| Year crowned | Number | Identity |
|---|---|---|
| 2000 | LI | H. Miller Caldwell, Jr. |
| 2001 | LII | Richard Ciordia |
| 2002 | LIII | Jimmy Jones |
| 2003 | LIV | M. J. Menge |
| 2004 | LV | Tommy Tait |
| 2005 | LVI | Mort O'Sullivan |
| 2006 | LVII | Robert Leidner |
| 2007 | LVIII | John S. Carr |
De Luna is the title given to the ceremonial leader of the Fiesta of Five Flags celebration. The honor is named after Don Tristán de Luna y Arellano, who led the first settlement of the Pensacola area in 1559.