If the ship sinks then the company should not be able to receive the insurance money. No one in his right mind sails into a hurricane.
The water is not shallow there.
https://www.google.com/maps/place/26%C2%B012%2737.4%22N+76%C2%B020%2707.1%22W/@26.3004178,-76.6933315,986810m/data=!3m1!1e3!4m2!3m1!1s0x0:0x0
Click on the satellite icon in lower right if you only see the map. You can also use the mouse scroll wheel to zoom out to see more area.
I would have detoured around Cuba and radioed the front office to piss up a rope!