Chris Anderson's Book "The Day John Died" will offer more insights.

JFK Jr was a known risk taker, and was called the Master of Disaster
by his friends. His ankle may still have been in a cast on this
trip, the result of an injury from an ultra light accident not long
before. It's been said very few of his family and friends were willing
to fly with him. He lacked the superior judgment pilots should have to
avoid circumstances where they may be called upon to display superior
skills.