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.

1994 – The City of Key West implemented a new “Cuban Heritage Trail” to bring awareness to the past and present contributions of Cubans to the island’s history and culture. A bilingual map and walking guide featured significant Cuban-oriented sites across the island.

1930 – It was reported that 100 sharks, averaging 7 feet each, were being caught daily near Big Pine Key by boats working for the Hydenoil Company. “Not a particle of the shark is thrown away” was said of Hydenoil’s processing system, which focused on shark leather and liver oil.

1942 – The U.S. Coast Guard Cutter Thetis sank the German submarine U-157 22 miles south of the Marquesas Keys by dropping seven depth charges around it. The kill was confirmed when clothing and other debris from the sub floated to the surface. The U-157 was the only U-Boat sunk in South Florida during World War II.

1960 – Monroe County commissioners ordered staff to develop regulations for the development of new Keys subdivisions. Commissioner A. Maitland Adams noted, “Subdivision developers are providing only one foot of elevation in many cases; miles of canals are being dug without regard to general development.”

A diary from 1851 offers vivid descriptions and sketches from Key West at that time.

1975 – The cruise ship Pacific Princess made its third visit to Key West in a month. Greeters presented hibiscus flowers to lady passengers as they disembarked, and tea towels from Key West Hand Print Fabrics were given to all passengers.

1955 – To “protect the efficiency, health, and welfare of military personnel,” the U.S. Navy declared three Key West businesses “off limits” for all enlisted men and officers: The 116 Club at 116 Fitzpatrick Street; a rooming house at 119 Duval Street; and The Tattoo at 713 ½ Duval Street.

1967 – The Navy announced that Truman Beach adjacent to Fort Taylor was permanently closed, with facilities moved to the Beach Patio area. The beach was closed because recent harbor dredging had carried away most of the sand, making the area dangerous.

1957 – The second mate and an oiler of the Key West-to-Havana ferry SS City of Havana were taken into custody by federal authorities at Key West on charges of smuggling aliens into the United States.

1913 – Agustin Parla Orduna, a Key West native, flew his sea plane to Cuba, becoming the second man to fly across the Florida Straits.

1989 – Shorty’s Diner, an institution on Key West’s Duval Street since 1942, closed. A.J. Galloway, son of the founder, announced he was moving to central Florida and taking a long rest.

1976 – The Singleton Corporation announced they had bought Sea Farms, Inc. and the Thompson & O’Neal Shrimp Company. The purchase included most of the waterfront of Key West Bight.

1980 – A one-day record of 5,117 refugees arrived at Key West during the boatlift from Mariel, Cuba.

1955 – Work on the stands for the Key West High School Stadium was well underway, and the job was expected to be completed within the week. When done, the stands would seat 3,076 people.