Adventures Guide - Colorado Springs & Surrounding Areas
About this role
Position Summary
Williamsburg Adventures (WAD) is seeking enthusiastic outdoor and leadership mentors to serve as Adventure Guides in assigned regions throughout the state. Adventure Guides partner with an Adventure Lead to facilitate dynamic, hands-on learning experiences for 30–40 middle and high school students, fostering personal growth, resilience, and leadership development.
In this role, Guides assist with both Outdoor Adventures (where students earn PE credit through activities such as hiking, skiing, first aid training, and other outdoor experiences) and Leadership Adventures (where students earn elective credit through field trips, service projects, simulations, and applied leadership activities).
Adventure Guides play a key role in creating a safe, engaging, and transformational learning environment where students are challenged, supported, and inspired.
Essential Duties
1. Support Transformational Learning Experiences
• Participate in training on the Williamsburg Adventures model for creating meaningful, growth-oriented experiences • Engage in and help facilitate 1:1 conversations, group discussions, and reflection before, during, and after activities • Attend all required online and in-person trainings (schedule provided in advance) • Serve in an assigned geographic area and travel as needed to support programming
2. Inspire, Challenge & Engage Students
• Support multiple student groups throughout the semester, adapting to varying group needs • Assist Adventure Leads during approximately 10 predetermined Adventure Fridays per semester • Guide students through activities, lead discussions, take attendance, and support games and programming • Arrive 30 minutes prior to each event and assist with setup, cleanup, and equipment care • Support adventures typically held between 9:00 AM–3:00 PM and lasting 2–5 hours
3. Support Student Safety & Team Coordination
• Assist Adventure Leads in maintaining student safety from drop-off to pick-up • Help supervise large groups of students and ensure adherence to safety procedures • Report directly to the State Coordinator within the assigned geographic area • Communicate feedback, observations, and concerns to the Lead and Coordinator
4. Represent Williamsburg Learning with Excellence
• Serve as a positive role model and foster trust with students and families • Promote a culture of belonging, teamwork, and community at each adventure • Represent Williamsburg Learning professionally during all activities and trips