If I was flying fare-paying passengers, I would be diligent with my planning and be prepared to say no.
If I was flying my wife, niece and other family members I would take even more care, not less.
A straight line route through the mountains in poor weather with a long sea crossing (any of them wearing lifejackets or immersion suits?) at the limits of range with few viable diversions is poor airmanship whichever way you cut it.