1899 San Ciriaco hurricane
Hurricane San Ciriaco set many records on its path. Resulting in at least 3,369 deaths in Puerto Rico, the storm was the deadliest hurricane to hit the island and the strongest at the time, until the Hurricane San Felipe Segundo made landfall in 1928 as a Category 5 hurricane. It was also among the deadliest Atlantic hurricanes ever recorded.
Hurricane Michelle
At 1800 UTC on November 4, Michelle made landfall on Cayo Largo del Sur as a Category 4 hurricane with winds of 140 mph (220 km/h); this was followed shortly after with a landfall on the Bay of Pigs five hours later as a slightly weaker storm. When Michelle made landfall on the Cuban mainland, it was the strongest landfalling hurricane in Cuban history since the landfall of Hurricane Fox in 1952. At the time, the hurricane's minimum barometric pressure was 950 mbar (hPa; 28.06 inHg). Over Cuba, Michelle's center of circulation was significantly disrupted, and as a result the hurricane decreased in intensity; by the time it had emerged into the Atlantic Ocean on November 5, winds were only estimated at 90 mph (150 km/h). Southwesterly wind shear further inhibited any additional tropical development, and as such Michelle began to transition into an extratropical cyclone. That day, the weakening hurricane made landfalls over Andros Island and Eleuthera Island before becoming fully extratropical by 0000 UTC on November 6, while still maintaining hurricane-force winds. The extratropical system persisted for roughly 18 more hours before it was absorbed by an approaching cold front.