Wynberg Boys’ Junior School (WBJS) proudly marked its 185th anniversary with a special tree-planting ceremony on Wednesday, 19 August 2026, celebrating a remarkable milestone in the school’s history and looking ahead to the generations still to come.
The planting of a Pin Oak tree formed part of a series of commemorative events celebrating 185 years of Wynberg Boys’ Schools. The tree-planting ceremony was followed by the school’s Founders’ Day Flag-Raising Ceremony on Thursday, 20 August, with further Founders’ Day celebrations planned as the anniversary year continues.
For WBJS Principal Cedric Poleman, who has led the Junior School for the past 11 years, the 185th anniversary represents far more than a number.
“The school has consistently grown over the years and has been central to the Wynberg community.”
A tree rooted in history
The choice of a Pin Oak was deeply symbolic. As a school that has educated generations of boys since 1841, the tree represents the growth, strength and development of every learner who passes through Wynberg. Click here to view the day in pictures.
“Many of the boys start small and will grow big. I hope that many of the boys will come back as adults and remember when they planted the tree,” said Mr Poleman.
Like the boys who walk through the school gates each morning, the tree will grow and mature over time, becoming a living reminder of the generations who have contributed to the Wynberg story.
Its roots represent the school’s rich heritage, while its branches look towards the future — a fitting symbol for 185 years of excellence and an ongoing commitment to the boys who form part of the Wynberg brotherhood.
185 years of Wynberg history
The history of Wynberg Boys’ Schools stretches back to 1841, when the school was founded under its first headmaster, John McNaughton.
Over the decades, the school has evolved alongside the Wynberg community. Boarding was introduced in 1892 under newly appointed headmaster ET Littlewood, followed by the adoption of the school’s now-iconic navy and white colours in 1893.
The prefect system was introduced in 1922, while the school badge familiar to generations of Wynberg boys first appeared on handmade silver lapel badges.
As pupil numbers grew, the practical division between the Junior and Senior Schools became increasingly necessary. In 1944, Arnold Lorie was appointed as the first headmaster of Wynberg Boys’ Junior School, establishing an important chapter in the history of WBJS.
More recently, the school has continued to embrace new traditions and opportunities. In 2019, WBJS successfully hosted the Winter Sports and Culture Weekend against Grey Junior School, while during the Covid-19 pandemic, the school adapted to new ways of learning through platforms such as Google Classroom.
Through every era, however, the heart of the school has remained the same: its boys, its people, its values and its community.
A legacy carried forward
A significant part of Wynberg’s heritage is the enduring relationship between the school and its Old Boys. Many former pupils continue to remain involved in the school community, with some returning to serve as teachers and mentors to the next generation.
Grade 6 teacher and Head of Rugby Marc Sabatta, an Old Boy himself, described his return to Wynberg as an educator as a privilege.
“To be back here as an educator, and to pass on the knowledge, traditions and stories that were passed on to me to the next generation, is a privilege. I do not take it for granted, and I enjoy it every day.”
Fellow Old Boy Tony Steward has shared a remarkable 50-year relationship with Wynberg Boys. After attending the school himself, he returned as a teacher and served the school for more than 39 years.
“It is exciting to be part of the school’s heritage journey. It is a massive milestone, and I am happy to be a part of it. We are proud of our school and encourage old-fashioned manners and values amongst our pupils.”
Their stories reflect one of the most enduring aspects of Wynberg: the connection between generations. Boys become Old Boys, Old Boys return as educators and mentors, and the traditions of the school continue to be passed from one generation to the next.
Celebrating those who built the legacy
WBJS School Governing Body Chairperson Yumna Cunningham paid tribute to the generations of pupils, teachers and parents who have helped shape the school.
“With the 185-year history, we would like to express our gratitude to those generations who carried the school forward to where it stands today.”
General Foreman Roslyn Cupido also expressed her pride at being part of such a significant milestone.
“I feel honoured to be part of the 185th anniversary. We have come a long way, and it is wonderful.”
The 185th anniversary is therefore not simply a celebration of the past. It is an opportunity to recognise every person who has played a role in the Wynberg story — from the boys who have worn the navy and white, to the teachers who have guided them, the parents who have supported them, and the staff and wider community who continue to make the school what it is today.
Looking towards the next 185 years
The celebrations will continue throughout 2026, with a programme of events that brings together the school community, Old Boys and sporting partners.
Among the highlights will be rugby and hockey derbies against SACS, as well as Cape Schools Cricket Week, which will bring leading boys’ schools from across South Africa to Wynberg.
As the newly planted Pin Oak takes root on the school grounds, it will stand as a lasting symbol of the journey that began 185 years ago.
Its story will continue long after this anniversary year has passed — just as the Wynberg story continues through every boy who walks through the school gates.
185 years rooted in tradition. Growing boys of character. Building the future.
Brothers in an endless chain.