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.
Cape Romano
Cape Romano is where Hurricane Irma made its second U.S. landfall in September 2017 and Hurricane Wilma made its first U.S. landfall in October 2005. In 2008, Tropical Storm Fay came ashore near the cape, as had the 1910 Cuba hurricane.