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 San Ciprian hurricane
A possible Cape Verde-type hurricane, the San Ciprian storm was detected by ships as a tropical storm on September 25. A strong high pressure system to the north kept the storm moving due west. It reached hurricane strength hours later as it passed the islands of Antigua and St. Barthelemy at 3 p.m. On September 26, the hurricane passed through the rest of the Leeward Islands as it gained strength. During its journey, the hurricane quickly strengthened to Category 4 status and its winds peaked at 145 mph (230 km/h). At 10 p.m., the hurricane made landfall near Ceiba, with the eye passing directly over the Ensenada Honda harbor. After striking Puerto Rico, the storm continued westward where it made its second landfall near Santo Domingo on September 27. The storm weakened as it crossed into Haiti as a tropical storm. After impacting Hispaniola, the storm continued westward where it brushed past Jamaica to the south. On October 1, the tropical storm made landfall in Belize (then known as British Honduras) and crossed over the Yucatan Peninsula before making its final landfall near Veracruz, Mexico. It dissipated on October 3.