List of mayors of Key West, Florida
# List of mayors of Key West, Florida

Mayors of Key West, Florida in the United States have reflected the city's cultural and ethnic heritage including Cuban and openly gay mayors.

* 1822–1828 — John H. Fleming, Mayor (head of chamber of commerce as well)
* 1828–1828 — Edgar Macon, Mayor
   * A. 1828–1830 — Edgar Macon, President of the Town Council
   * B. 1831–1832 — D. C. Pinkham, President of the Town Council
* 1832–1833 — Oliver O'Hara, Mayor
* 1833–1834 — Fielding A. Browne
* 1834–1835 — Adam Gordon
* 1835–1837 — Fielding A. Browne (2nd Term)
* 1837–1838 — William A. Whitehead
* 1838–1839 — Tomaso Saccheti (Socarty)
* 1839–1840 — Pardon C. Greene
* 1840–1841 — Philip J. Fontaine
* 1841–1842 — Alexander Patterson
* 1842–1844 — Philip J. Fontaine (2nd Term)
* 1844–1846 — Benjamin Sawyer
* 1846–1848 — Walter C. Maloney
* 1848–1852 — Alexander Patterson (2nd Term)
* 1852–1853 — Fernando J. Moreno
* 1853–1854 — John W. Porter
* 1854–1854 — John W. Porter (2nd Term)
* 1854–1855 — William Curry
* 1855–1856 — Philip J. Fontaine (3rd Term)
* 1856–1857 — Alexander Patterson (3rd Term)
* 1857–1861 — John P. Baldwin
* 1861–1861 — William Marvin
* 1861–1864 — Alexander Patterson (4th Term)
* 1864–1865 — E. O. Gwynn
* 1865–1866 — Alexander Patterson (5th Term)
* 1866–1866 — William Marvin (2nd Term)
* 1866–1867 — E. O. Gwynn (2nd Term)
* 1867–1868 — Alexander Patterson (6th Term)
* 1868–1868 — Henry Mulrennan
* 1868–1868 — W. S. Allen
* 1868–1869 — Dr. D. W. Whitehurst
* 1869–1870 — uncertain
* 1870–1870 — Henry Mulrennan (2nd Term)
* 1870–1871 — Joseph B. Browne
* 1871–1872 — William D. Cash
* 1872–1873 — Winer Bethel
* 1873–1874 — W. S. Allen (2nd Term)
* 1874–1875 — E. O. Gwynn (3rd Term)
* 1875–1876 — Carlos M. de Cespedes
* 1876–1880 — Livingston W. Bethel
* 1880–1881 — Robert Jasper Perry
* 1881–1882 — E. O. Gwynn (4th Term)
* 1882–1883 — William McClintock
* 1883–1885 — R. Alfred Monsalvatage
* 1885–1886 — James G. Jones
* 1886–1888 — J. W. V. R. Plummer
* 1888–1889 — James A. Waddell
* 1889–1891 — Walter C. Maloney, Jr.
* 1891–1895 — Robert Jasper Perry (2nd Term)
* 1895–1897 — James A. Waddell (2nd Term)
* 1897–1898 — John B. Maloney
* 1898–1903 — George L. Bartlum
* 1903–1905 — Benjamin D. Trevor
* 1905–1907 — George L. Babcock
* 1907–1915 — Dr. Joseph N. Fogarty
* 1915–1917 — Norberg Thompson
* 1917–1919 — Allan B. Cleare
* 1919–1921 — Louis E. Otto
* 1921–1925 — Frank H. Ladd
* 1925–1933 — Leslie A. Curry
* 1933–1935 — William H. Malone
* 1935–1937 — Henry C. Galey
* 1937–1945 — Willard Albury
* 1945–1945 — William W. Demeritt
* 1945–1945 — John Carbonell
* 1945–1947 — William W. Demeritt (2nd Term)
* 1947–1949 — A. Maitland Adams
* 1949–1950 — Louis M. J. Eisner
* 1950–1951 — John Carbonell (2nd Term)
* 1951–1951 — Louis M. J. Eisner (2nd Term)
* 1951–1957 — C. B. Harvey
* 1957–1961 — Delio Cobo
* 1961–1963 — C. B. Harvey (2nd Term)
* 1963–1969 — Kermit Lewin
* 1969–1971 — Delio Cobo (2nd Term)
* 1971–1981 — Charles "Sonny" McCoy
* 1981–1983 — Dennis Wardlow
* 1983–1985 — Richard A. Heyman
* 1985–1987 — Tom Sawyer
* 1987–1989 — Richard A. Heyman (2nd Term)
* 1989–1989 — John Ingahm
* 1989–1991 — Tony Tarracino
* 1991–1995 — Dennis Wardlow (2nd Term)
* 1995–1995 — Tom Sawyer
* 1995–1997 — Dennis Wardlow (3rd Term)
* 1997–1999 — Sheila Mullins
* 1999–2005 — Jimmy Weekley
* 2005–2009 — Morgan McPherson
* 2009–2018 — Craig Cates
* 2018–present — Teri Johnston
