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. GreeneDates are not proven 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 CespedesCarlos Manuel de Céspedes y Céspedes was the son of Carlos Manuel de Céspedes, Cuba's "Father of the Motherland" (Paula Harper. "Cuba Connections: Key West—Tampa—Miami, 1870 to 1945." The Journal of Decorative and Propaganda Arts. Vol. 22. , p.279-80.) 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 WardlowSelf-styled "Prime Minister" of the Conch Republic, 1982 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 2018–2024 — Teri Johnston 2024–Present — Danise "Dee Dee" Henriquez

Notes

References Elected mayors of Key West, as listed in Jefferson B. Browne's Key West: The Old and The New (1912) with additions provided by Monroe County Public Library Historian Tom Hambright, The State Library of Florida, and WorldStatesmen.org.