Captains
| 1897-98 (0-1) | Frederick J. Goodridge 1898 |
| 1898-99 (0-1) | William S. Beardsell 1900 |
| 1899-00 (4-1) | William S. Beardsell 1900 |
| 1900-01 (3-0) | William H. Laverack 1901 |
| 1901-02 (3-3) | Alfred Winsor, Jr. 1902 |
| 1902-03 (7-0) | Joseph S. Lovering 1903 |
| 1903-04 (4-0) | Tristam B. Souther 1904 |
| 1904-05 (5-0) | Trowbridge Callaway 1905 |
| 1905-06 (4-0) | Daniel A. Newhall 1906 |
| 1906-07 (4-2) | Richard S. Townsend 1907 |
| 1907-08 (5-1) | Clarence C. Pell 1908 |
| 1908-09 (8-0) | Joseph P. Willetts 1909 |
| 1909-10 (5-2) | Samuel T. Hicks 1910 |
| 1910-11 (7-2) | Ralph Hornblower II 1911 |
| 1911-12 (8-2) | Frederic D. Huntington 1912 |
| 1912-13 (9-2) | Henry B. Gardner 1913 |
| 1913-14 (8-7) | William P. Willetts ’14 |
| 1914-15 (8-3) | William H. Claflin ’15 |
| 1915-16 (7-1) | John E.P. Morgan ’17 |
| 1916-17 (7-3) | John E.P. Morgan ’17 |
| 1917-18 | No Formal Program |
| 1918-19 (3-0) | Robert E. Gross ’19 |
| 1919-20 (7-1) | Norman S. Walker ’21 |
| 1920-21 (7-2) | Edward L. Bigelow ’21 |
| 1921-22 (7-1) | George Owen, Jr. ’23 |
| 1922-23 (8-4) | George Owen, Jr. ’23 |
| 1923-24 (6-6) | William E. Crosby, Jr. ’24 |
| 1924-25 (8-2) | E.M. Beals ’25 |
| 1925-26 (8-3) | Thayer Cumings ’26 |
| 1926-27 (9-1-2) | William P. Ellison ’27 |
| 1927-28 (7-2) | J.P. Chase ’28 |
| 1928-29 (5-4-1) | John Tudor ’29 |
| 1929-30 (7-4-1) | Eliot T. Putnam ’29 |
| 1930-31 (11-2) | Harwood Ellis ’31 |
| 1931-32 (11-1-2) | C.C. Cunningham ’32 |
| 1932-33 (9-5) | Robert Saltonstall, Jr. ’33 |
| 1933-34 (4-9) | Paul deB. deGive ’34 |
| 1934-35 (8-4) | William P. Watts ’35 |
| 1935-36 (12-4-1) | Frederick R. Moseley ’36 |
| 1936-37 (15-1) | George S. Ford ’37 |
| 1937-38 (6-7-1) | Trafford S. Hicks, Jr. ’38 |
| 1938-39 (7-7-1) | Francis A. Harding, Jr. ’39 |
| 1939-40 (3-10-1) | William C. Coleman ’40 |
| 1940-41 (2-9-1) | Joseph P. Willetts ’41 |
| 1941-42 (8-8) | M. Greely Summers, Jr. ’42 |
| Earle D. Acker ’44 | |
| 1943-44 | No Formal Program |
| 1944-45 | No Formal Program |
| 1945-46 (2-4-2) | William M. Ayers ’47 |
| 1946-47 (6-6) | John R. Crocker, Jr. ’47 |
| 1947-48 (9-14) | John E. Lavalle ’46 |
| 1948-49 (12-8) | David M. Key, Jr. ’49 |
| 1949-50 (10-8) | Myles D. Huntington ’50 |
| 1950-51 (12-11) | Lewis T. Preston ’50 |
| 1951-52 (8-11) | Dustin M. Burke ’52 |
| 1952-53 (11-5-1) | Walter F. Greeley ’53 |
| 1953-54 (10-10-2) | R. Norman Wood ’54 |
| 1954-55 (17-3-1) | W. Scott Cooledge ’55 |
| 1955-56 (15-10) | Charles B. Flynn ’56 |
| 1956-57 (21-5) | James A. Bailey II ’57 |
| 1957-58 (18-10-1) | Robert Barry Cleary ’58 |
| 1958-59 (12-9-4) | Richard M. McLaughlin ’59 |
| 1959-60 (16-7-1) | Michael Graney ’60 |
| 1960-61 (18-4-2) | Charles S. Forbes ’61 |
| 1961-62 (21-5) | David L. Grannis ’62 |
| 1962-63 (21-3-2) | Timothy Taylor ’63 |
| 1963-64 (17-7) | Eugene Kinasewich ’64 |
| 1964-65 (9-15) | John S.F. Daly ’65 |
| 1965-66 (10-12-1) | Robert L. Clark ’66 |
| 1966-67 (11-12) | Dennis M. McCullough ’67 |
| 1967-68 (15-9) | John P. Garrity, Jr. ’68 |
| 1968-69 (20-7-1) | Robert T. Bauer ’69 |
| 1969-70 (16-9) | Christopher J. Gurry ’70 |
| 1970-71 (18-8-1) | Joseph V. Cavanagh, Jr. ’71 |
| 1971-72 (17-8-1) | John T. Paul ’72 |
| 1972-73 (17-4-1) | Kevin F. Hampe ’73 |
| 1973-74 (17-11-1) | Robert W. Goodenow ’74 |
| Everett M. Noonan ’74 | |
| 1974-75 (23-6) | Randy L. Roth ’75 |
| 1975-76 (13-10-3) | Kevin Carr ’76 |
| 1976-77 (15-11) | William R. Horton, Jr. ’77 |
| 1977-78 (12-14) | Brian W. Cook ’78 |
| 1978-79 (7-18-1) | John Cochrane ’79 |
| 1979-80 (8-15-3) | John Hynes ’80 |
| Graham Carter ’80 | |
| 1980-81 (11-14-1) | Tom Murray ’81 |
| 1981-82 (13-15-2) | Michael Watson ’82 |
| 1982-83 (23-9-2) | Gregory A. Olson ’83 |
| 1983-84 (10-14-3) | Kenneth S. Code ’84 |
| 1984-85 (21-9-2) | Brad C. Kwong ’85 |
| 1985-86 (25-8-1) | Scott M. Fusco ’85-’86 |
| 1986-87 (28-6) | Peter E. Chiarelli ’87 |
| 1987-88 (21-11) | Steven J. Armstrong ’88 |
| 1988-89 (31-3) | B. Lane MacDonald ’88-’89 |
| 1989-90 (13-14-1) | Carl J. Young ’90 |
| 1990-91 (14-12-3) | Edward P. Donato ’91 |
| 1991-92 (14-7-6) | Kevin A. Sneddon ’92 |
| 1992-93 (22-6-3) | Theodore E. Drury ’93 |
| 1993-94 (24-5-4) | Sean P. McCann ’94 |
| 1994-95 (14-14-2) | Benjamin M. Coughlin ’95 |
| 1995-96 (13-20-1) | Bradley G. Konik ’95-’96 |
| 1996-97 (11-18-3) | J. Ashlin Halfnight ’96-’97 |
| 1997-98 (14-17-2) | Jeremiah S. McCarthy ’98 |
| 1998-99 (14-16-2) | Craig D. Adams ’99 |
| 1999-2000 (11-17-2) | Trevor Allman ’00 |
| 2000-01 (16-15-2) | Steven F. Moore ’01 |
| 2001-02 (15-15-4) | Peter M. Capouch ’02 |
| 2002-03 (22-10-2) | Dominic M. Moore ’03 |
| 2003-04 (18-15-3) | Kenneth J. Smith ’04 |
| 2004-05 (21-10-3) | Noah P. Welch ’05 |
| 2005-06 (21-12-2) | Peter R. Hafner ’06 |
| 2006-07 (14-17-2) | Dylan P. Reese ’07 |
| 2007-08 (17-13-4) | David M. MacDonald ’08 |
| Michael J. Taylor, Jr. ’08 | |
| 2008-09 (9-16-6) | James M. Fraser ’09 |
| Brian A. McCafferty ’09 | |
| 2009-10 (9-21-3) | Alexander P. Biega ’10 |
| 2010-11 (12-21-3) | Michael J. Del Mauro ’11 |
| Christopher M. Huxley ’11 | |
| 2011-12 (13-10-11) | Ryan M. Grimshaw '12 |
| 2012-13 | Daniel L. Biega '13 |
