Past Gala Honorees include:
- 2023: Steven Samuels, Samuels & Associates
- 2022: Paul Ayoub, Nutter
- 2021: The Bulfinch Companies, Inc. and WinnCompanies
- 2020: Tammy K. Jones and Kirk Sykes
- 2019: Jonathan Davis
- 2018: David Manfredi and Elizabeth Lowrey
- 2017: Stephen Karp and Steven Fischman
- 2016: John E. Drew
- 2015: Bryan Koop
- 2014: Pam Herbst
- 2013: Mayor Thomas Menino
- 2012: Joseph F. Fallon
- 2011: Thomas J. Hynes Jr.
- 2010: Thomas J. DeSimone
- 2009: Jordan P. Krasnow
- 2008: Edward A. Fish
- 2007: Robert L. Beal
- 2006: Jerome L. Rappaport, Jr.
- 2005: Arthur M. Winn
- 2004: Ronald M. Druker
- 2003: Susan Winston Leff
- 2002: The Corcorans: John M., Joseph E., P. Leo
- 2001: Kevin C. Phelan
- 2000: The Griffith Family: J. Brad, Marci B., Maura
- 1999: Philip J. Ward
- 1998: George J. Fantini, Jr.
- 1997: John P. Fowler
- 1996: Edward P. Dowd
- 1995: Thomas J. Flatley
- 1994: The O’Connors: Charles, Jeremiah, Joseph, Kathleen, Paul, Peter & William
- 1993: William F. McCall, Jr.
- 1992: Charles H. Spaulding
- 1991: William S. Edgerly
- 1990: Peter C. Aldrich
- 1989: Marvin M. Siflinger
