Template:On this day/May 16
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- 1719 – The French fleet, under Jean Baptiste Le Moyne and his brother Sieur de Bienville, enters Pensacola Bay, fires on Fort San Carlos, and captures Pensacola.
- 1824 – Edmund Kirby Smith was born.
- 1856 – Construction began on the Alabama & Florida Railroad.
- 2006 – [{Escambia County Commissioner]]s requested validation of funds for the Southwest Escambia Improvement District, which was approved but later halted by a complaint by Dr. Greg Strand.