The Old Boy's Union runs multiple reunions each year. 

Year Group Date  Venue
 1971  27 July 2022  The Oaks Hotel, Neutral Bay
 1956/1957  29 July 2022  The Emery Room, Northbridge
 2017  30 July 2022  The Northbridge Hotel, Northbridge
 2007 30 July 2022   The Greenwood Hotel, North Sydney
 1992  30 July 1992  The Kirribilli Hotel, Kirribilli
 1987  30 July 2022  The Northbridge hotel, Northbridge
 1982  30 July 2022  The Oaks Hotel, Neutral Bay
 Tamworth District  19 August 2022  The Frog and Toad Restaurant, Tamworth
 1977  27 August 2022  The Royal Sydney Yacht Squadron
2001 16 September 2022 The Greenwood Hotel, North Sydney
1962 29 September 2022 The Emery Room, Northbridge 
1972

29 September 2022

  The Oaks Hotel, Neutral Bay
1949/1950 30 September 2022  The MAC, Prep Campus
 Orange Golf Day and Dinner  21 October 2022  Duntryleague Golf Club, Orange
 Melbourne Reunion  27 October 2022  The Australia Club, Melbourne
 ACT and Southern Region  4 November 2022  Royal Canberra Golf Club, Yarralumla
 Riverina Reunion 6 November 2022   'Talooby', Holbrook