Personally, I always recommend getting the insurance. I've been on three other cruises (not Disney yet- booked, though!), and I've bought it every time. I always thought I was getting the insurance in case something came up before we left and had to cancel, since we generally booked pretty far in advance. But we ended up using it during our second cruise.
We were on 7 day cruise to Bermuda, only 2 days (I think) into the trip when I became very ill. After seeing the ship's doctor, he told me to go the the Bermuda ER. I had jaundice and was in severe pain. They suspected hepatitis at first, and they weren't going to even let me back on the ship! But it turned out to be a gallbladder attack, and one of my bile ducts was blocked.
The
trip insurance scheduled a flight home for me and my husband (and the last minute flight from Bermuda was not cheap!). They paid for the ER, the taxi trips to the hospital and the airport, and reimbursed us for all our cruise money from the time I got sick, even before we actually left the cruise. (I can't remember if they paid for the ship's doctor, but I almost think they did.)
Anyway, sorry this was so long, but I can't recommend the insurance enough!
Cassi