The first jeep is a later model CJ-2A. Behind it and the band is a second jeep. I think there is a 3rd jeep way in the back. This is part of the Annual Festival of States Parade in St. Petersburg, Florida. The festival began in 1913. In 1958, the festival’s name was changed to Sunshine Festival, so I would guess this is an early 1950s parade.
“The photo(s) help to show the condition. MGK110379 {USAFloridaPinellas County} TK69 IT10. FINE PRINT. The item has no edge wear and very minor corner wear.”