests-- probably the easiest part since they're interchangeable), non-mission-critical crap like decorations, and then guests. In that order. It's not rocket science but it does require decision making, budgeting, prioritization, and organizational skill.
It sounds to me like the idiots involved had never organized anything as basic as a wedding or a family reunion.