As someone with no plans to live or vacation in the caribbean, I'm curious. Is there a specific notable reason, or is it just a combination of littler things (cost, convenience, politics, weather, etc.)?

At some point people will also figure out why these people are fleeing.

These are billionaires, pretty sure they will only do 183 days and being on your boat probably counts.

There's nothing wrong with living in the Caribbean. Tons of people live there for a reason. Biggest issue with the Caribbean is the price of property, susceptibility to climate disasters and susceptibility to external political forces which means constant securit threat.