In a classic case of a director being emotionally manipulative, John Huston did not inform Claire Trevor about when she was to perform her song solo until the very day it was shot. Trevor was not a trained singer, and she had not even rehearsed the song yet. She also felt very intimidated that she had to perform the song for the A-list actors seated directly in front of her. The result was a hesitant, nervous, uncomfortable rendition--exactly the feeling Huston was hoping to get.
Lionel Barrymore was severely disabled by arthritis (clearly visible in his hands) and was confined to a wheelchair, making the scene in which his Mr. Temple character gets up and falls taking a swing at Toots more than a dramatic moment.
Although they played on-screen enemies, off-screen Humphrey Bogart and Edward G. Robinson treated each other with great respect. Bogart insisted Robinson be treated like a major star, and he would not come to the set until Robinson was ready. Often, he would go to Robinson's trailer to personally escort him to the set.
The character of Johnny Rocco was modeled on Al Capone, who retired to Florida and died there of complications due to advanced syphilis a year before this film was produced. Screenwriter Richard Brooks later revealed he had also incorporated biographical details about another famous gangster, Lucky Luciano, into Rocco's character as well.
In the film, James Temple describes the 1935 hurricane that devastated Matacumbe Key--one of the worst hurricanes in U.S. history. Many of the victims of the storm were World War I veterans who were building the Florida Keys portion of U.S. Highway 1, also known as the Overseas Highway. A portion of this highway is seen in the film's opening shots. The storm also produced the lowest-ever recorded barometric pressure over land in the North American continent.