Ok, based on the other answers I assume Hugo counts. :) I was nine at the time, and we couldn’t get out of the city in time. We stayed at a hotel. I remember looking out the window (before the eye passed and the winds shifted) and seeing a trash can fly by our 6th floor window. We stayed in the hallway with a bunch of other people after the winds shifted. I heard windows breaking, and it was scary.
The next day, my super-man Dad jogged to our house, climbing over fallen trees and stuff. We lived in a cul-de-sac. The houses on either side of ours were completely demolished. Our mailbox fell off, but was laying right next to the post and we lost a few shingles. We a ton of trees though.
Power was out for close to a month, and schools were closed. I remember hearing a lot about people flooding their own homes for insurance fraud, but I also remember neighbors coming together to share food, generators, and beds.
We took a 10 day vacation to Disney World.
(we also had a family friend who took the after-math as an opportunity to visit a friend in San Francisco… just in time for the earthquake.)