We were married at the RIU Montego Bay on September 30th. We arrived in Jamaica on the 25, and tropical storm Nicole hit on the 28th and 29th. We got 12 inches of rain, but the resort was very prepared. After the storm, it drizzled off and on for a couple days, but it amazingly cleared up for our pictures on the beach, and then it was sunny and ridiculously hot ( like 45 degrees C) the next whole week. It's a chance you take, but there really are no guarantees with the weather. The storm we experienced was the first big storm in 4 years, and it wasn't even a hurricane. Make sure your resort is well built and has generator back-up. Our resort had other resorts evacuated to it, and we ran on generator power for a day and a bit...although you wouldn't know it, everything continued on like everthing was great. Even after the storm, I wouldn't change my choice of date.