qpost 1437 looks a lot like a couple islands from the air…almost looks like marthas vinyard and nantucket. ive never seen it myself so i could br wrong

Martha's Vineyard is know for their "Fools Clouds", that blanket the landing strip making it essential that pilots know and use their instrument panel / not visual sighting.
Also, Jr had a cast on his ankle and Flight logs do not normally give clearance for flight in that condition, as you need the foot pedals for steering. A cast is a heavy dead weight-would be difficult to fly - not impossible, a heavier task.