5. Gilbert
Wind: 185 mph
Year: 1988
Damage: $4 billion
Hurricane Gilbert unleashed fury on Jamaica in September 1988, with much of the population unprepared for it. It’s interesting and unfortunate to say that according to the NOAA, Gilbert’s remnants created 29 tornadoes over Texas. Gilbert’s force was such that its impacts were felt in Mexico, Haiti, Guatemala, Honduras, and other countries.