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Hurricane Gilbert

1988 tropical cyclone
Hurricane Gilbert was the second most intense tropical cyclone on record in the Atlantic basin in terms of barometric pressure, only behind Hurricane Wilma in 2005. Wikipedia
Total fatalities: 318
Highest wind speed: 183 mph
Date: September 8, 1988 – September 19, 1988
Category: Category 5 Hurricane (SSHWS)
Damage: $2.98 billion (1988 USD); (Costliest in Jamaican history)
Affected areas: Mexico, Jamaica, Yucatán Peninsula, and more