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Chesapeake Bay Outward Bound School

Chesapeake Bay Outward Bound School (CBOBS) is a non-profit educational organization serving people of all ages, backgrounds, and socioeconomic status.

We spark lifelong growth through challenging experiences that inspire learning and self-discovery, both in and out of the classroom.

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Cornerstone Celebration 2026

For forty years, we’ve helped young people build the leadership, teamwork, and courage they need to thrive. In 2025, we reached over 5,000 youth in Baltimore and Washington, DC. With your support, we aim to reach 10,000 by 2030.

At our annual Cornerstone Celebration, we mark our 40th anniversaryhonoring the people who shaped our past and investing in the young leaders who will shape our future.

Chart Your True North

When students step into the wilderness, they don’t just follow a map, they chart one. They learn to trust their compass, lean on their crew, and find the courage to lead with heart.

Empower students to grow into resilient, courageous leaders, while amplifying your school’s impact through outdoor, experiential programs.

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Latest News

Keep up to date on our programs, partnerships, and activities.

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Working Across the DMV

It’s official! We’re proud to share some big news from Southeast D.C. 

This fall, Chesapeake Bay Outward Bound School will open a permanent outdoor learning campus in Ward 8 of Washington, D.C. in partnership with THEARC (Town Hall Education Arts Recreation Campus).

This new space marks a major milestone: the first-ever experiential outdoor classroom of its kind in D.C., purpose-built with climbing elements and immersive team-based programs to help students build the confidence, connection, and mindsets to thrive.

We’ve worked with over 6,000 students across all eight Wards since 2020—and now we’re bringing Outward Bound right to the heart of where D.C. students live and learn.

This project is made possible by a $2 million investment from the A. James & Alice B. Clark Foundation, the largest in our history.

We’re deeply grateful to the Clark Foundation, our longtime partners at THEARC, and the many leaders and champions who helped turn this bold vision into reality.

Learn More About Our D.C Campus

Professional Teambuilding

Reconnect & Reset

Your team is one-of-a-kind, and your teambuilding program should be too. We offer customizable experiences tailored to the specific needs, goals, and dynamics of your team, ensuring a perfect fit every time. Through shared challenges, collaborative problem-solving, and mutual support, our programs foster a culture of generosity and teamwork among colleagues. Choose from five different program types: ClassicWomen in BusinessEmerging LeadersBridging the Gap, or build a custom program.

Professional Teambuilding with CBOBS

Join Our Team

Our employees are the heart and soul of our organization. Whether you’re leading a group on a wilderness expedition, working with urban youth in their community or creating a feeling of adventure in the classroom, your job is to help students see the possibility in themselves and the world around them. Outward Bound employees inspire, serve and lead. We believe we are in the business of helping to create a better world. Whether you work directly with students or behind the scenes in an office, everything we do touches the student experience. Those passionate for exploration and education should apply.

Visit our careers page

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