justlpaingoofy, I'm sorta in the same boat as you. I am an only child with a mom who lives by herself with end stage kidney failure. Most of the time DH and I just buy the insurance without really knowing what it includes. This time we really are not sure what to do

. i also called WDW and asked what happens if we are in WDW and get an emergency and need to go home. They told me it really is up to the resort and Disney at the time of the problem. They said if I might have to supply doctors notes to explain the problem. So I think this time we might just not get the insurance. Disney also stated I have up till 45 days before the trip to add on the insurance.
I almost forgot 2 years ago 9/04 the airports closed down on the day we were supposed to arrive in WDW

. We called Disney and they let us re-book as long as we booked within 3 weeks. Two weeks later more bad weather

, we called WDW and explained the situation and they just cancelled everything. We were fully refunded and never bought the
trip insurance 
. So it really does depend on the situation. Hope I did not confuse anyone. For the most part we probably will not buy the insurance and just hope for the best, lets all just keep our fingers crossed and think good thoughts

and hope for lots of pixy dust.