I use insuremytrip.com to review different options for trip insurance. Our last two trips we've used travelex because the kids are free, so it comes out the cheapest. It really doesn't cover all that much, sickness, accident, etc, but it also covers plane fares in addition to lodging and has all kinds of other coverages, medical, lost/delayed baggage, etc. I've never actually filed a claim but I've been buying it recently to cover the cost of airfare, airlines are no longer giving credits/accommodating rescheduling when cancellations are necessary. Also because we've stayed off site at condo with strict cancellation policies so I feel insurance is needed more than if we were staying at a WDW resort.
So I haven't used the WDW trip insurance, but then again, I normally book room only so 1) the cancellation policy is very generous (48 hours I think and then it is still only the cost of the first night) and 2) I've heard WDW is very accommodating about rescheduling in the event of an emergency. In fact, even if you had a package, they'd be very accommodating about letting you reschedule in the event of an emergency.
Random thoughts, hope that helps somewhat.