Instructor Apprentice

Chesapeake Bay Outward Bound

About the organization

Outward Bound is the leading provider of experiential and outdoor education programs for youth and adults. Regardless of who you are or where you are from, there is an Outward Bound course at an Outward Bound School that is right for you. Experience Outward Bound on one of our backpacking trips, mountaineering trips, whitewater rafting trips, canoeing trips, dog sledding expeditions, sailing trips and many other offerings.


The Instructor Apprenticeship at Baltimore Chesapeake Bay Outward Bound School is a 10-week program meant to prepare participants to become full-time Field Instructors at the end of their apprenticeship. During the 10-week program, apprentices perform essentially two types of work: shadowing and support. Through shadowing on both Day Programs and Expeditions, apprentices observe, try, and experience what makes an excellent Outward Bound program with the support of seasoned instructors. Apprentices also provide invaluable logistical support to the base. Through working logistical support, apprentices also gain an inside look at how our base operates and the work that goes into creating a successful program. Both program shadowing and logistical support work provide apprentices with experiences and knowledge that will serve them immensely as instructors. Because the organization invests so much in the development of apprentices, we ask that applicants have both interest and ability to instruct at Baltimore Chesapeake Bay Outward Bound School for at least one year, but preferably more, after their apprenticeship.

During the spring and fall seasons, we partner with nearby public, charter, and independent schools to deliver 5-day peer leadership expeditions. In the summer, we welcome students from around the world on longer 7 to 12-day expeditions.


No qualifications needed. Must be 21 years old to live in the staff house


1000 month + room and board

Application instructions

Contact email: [email protected]

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Equal Opportunity Employment

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