1945 – The Midget Bar, at the corner of Greene and Ann streets in Key West, featured music by the Melody Boys, Gibly and Tuba, and “the beautiful blonde singer” Van. Also on the evening’s bill was an eating exhibition by Jimmie, “the eatingist woman in South Florida.”

1933 – The wife, daughters, and grandchildren of recently deposed Cuban President Gerardo Machado arrived at Key West on the yacht Gen. Juan B. Zayas. Local officials offered them safe conduct, and a special train was arranged to take them northward.

1958 – The Civil Aeronautics Administration agreed to relinquish any federal claim to the ownership of the Marathon Airport if title was obtained by Monroe County. County commissioners ordered the process to begin.

1968 – The Pier House Motel at Duval-On-the-Gulf opened for business. The 50-room motel was developed by Key Wester David Wolkowsky.

1962 – The House Appropriations Committee in Washington approved a $2,516,000 expenditure for a new bachelor officers’ quarters building to be located on the Trumbo Seaplane Base. The new facility would be centrally located and replace all existing BOQs on the base.

1941 – The old Consumers’ Ice Plant at James and Grinnell streets in Key West burned. Firefighters had an especially difficult time with the idle structure’s cork insulation, which smoldered for hours after the main blaze was extinguished.

1960 – Key West police officer Cpl. Harry Sawyer was chosen “most outstanding law enforcement officer of the year” by the Key West Junior Chamber of Commerce. It was the first time in six years that a Key West officer had won the coveted county-wide honor.

1964 – The Monroe County Commission, in a secret meeting, approved plans to raze the 11-year-old county jail in Key West and replace it with a three-story structure housing a new jail and courtroom facilities.

1902 – The electric and ice plant of William Curry & Sons on Front Street was destroyed when three boilers exploded. Thomas Webb and William H. Saunders were killed when the building collapsed. Pieces of boiler were thrown 10 blocks away, and the city was plunged into darkness. Damage to the plant was estimated at $75,000.

1950 - The USO/YMCA at the corner of Whitehead and Southard streets provided services and entertainment to the military men stationed in Key West.

1935 – The Key West Tree Guild was organized, with Wallace B. Kirke as president. The guild’s mission was “to provide a medium through which tree lovers can work and help in developing shade trees on the island.”

1907 – The Excavator No.1 boat was blown up and destroyed by a gasoline explosion while employed on the Florida East Coat Railroad extension. Capt. Benjamin Peacon and Sonny Parks of Key West were severely burned and brought to the island for treatment.

1935 – A study by Key West’s federal administrators showed many roofs throughout the city were in poor condition, and islanders were urged to make repairs before the rainy season went into full effect. 

1962 – Rudy’s Bar was at 124 Duval Street, occupying the former Key West Custom House building, which had been moved to the location in 1891.

1919 – The Key West Branch of the Afro-American Independent Insurance Co. held a luncheon reception for ministers of the city at Newman Methodist Episcopal Church. The church was richly decorated with flowers and potted plants, and “the entire affair was one of the greatest events of the season.” 

1962 – The U.S. flag was raised over Mallory Square to mark the 140 years since Lt. Matthew C. Perry had first flown it over Key West in 1822. Two boy scouts from Key West’s Troop 258 raised the colors while the Fleet Sonar School band played and Navy and civilian dignitaries looked on.

1957 – Miguel Garcia became the first person to water ski from Havana to Key West, accomplishing the feat in four hours and 15 minutes and using one ski. Garcia was backed by the Cuban National Sports Commission and the Key West Chamber of Commerce, which held a reception for him after his landing.

1905 – An appropriation of nearly $500,000 was authorized for improvements at the Key West Naval Station, including new buildings, an extension of the coal sheds, and the construction of a quay wall from the sheds to Fort Taylor.

1959 – The Navy announced it was building a new target area and observation towers at the Marquesas Keys as part of a “high altitude live bombing range.” The target would be placed two and one-eighth miles west of the islands, with the towers erected onshore. No damage to natural resources was expected.

1941 – Joe “Sloppy Joe” Russell, famed Key West bar operator, was stricken with a sudden illness while visiting his friend Ernest Hemingway in Cuba and died in a Havana hospital at age 51.