Being part of the CCF helps pupils develop their leadership skills, independence and ability to work in a team.

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All Wellingtonians are introduced to the Combined Cadet Force (CCF) in the Fourth Form year and, in all subsequent year groups it is voluntary activity. The contingent expects its cadets to aspire towards a leadership role and cadets are involved in planning and instructing.

The CCF is a Government sponsored youth organisation and, although uniformed, it is not a recruiting tool. Its aims are to:

Provide a disciplined organisation in a school so that pupils may develop powers of leadership by means of training to promote the qualities of responsibility, self-reliance, resourcefulness, endurance and perseverance.

Whilst some Wellingtonians do progress to a career in the armed services, for the majority of pupils the CCF provides a useful insight into the role and activities of the armed forces in the modern world and gives a flavour of their values, activities and influence in changing times. Amongst other things, being part of the CCF helps pupils develop their leadership skills, independence and ability to work in a team.

Within the Wellington Contingent there are four sections: Royal Navy, Royal Marines, Army and Royal Air Force. The College CCF also has a drum corps and, unusually for a school, a cavalry section. As a Combined Cadet Force there is some overlap between section activities, although activities of individual sections will naturally be coloured by their respective service arms. Afloat training, for instance, generally takes place as a Royal Navy Section activity and flying within the RAF section.

Within specified training syllabuses the contingent aims for its activities to represent a 60:40 split between military-based and adventure training activities. Activities include: drill, leadership training, navigation, cavalry, map work, orienteering, expedition training, flying, shooting (range, clay and air weapons), blank firing, field craft, outdoor skills, survival skills, first aid, fire-fighting, damage control, kayaking and canoeing, sailing, power boating, ship visits, low and high ropes, climbing, D of E, mountain biking, archery, windsurfing, riding, show jumping, overseas visits, skiing, visiting museums and regular/reserve units, drum corps, communications, observation and other individual service based activities and competitions.