I took off from the same airport. Dozens of times I tried to make it by keeping land in sight, just like John John was doing. I tried different routes and altitudes. It couldn't be done at that time of day in those weather conditions.
Try it yourself. You can buy MS Flight Simulator for less than $50
What Ceiling and Visibility were you using. If not Clear and 6 to 8 statute miles, then you were not simulating actual conditions. What aircraft? 182 Skylane? Mooney? Neither are similar to a PA-32 in handling characteristics.
Were you using the autopilot?, and are you indoctrinated into instrument procedures and discipline enough to program a simple coupled approach into that autopilot? If not, then I would suspect that you did not simulate "John-John's" final flight. JFK jr., according to the NTSB, did have that indoctrination and demonstrated it on at least one previous occasion.