We are celebrating 20 years of sharing our historic photos on the photo-sharing site Flickr — so we thought we'd share some slideshows of staff favorites from the collection. Hover on an image to see the caption. Click on the image to go to Flickr.
Here are some of our Lead Historian Dr. Corey Malcom's current favorites (as of July 2026):
Horse drawn trolley on 900 block of Division Street (Truman Avenue) at the corner of Frances Street,
A view of Fort Taylor under construction, 1850s.
Mr. and Mrs. Rafael Solano, daughter Natalia, at the dinner table in 1908 at their home at 804 White
Dogs laze on the sidewalk at Simonton and Eaton streets, Key West, ca. 1970. Photo by Don Pinder.
Florida East Coast Railroad Station and steamship docks at Trumbo Point, Key West.
A large catch of sawfish hanging on the side of a boat ca. 1940.
An Upper Keys farm along the highway, ca. 1930.
Men cleaning conch on the seawall at the Southernmost Point, Key West, 1960s.
Duval and Front streets, Key West, ca. 1880s.
Old Town cottage in the 1930s.
Favorites from Senior Archivist Breana Sowers:
Two women and Navy Lt. on the beach at the Casa Marina.
Alice (Baldwin) DeLeon. Ca. 1905.
A group of ladies fishing at Key Largo Anglers Club on January 4, 1932.
Ladies at Key Largo Anglers Club on January 4, 1932.
Photo from Key West Electric Company album ca. 1910, with a lady dressed for a beach outing.
Ladies holding at string of mackerel at the Key Largo Anglers Club on January 4, 1932.
A lady on the porch with her pet bird.
A lady on one of the old wooden bridges with two jacks, 1930s.
Community Affairs Manager Nancy Klingener finds herself going back to these photos:
Unidentified woman at the Weather Station at Sand Key Lighthouse ca. 1910.
President John F. Kennedy on the Naval Station, Key West by the USS Sautley in November 1962.
A color postcard of the sign leaving Key West on US1 to Fort Kent, Maine.
Prince Havely of Johnson's Lane was a laborer for the Porter Dock Company.
Sign for Sea Water Conversion (desalination) Plant.
Ted Williams with two bonefish.
Model of the SS Cuba in the San Carlos Parade 1924.
A HAWK Missile launcher on Smathers Beach in Key West, 1962.
Some of the crew of the Battleship Maine at the Army Barracks Hospital [today Peary Court] on Februa
