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 Jeanne
Puerto Rico was impacted by tropical storm force winds and heavy rain, with flooding on a historic scale. The storm made landfall near Maunabo midday on September 15. The storm generally moved northwest through the island, exiting on the northwest coast near the town of Mayagüez around 11 p.m. Jeanne passed directly over the towns of Arroyo, Patillas, Guayama and Salinas on its trip over the Commonwealth. San Juan reported a wind gust of , Carolina reported gusts to , and rainfall ranged from in the city to over in Vieques. This excessive rainfall resulted in damage to roads, landslides, and collapsed bridges. This resulted in one death and the evacuation of 400 people near the Río Grande de Añasco. A total of eight people were reported dead in Puerto Rico as a result of Jeanne. Damages from the storm were estimated at $169.5 million (2004 USD).