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.
1932 Atlantic hurricane season
On September 25, ships first noted a tropical storm east of the Leeward Islands. The tropical storm quickly intensified as it moved towards the west due to a nearby high pressure system, reaching hurricane strength at 0600 UTC that day. As it approached Puerto Rico, the hurricane continued to rapidly intensify, before reaching its peak intensity as a Category 4 hurricane with winds of and a minimum pressure of on September 27, before making landfall near Ceiba, Puerto Rico at 0300 UTC. The hurricane slightly weakened over the island, and after crossing the Mona Passage, made a second landfall in southern areas of the Dominican Republic as a Category 2 hurricane. Its passage of Hispaniola significantly weakened the hurricane, downgrading it to tropical strength. After brushing Jamaica to the south, the tropical storm struggled to organize, and did not strengthen up until landfall on British Honduras with winds of and an estimated minimum pressure of October 1. There, the storm quickly weakened, and dissipated over southeastern Mexico on October 3.