Specifically for travel to Disney, I wouldn't buy travel insurance due to whether or not I thought there'd be bad weather like a hurricane. Disney allows you to rebook a cancelled trip for a small change fee. Airlines let you reschedule travel for usually within 1 year for a change fee. All those change fees per person would barely add up to the premium you pay for the insurance, so it hardly seems worth it.
What I DO buy travel insurance for is for unexpected illness during the trip. Yes, yes, I have health insurance, but my (and most people's) health insurance doesn't cover things like a special flight home or even a 1,000 mile drive home, such as would be required if you have a new medical need for oxygen tanks.
There are hundreds of medical reasons/circumstances in which travel insurance would cover you for THOUSANDS of dollars where your health insurance won't pay a penny.
Or they'll pay, eventually, but in the mean time you are on the hook for a $20,000 2-day hospital stay, and if you don't pay up in a timely manner (before your own insurance company decides whether they will pay for out-of-network treatment) your credit will be damaged for 7 years.
THESE are the reasons I buy travel insurance. My wife is a pediatrician with a huge practice in a fairly well-to-do area. She's told me countless tales over the years of financial disasters in the aftermath of unexpected injuries and illnesses during vacations.