Fundraising Events
Join us at our upcoming events and support the SHSB Charitable Trust
A Musical Marathon
| Saturday 6th December 2025 | |
| 9 AM to 9 PM "around the clock" | |
| Southend High School for Boys, Prittlewell Chase, Westcliff-on-Sea, SS0 0RG and online (livestream link will be added here in due course) |
Join us as we make music around the clock and as we raise funds for the school. Talented school musicians will be joined by members of the Old Southendian Association and other friends of the school for this fantastic day celebrating many styles of music and our performers.
More activities, refreshments, and opportunities to get involved during the day will be available - details will be shared soon! Please save the date in the meantime. The event will also be livestreamed so those who aren't local may join in the celebration.
If you would like to be involved, perhaps performing, joining in some singing, or with other ideas for the day, please get in touch - we'll be pleased to hear from you.
OSA Festival of Music
| Friday 10th July 2026 | |
| The Boundary, Garon Park, Southend-on-Sea, SS2 4FA |
Following the success of the 2025 Summer Dinner Dance, The Old Southendian Association is pleased to share the date of next year's Festival of Music, featuring SHSB Big Band musicians past and present. Save the date for what promises to be a spectacular show with talented instrumentalists and singers.
More details will follow and be circulated in due course regarding the event and ticketing arrangements.
Past events from 2025
Summer Dinner Dance
| Friday 11th July 2025 | |
| 6:30 PM for 7 PM | |
| The Boundary, Garon Park, Southend-on-Sea, SS2 4FA |
Thank you to everyone who joined The Old Southendian Association and raised over £13,000 for the Southend High School For Boys Charitable Trust!
It was an unforgettable evening of food, music and dancing at The Boundary, Garon Park with fantastic entertainment provided by the school's renowned Big Band and the Old Boys Band, featuring mix of current students and talented alumni.
SHSB Charity Walk 2025
| Friday 18th July 2025 |
The School ran its annual Charity Walk this summer in aid of the SHSB Charitable Trust... All told, over £12,700 was raised. Thank you to all involved for your support and generosity!
SHSB Charity Walk 2025
| Friday 18th July 2025 | |
| 6 PM to 8 PM | |
| Southend High School for Boys, Prittlewell Chase, Westcliff-on-Sea, SS0 0RG |
Further information will be shared on the launch event for the Charitable Trust in due course.
In the meantime, please contact us to register your interest.