I sailed on the Dream during Hurricane Ian last October~
It was a 5 night cruise out of Miami with 2 stops at
Castaway Cay and a stop at Nassau.
It rained sailing out of Miami, and rained during one of our Castaway Cay stops. We had our itinerary altered, changed around Nassau day and were not able to dock for the second time at Castaway Cay.
It did rain intermittently throughout the cruise but they tried really hard to sail into good weather and find sun. The waters were relatively calm except the last night, it was pretty rocky sailing back to Miami.
DCL was amazing at navigating through the storm both literally and figuratively!
A lot of people had flights from Miami cancelled and scrambled to find other flights and alternate ways home.
Some passengers were on the cruise for safety away from the hurricane and some dealt with some devastation. It felt like so many came together to support each other.
It was such a unique experience and honestly one of my favorite cruises. ( Just turned Platinum) It was a Halloween cruise and it was a lot of fun~ when the itinerary changed, they added a lot of activities as well.
I would not hesitate to sail during hurricane season again, I trust that DCL will make good decisions in sailing, not sailing/alter when need be.
Sandy was a whole different league of a storm, so not typical. There is always a risk of an anomaly of storms, etc. which encompasses all travel.
Cruising in October is really nice in general~ just make sure to have insurance and know that things don't always go as planned.