Upcoming events
Courtesy Seb Naef (OS 18)
Young Leavers' Drinks
The Young Leavers’ Drinks are chance for those who have just left College Street to get to know the Union over a few drinks and in good company.
All Old Sydneians (OS) who left in 2024-2025 are welcome to attend.
Alligator Wine Club
The Alligator Wine Club is hosting its third event following fantastic wine-paired inaugural dinners and tastings. This evening will focus on wines from South Australia.
The AWC aims connects OS through the mediums of refined taste, meaningful conversation, and enduring camaraderie.
Newcomers keen to explore the world of wine are most welcome. Tickets are limited.
Full Schedule of Events for 2026 TBA
The Union will announce its full schedule of events and reunions early in the new year.
Grammar 1st XI vs. OSU XI T-20 Cricket
The School’s 1st XI will face off against the Union’s 1st XI in our annual T-20 fixture.
Further details TBC. If you are interested in playing for the union, please contact info@osu.com.au.
Gold Sydneians' Lunch
The Union and the School are pleased to welcome back OS who will be celebrating their Golden Jubilee since leaving College Street (aged 70+ yrs).
1995 30-Year Reunion
Event to be held at College Street.
Convenors: R. Thuraisingham, D. Yeo, T. Slade.
1975 50-Year Reunion
Event to be held at College Street.
Convenors: Graeme Lowry-Jones, David Wurth, Geoff Atherton, Phil Beale, David Lewis, Steve Gonski.
Grammar in Technology
Our “Grammar In” series continues, this time exploring the technology sector. Our guest panellists are involved in a wide-range of areas including executive management and sector-based entrepreneurship; AI and cybersecurity; telecommunications and technology-based risk management; and B2B/B2C delivery and hospitality solutions, amongst others.
1965 60-Year Reunion Lunch
Lunch to be held at College Street.
Convenors: Paul Weaver, David Harris, Rod Ovens, Norm Fitzpatrick.
1980 45-Year Reunion Tour & Lunch
Tour of the School followed by lunch in the Strangers’ Room, NSW Parliament.
Convenor: Tony Wakefield.
OSU Golf Championship
The fight for the J.A. Buckle Shield continues - a coveted and illustrious prize that will undoubtedly take up a large portion of the winner’s mantelpiece. There will also be prizes for the nearest pin, longest drive, and best scratch score.
OS, the parents and sons of OS, and current students at the School are also welcome to attend.
Alligator Wine Club
The Alligator Wine Club is hosting its second event following a fantastic wine-paired inaugural dinner. The AWC aims connects OS through the mediums of refined taste, meaningful conversation, and enduring camaraderie.
Newcomers keen to explore the world of wine are most welcome.
Annual Lunch - 2025
The Old Sydneians’ Union will be hosting its annual lunch on the 28th of August in the Strangers’ Room of NSW Parliament.
This year our panel of speakers will include Old Sydneians in the law, medicine, and the arts/journalism, alongside the Acting Headmaster Mr Philip Barr.