1928 – The first transoceanic airplanes in passenger service flew from Key West’s Meacham Field to Havana. The first Pan-American-operated plane carried mail and three passengers: Thomas Bryson, editor of the Citizen; Louis Bragassa, deputy collector of customs; and Albert Caviness, assistant emigration inspector. Passengers on a second plane were: Jorge Ponce, Cuban consul to Key West; Mr. and Mrs. Charles Peyson of New York; and Commander John Loudon, aide to President Cool

1966 – The Islamorada Branch of the Monroe County Public Library was officially opened.

1925 – Four stowaways were found hidden in the oil tank of the P.& O. railroad car ferry Jos. R. Parrott when it landed at Key West from Havana. The men, who claimed to have been born in Portugal, were expected to be sent back to Cuba.

1935 – The most intense hurricane to hit the United States passed over Long Key and Lower Matecumbe Key. The category five storm had a barometer reading of 26.35, winds estimated at around 200 mph, and tides 18 to 20 feet above normal. The storm killed over 400 people, many of them WWI veterans employed in building new highway bridges, and put the already financially troubled Overseas Railroad out of business.

1930 – Andrew J. Page moved his store into a modern two-story concrete building he had built at 501 Duval Street, at the corner of Fleming, in Key West.