Handbooks, clippings, promotional material, yearbooks, newsletters, photographic prints and other memorabilia record scholastic and recreational activities of the Lear School from the 1930s to its closing in 1989.

Views of the FEC Key West Extension construction and dismantling, Long Key Fishing Camp, Bahia Honda Bridge, Henry Flagler on first train into Key West, 1909 Key West hurricane and the construction of the Overseas Highway. One group shows some Miami Beach schools being constructed under the aegis of the Federal Emergency Administration of Public Works, a New Deal Program. The postcards are Miami area views, and includes images of the Royal Palm Hotel and the Fair building.