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March 8
1936 – The Monroe County Commission moved to negotiate with the Florida East Coast Railway Company towards acquiring the railroad’s right-of-way through the Florida Keys. If successful, the County would then use the railroad’s right-of-way and bridges for the Overseas Highway.

Florida Keys History Center
Mar 82 min read


February 21
1906 – Stock Island was connected to Key West with the completion of a narrow roadway on which the Florida East Coast Railroad would run. Filling to connect Boca Chica with Stock Island had also commenced.

Florida Keys History Center
Feb 212 min read


February 19
1936 – E.A Pynchon, administrator of the Works Progress Administration for Florida, visited Key West to confer with local officials and to assess the sewerage work being done by WPA crews.

Florida Keys History Center
Feb 192 min read


February 4
1908 – The first train fully equipped for carrying passengers over the Overseas Railroad left Miami for Knights Key at 11 a.m. The train, consisting of six coaches and Henry Flagler’s private car, was an official excursion and no tickets were sold for the journey.

Florida Keys History Center
Feb 42 min read


January 28
1979 – Acclaimed playwright and Key West resident Tennessee Williams and his friend Datson Rader were assaulted on Duval Street. Both men were punched but neither needed medical attention. Williams said of the attackers, “Maybe they weren't punks at all, but instead New York drama critics.”

Florida Keys History Center
Jan 282 min read


January 25
1946 – The submarine tender USS Howard W. Gilmore arrived in Key West. The big tender was the long-running flagship for the submarine squadron assigned to Key West.

Florida Keys History Center
Jan 252 min read


January 24
1941 – Key West police were investigating the possible poisoning of two Key West women at a Duval Street bar after one drank a soft drink and the other a beer: both then becoming violently ill. Samples from the women’s stomachs were taken at the Marine Hospital for analysis. No results were reported.

Florida Keys History Center
Jan 241 min read


January 22
1912 – Henry Flagler arrived on the first train from the mainland to Key West, officially opening the Overseas Extension of the Florida East Coast Railroad. Mr. Flagler was welcomed to Key West by Mayor J.N. Fogarty, distinguished guests, and probably the largest crowd to ever have gathered on the island.

Florida Keys History Center
Jan 222 min read


January 21
1956 – Florida State Senator Wm. Neblett was calling on Keys residents to provide old maps of the Dry Tortugas. Two small islets, both known as “Sand Key,” were once visible but had since submerged; their existence needed to be proved to help the state to retain control of the area.

Florida Keys History Center
Jan 212 min read


January 20
2016 – Key West City Commissioners heard debate about the best use for the band room of the former Douglass School. Members of the Douglass School Black Educators’ Memorial Project claimed it had been promised to them as a museum space, while the Monroe County Health Department wanted it for a clinic.

Florida Keys History Center
Jan 202 min read


January 19
1924 – Key West’s Stephen R. Mallory Chapter, United Daughters of the Confederacy, unveiled a monument in Bayview Park dedicated to those who served in the Confederate Army and Navy.

Florida Keys History Center
Jan 192 min read


January 18
1958 – With a fare of 90 cents per passenger, the first Conch Tour Train rolled onto the streets of Key West under the ownership of Bill and Olive Kroll.

Florida Keys History Center
Jan 182 min read


January 14
1910 – All the concrete railroad piers had been completed from Knight’s Key to Pigeon Key, and half from there to Moser Channel. To aid the progress, the camp at West Summerland Key was to be closed and the workforce moved to Pigeon Key.

Florida Keys History Center
Jan 142 min read


December 31
1935 – A set of four murals painted by Works Progress Administration artist Richard Jansen were displayed for the first time at the Key West Country Club New Year’s Eve ball. The murals, considered to be his best Key West works, depicted aspects of semi-tropical life.

Florida Keys History Center
Dec 31, 20252 min read


December 30
1925 – A train with six water cars derailed overnight at Spanish Harbor near Big Pine Key. A wrecking train was dispatched immediately to clear the tracks, and traffic was restored by dawn.

Florida Keys History Center
Dec 30, 20252 min read


December 25
1955 – The home of Angel Delgado at 1010 Washington Street was chosen as having the best display in the Key West Junior Chamber of Commerce’s Christmas lighting contest. The home of Everett Hall at 3 Hibiscus Lane placed second.

Florida Keys History Center
Dec 25, 20252 min read


December 19
1985 – The 297-foot ocean freighter Eagle was sunk as an artificial reef in 100 feet of water off Islamorada. The project was sponsored by the Florida Keys Artificial Reef Association and the Keys Association of Dive Operators.

Florida Keys History Center
Dec 19, 20252 min read


December 7
1940 – Author Thelma Strabel moved into her new Key West home at 400 South Street by the Southernmost Point. Strabel wrote the novel “Reap The Wild Wind,” a story about island wreckers that was later made into a movie.

Florida Keys History Center
Dec 7, 20252 min read


November 3
1935 – Wm R. Kenan, president of the Florida East Coast Railway, arrived in Key West to inspect the company’s railroad and hotel holdings on the island. He said there would be no determination about restoring the rail line until inspectors completed an assessment of damage caused by the Labor Day Hurricane.

Florida Keys History Center
Nov 3, 20252 min read


October 18
1995 – The dilapidated structure of Key West’s famed Turtle Kraals Soup Cannery collapsed into the waters of the Key West Bight. The city rebuilt the building, which is now on the National Register of Historic Places.

Florida Keys History Center
Oct 17, 20252 min read
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