[2] OBSS was initially managed by the People's Association (PA) before the Ministry of the Interior and Defence took over to use it as a facility to prepare young men for compulsory national service.

Secondary school students are strongly encouraged to attend a week's programme at Outward Bound Singapore's Pulau Ubin centre.

[5] OBS has also partnered with overseas Outward Bound centres such as Oman & South Africa to provide more global programmes for youths.

[6] The Outward Bound philosophy is summarised by co-founder, Kurt Hahn,[7] as "The aim of education is to impel people into value-forming experiences, to ensure the survival of these qualities: an enterprising curiosity, an indefatigable spirit, tenacity in pursuit, readiness for sensible self, and above all, compassion."

[8] Outward Bound programmes are designed to empower people with self-awareness, responsibility, perseverance, interpersonal skills, confidence, compassion and the ability to create positive impact for the community.

Awardees participate in a multi-element leadership and service challenge programme designed to broaden their horizons while being out of their comfort zones, build resilience, and inspire them to undertake bigger endeavours to the community.

[14] The 11-day Global Adventure Oman spans the Omani desert, trekking across the Jabel Akhder Mountain in the day and camping under the Arabian stars at night.

The campus will feature new outdoor adventure education facilities, such as advanced challenge ropes courses, abseiling, rock-climbing and artificial caving systems.