The Florida Files date from 1941 to 1992 and are arranged alphabetically, primarily by geographic names (cities, counties, etc.). Most of the materials pertain to Bennett's district in Jacksonville, Duval County, the Naval Station at Mayport, the Jacksonville Naval Air Station, St. John's River and other parts of northeast Florida. Bennett's research about Fort Caroline and his efforts to establish a national memorial also are included. There are numerous files relating to the Florida Congressional Delegation, the Cross Florida Barge Canal, state and national parks, Florida government and politics, and questionnaires that Bennett sent to Floridians on a variety of topics.

It should be noted that there are two other groups of files, the Legislative Files and the General Files, which are closely related to the Florida Files and there is a great deal of overlap between the three series of files. The Florida Files were maintained separately from the Legislative and General files by Bennett's staff and all folders were marked as "Florida" on the labels. This arrangement has been retained, although there are folders in both the Legislative and General files that certainly are related to Florida (e.g., Mayport Naval Station and the Jacksonville Naval Air Station). In conducting research in any of these areas, it is advisable to review all three groups to identify relevant materials.

The General Files are comprised of folders that Bennett's staff labeled as "General" and maintained separately from other files in the office. The folders are arranged alphabetically by topic or by name. Correspondents include Reubin Askew, Ed Ball, Hubert Humphrey, Rembert Patrick, and Louis Wolfson. There are also several correspondence files grouped chronologically, including folders labeled "General Correspondence" and "Congratulations Correspondence." Topics include the Christian religion, Cuba and Cuban refugees, the U.S. Navy, segregation, the Democratic Party, and questionnaires that Bennett sent to constituents on a variety of topics. Many of the files date from the 1950s and 1960s and many are marked as "Project" files.

It should be noted that there are two other groups of files, the Legislative Files and the Florida Files, which are closely related to the General Files and there is a great deal of overlap between the three series of files. There are General Files that easily could be filed with the Legislative or Florida files (e.g., questionnaires sent to Floridians, papers pertaining to the "In God We Trust" legislation, etc.). In conducting research in any of these areas, it is advisable to review all three groups to identify relevant materials.