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.

1. 1822–1828 — John H. Fleming, Mayor (head of chamber of commerce as well)
2. 1828–1828 — Edgar Macon, Mayor
3. *A. 1828–1830 — Edgar Macon, President of the Town Council
4. *B. 1831–1832 — D. C. Pinkham, President of the Town Council
5. 1832–1833 — Oliver O'Hara, Mayor
6. 1833–1834 — Fielding A. Browne
7. 1834–1835 — Adam Gordon
8. 1835–1837 — Fielding A. Browne (2nd Term)
9. 1837–1838 — William A. Whitehead
10. 1838–1839 — Tomaso Saccheti (Socarty)
11. 1839–1840 — Pardon C. Greene
12. 1840–1841 — Philip J. Fontaine
13. 1841–1842 — Alexander Patterson
14. 1842–1844 — Philip J. Fontaine (2nd Term)
15. 1844–1846 — Benjamin Sawyer
16. 1846–1848 — Walter C. Maloney
17. 1848–1852 — Alexander Patterson (2nd Term)
18. 1852–1853 — Fernando J. Moreno
19. 1853–1854 — John W. Porter
20. 1854–1854 — John W. Porter (2nd Term)
21. 1854–1855 — William Curry
22. 1855–1856 — Philip J. Fontaine (3rd Term)
23. 1856–1857 — Alexander Patterson (3rd Term)
24. 1857–1861 — John P. Baldwin
25. 1861–1861 — William Marvin
26. 1861–1864 — Alexander Patterson (4th Term)
27. 1864–1865 — E. O. Gwynn
28. 1865–1866 — Alexander Patterson (5th Term)
29. 1866–1866 — William Marvin (2nd Term)
30. 1866–1867 — E. O. Gwynn (2nd Term)
31. 1867–1868 — Alexander Patterson (6th Term)
32. 1868–1868 — Henry Mulrennan
33. 1868–1868 — W. S. Allen
34. 1868–1869 — Dr. D. W. Whitehurst
35. 1869–1870 — uncertain
36. 1870–1870 — Henry Mulrennan (2nd Term)
37. 1870–1871 — Joseph B. Browne
38. 1871–1872 — William D. Cash
39. 1872–1873 — Winer Bethel
40. 1873–1874 — W. S. Allen (2nd Term)
41. 1874–1875 — E. O. Gwynn (3rd Term)
42. 1875–1876 — Carlos M. de Cespedes
43. 1876–1880 — Livingston W. Bethel
44. 1880–1881 — Robert Jasper Perry
45. 1881–1882 — E. O. Gwynn (4th Term)
46. 1882–1883 — William McClintock
47. 1883–1885 — R. Alfred Monsalvatage
48. 1885–1886 — James G. Jones
49. 1886–1888 — J. W. V. R. Plummer
50. 1888–1889 — James A. Waddell
51. 1889–1891 — Walter C. Maloney, Jr.
52. 1891–1895 — Robert Jasper Perry (2nd Term)
53. 1895–1897 — James A. Waddell (2nd Term)
54. 1897–1898 — John B. Maloney
55. 1898–1903 — George L. Bartlum
56. 1903–1905 — Benjamin D. Trevor
57. 1905–1907 — George L. Babcock
58. 1907–1915 — Dr. Joseph N. Fogarty
59. 1915–1917 — Norberg Thompson
60. 1917–1919 — Allan B. Cleare
61. 1919–1921 — Louis E. Otto
62. 1921–1925 — Frank H. Ladd
63. 1925–1933 — Leslie A. Curry
64. 1933–1935 — William H. Malone
65. 1935–1937 — Henry C. Galey
66. 1937–1945 — Willard Albury
67. 1945–1945 — William W. Demeritt
68. 1945–1945 — John Carbonell
69. 1945–1947 — William W. Demeritt (2nd Term)
70. 1947–1949 — A. Maitland Adams
71. 1949–1950 — Louis M. J. Eisner
72. 1950–1951 — John Carbonell (2nd Term)
73. 1951–1951 — Louis M. J. Eisner (2nd Term)
74. 1951–1957 — C. B. Harvey
75. 1957–1961 — Delio Cobo
76. 1961–1963 — C. B. Harvey (2nd Term)
77. 1963–1969 — Kermit Lewin
78. 1969–1971 — Delio Cobo (2nd Term)
79. 1971–1981 — Charles "Sonny" McCoy
80. 1981–1983 — Dennis Wardlow
81. 1983–1985 — Richard A. Heyman
82. 1985–1987 — Tom Sawyer
83. 1987–1989 — Richard A. Heyman (2nd Term)
84. 1989–1989 — John Ingahm
85. 1989–1991 — Tony Tarracino
86. 1991–1995 — Dennis Wardlow (2nd Term)
87. 1995–1995 — Tom Sawyer
88. 1995–1997 — Dennis Wardlow (3rd Term)
89. 1997–1999 — Sheila Mullins
90. 1999–2005 — Jimmy Weekley
91. 2005–2009 — Morgan McPherson
92. 2009–2018 — Craig Cates
93. 2018–2024 — Teri Johnston
94. 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.