Daytona in the 1920s Posted on February 13, 2013 by Jon Enjoy a few of our favorite photos of Daytona in the 1920s. Daytona Highlands Home (1925) Family at the beach (1923) Looking west near City Island Field (1925) Sir Henry Segrave in the Gold Arrow (1929) Mary McLeod Bethune with the graduating class (1928) See more photos of Daytona in the 1920s.