The Okeechobee hurricane of 1928, also known as the San Felipe Segundo hurricane, was one of the deadliest hurricanes in the recorded history of the North Atlantic basin, and the fourth deadliest hurricane in the United States, only behind the 1900 Galveston hurricane, 1899 San Ciriaco hurricane, and Hurricane Maria. The hurricane killed an estimated 2,500 people in the United States; most of the fatalities occurred in the state of Florida, particularly in Lake Okeechobee. It was the fourth tropical cyclone, third hurricane, the only major hurricane of the 1928 Atlantic hurricane season, and remains the deadliest disaster in Florida’s history to date. It developed off the west coast of Africa on September 6 as a tropical depression, but it strengthened into a tropical storm later that day, shortly before passing south of the Cape Verde islands. Further intensification was slow and halted late on September 7. About 48 hours later, the storm strengthened and became a Category 1 hurricane on the Saffir–Simpson hurricane wind scale. Still moving westward, the system reached Category 4 intensity before striking Guadeloupe on September 12, where it brought great destruction and resulted in 1,200 deaths. The islands of Martinique, Montserrat, and Nevis also reported damage and fatalities, but not nearly as severe as in Guadeloupe.

The 1899 San Ciríaco hurricane, also known as the 1899 Puerto Rico Hurricane or The Great Bahamas Hurricane of 1899, was the longest-lived Atlantic hurricane on record, and the third-longest-lived tropical cyclone globally on record after 1994's Hurricane John in the Pacific Ocean and 2023's Cyclone Freddy in the southern Indian Ocean. It was also one of the deadliest Atlantic hurricanes in recorded history, with an estimated 3,800 fatalities. The third tropical cyclone and first major hurricane of the season, this storm was first observed southwest of Cape Verde on August 3. It slowly strengthened while heading steadily west-northwestward across the Atlantic Ocean and reached hurricane status by late on August 5. During the following 48 hours, it deepened further, reaching Category 4 on the modern day Saffir–Simpson hurricane wind scale (SSHWS) before crossing the Leeward Islands on August 7. Later that day, the storm peaked with winds of 150 mph (240 km/h). The storm weakened slightly before making landfall in Guayama, Puerto Rico with winds of 140 mph (220 km/h) on August 8. Several hours later, it emerged into the southwestern Atlantic as a Category 3 hurricane. The system paralleled the north coast of Dominican Republic and then crossed the Bahamas, striking several islands. Then, on August 14, it started to move north while still being located east of Florida. The storm recurved northeastward early the next morning and appeared to be moving out to sea. However, by August 17, it turned back to the northwest and made landfall near Hatteras, North Carolina early on the following day. No stronger hurricane has made landfall on the Outer Banks since the San Ciriaco hurricane.