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November 17
1946 – President Harry Truman arrived at Key West to begin his first of many vacations at the Little White House. He stayed for a week.

Florida Keys History Center
Nov 16, 20251 min read


November 16
2008 – Due to the year-long economic down-turn, Florida Keys marinas were struggling to fill slips. Many were on the verge of bankruptcy.

Florida Keys History Center
Nov 15, 20252 min read


November 15
1921 – Capt. John W. Pierce retired after serving 62 years as a coast and bar pilot at Key West, where he was generally considered the dean of pilots between Hampton Roads and Pensacola. Pierce was born on the island in 1839, to parents who had emigrated from Bermuda.

Florida Keys History Center
Nov 14, 20252 min read


November 1
1935 – The ferry Florida Keys left No Name Key at 8 a.m., and two hours later the ferry Key West departed Lower Matecumbe Key, both resuming regular service for the Overseas Highway for the first time since the destruction of the Labor Day Hurricane.

Florida Keys History Center
Oct 31, 20252 min read


October 31
1960 – After five years of service, the Key West-Havana ferry made its final crossing from Cuba. The official reason for the suspension of service was a lack of patrons, but it also came as tensions were increasing between the U.S. and Fidel Castro’s new government.

Florida Keys History Center
Oct 30, 20251 min read


October 29
2004 – The State of Florida agreed to buy the Harris School on Southard Street in Key West under its “Florida Forever” program. The plan was to lease the historic property to the Rodel Foundation and The Studios of Key West as an art colony, with Rodel agreeing to restore the building. The Monroe County School District had not decided whether to accept the offer.

Florida Keys History Center
Oct 28, 20252 min read


October 27
1935 – W.P. Craig announced he was building a wooden dock at the settlement of Craig, located on the railroad right-of-way between Lower Matecumbe Key and Long Key. The bayside structure was to extend out 73 feet and end in a 209-foot-long T-head.

Florida Keys History Center
Oct 26, 20252 min read


October 25
2015 – Keys Energy offered the City of Key West its abandoned diesel generator plant, a three-building complex bounded by Angela, Fort, and Geraldine streets. City officials were pleased by the offer, but acceptance of the 100+-year-old “as is” property would ultimately be decided by voters.

Florida Keys History Center
Oct 24, 20252 min read


October 21
1962 – As tensions with Cuba increased, the FAA constructed a temporary control tower at Key West International Airport overnight. In addition, many military personnel arrived over the weekend.

Florida Keys History Center
Oct 20, 20252 min read


October 20
1993 – Renowned author James Leo Herlihy died in California. Herlihy had lived in Key West from 1956 to 1972 and was an integral part of the island’s then-burgeoning literary community. Two of his best-known books, both made into movies, were “Midnight Cowboy” and “All Fall Down.”

Florida Keys History Center
Oct 19, 20252 min read


October 10
1975 – After refusing to pay a new $11 per cubic yard disposal fee, the City of Key Colony Beach was barred from using the Monroe County dump at Boot Key. Key Colony had a policy of not charging for trash pickup, and the mayor vowed not to break it.

Florida Keys History Center
Oct 9, 20252 min read


October 8
1875 - Carlos Manuel de Cespedes, son of a Cuban revolutionary leader of the same name, was elected Mayor of Key West. The younger de Cespedes also served as president of the Revolutionary Club of Key West and would himself be a fighter for Cuba’s independence from Spain.

Florida Keys History Center
Oct 7, 20251 min read


October 7
1960 – A two-day “autorama,” presented by Bevis Lewis Chevrolet, Estenoz Motors, K.T. Motors, Duncan Auto Sales, and Navarro, Inc., began at the Food Fair Shopping Center in Key West. The gala event gave the public a first look at the new 1961 automobile models.

Florida Keys History Center
Oct 6, 20252 min read


October 4
1985 – The Monroe County Commission named the public library branch at Islamorada in honor of the branch’s librarian, Helen Wadley.

Florida Keys History Center
Oct 3, 20252 min read


October 3
1985 – The City of Key West listed privately owned areas of the Key West salt ponds as desirable for purchase by the State of Florida under its Conservation and Recreation Lands (CARL) program. Many residents considered the ponds to be the last remaining natural expanse on the island.

Florida Keys History Center
Oct 2, 20252 min read


October 1
1935 – The landing barge for the Miami-Key West Airways seaplanes was moved from the railroad terminus to the yacht basin (the former Naval Station submarine basin), which was better located and better protected. It was hoped the change would foster daily round-trip flights between the two cities.

Florida Keys History Center
Sep 30, 20252 min read


September 30
2005 – The Tennessee Williams Fine Arts Center at Florida Keys Community College was forced to close after being damaged by multiple tropical weather systems over the summer. A 500-seat, air-conditioned tent was to be erected in the parking lot to serve as an interim venue until repairs could be made.

Florida Keys History Center
Sep 29, 20252 min read


September 27
1955 – A “price war” erupted amongst Key West motel owners after Max Cohen, who owned three motels, began advertising $2 rooms. In response, the owners of eight other businesses posted signs advertising free rooms to stop Cohen from continuing his drastic price cuts.

Florida Keys History Center
Sep 26, 20252 min read


September 25
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.

Florida Keys History Center
Sep 24, 20252 min read


September 17
1908 – The Mallory Steamship Co. announced that, effective Oct. 1, its New York-to-Galveston line would no longer call at Key West. Instead, a new line from Mobile and Tampa would service the island, though a Galveston-to-New York vessel would still stop at Key West on Saturdays for freight and passengers.

Florida Keys History Center
Sep 16, 20251 min read
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