The 1932 San Ciprián hurricane was one of the strongest tropical cyclones in the history of Puerto Rico. The center of the storm traversed the island on an east-to-west path in late September 1932, killing 272 people and inflicting at least $35 million in damage. Winds in San Juan, Puerto Rico, were estimated to have reached at least 120 mph (190 km/h), causing extensive destruction. The storm's origins can be traced back to at least September 25, 1932, when it was a tropical storm east of the Windward Islands. Moving west as a compact tropical cyclone, it rapidly intensified as it moved across the Virgin Islands the following day before ultimately making landfall on September 27 in Ceiba, Puerto Rico, at a peak intensity equivalent to that of a Category 4 hurricane on the modern Saffir–Simpson scale. The hurricane diminished for the remainder of its duration, leaving Puerto Rico and brushing the southern coast of Hispaniola. The cyclone passed near Jamaica on September 29 and moved ashore British Honduras on October 1 as a tropical storm, dissipating the next day over southeastern Mexico.

Hurricane Georges was a powerful and long-lived Cape Verde Category 4 hurricane which caused severe destruction as it traversed the Caribbean and Gulf of Mexico in September 1998, making seven landfalls along its path. Georges was the seventh tropical storm, fourth hurricane, and second major hurricane of the 1998 Atlantic hurricane season. It became the most destructive storm of the season, the costliest Atlantic hurricane since Hurricane Andrew in 1992 and remained the costliest until Hurricane Charley in 2004, and the deadliest since Hurricane Gordon in 1994. Georges killed 604 people, mainly on the island of Hispaniola, caused extensive damage resulting at just under $10 billion in damages and leaving nearly 500,000 people homeless in St. Kitts and Nevis, Puerto Rico, Hispaniola and Cuba.