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.
1931 Atlantic hurricane season
The second hurricane that season, Storm Six, also known as the San Nicolás Hurricane, formed a couple hundred miles east of the Leeward Islands on September 8 and took a nearly straight course for most of its lifetime. It strengthened into a hurricane while over the British Virgin Islands, briefly becoming a Category 2, weakening just before landfall in Puerto Rico. It struck the island only hours before Storm Five hit Belize. Due to the small size of the storm, damage was limited to a 5 or radius in the San Juan area. Two people were killed and damage was restricted to trees, windows, power lines and roofing. Storm Six weakened to a tropical storm and crossed over parts of Hispaniola and Jamaica and later made landfall near Majahual, Mexico. It regained hurricane status in the Bay of Campeche and made landfall near Veracruz. Gusts as high as were recorded in Veracruz. Apparently there was little damage to the city itself but several small boats were lost offshore and several sailors drowned. The 800-ton steamer "Dos Equis" sank with the loss of everyone on board. No exact figures exist. The storm quickly dissipated inland.