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Ryde School was founded by William and Constance McIsaac as Ryde Grammar School on 25 April 1921, in response to increased demands for high quality education for boys on the Isle of Wight.
Within a year, numbers increased to 78 and in 1923, the numbers further increased to 103 with the school divided into prep, junior and senior for ages 5 to 8, 8 to 11 and 11+ respectively.
In September 1972, the school's headmaster, Keith Symons, admitted the first girls into the sixth form.
In 1995, Ryde School took over Bembridge School and this became Bembridge Boarding Campus, with staff joining the school.
In 1999, a shield was dedicated to May Stacey, who worked on the domestic side of the school for 44 years with close association with the founding family and boarding, awarded annually to pupils in forms 1 to 5 for contributing most to doing good for others.
In September 2002 at Speech Day, the headmaster Nicholas England paid tribute to him and confided that Roy McIsaac would have been delighted with the best A Level results that the school had ever achieved.
On 16 September 2011, the school hosted BBC Radio 4 Any Questions live with chairman Jonathan Dimbleby and panellists Hilary Benn, Simon Heffer, Chris Huhne, Sally Hunt and Victoria Wakely.
In 2021 two new boarding houses were opened in the school grounds of Ryde: Millfield and Centenary House and now all boarding is on the school site in Ryde.
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