Waynflete is a sponsoring school of the program. Upper School Outdoor Experience is an innovative fall program in which Waynflete students sail, paddle, and hike through some of the most spectacular wilderness areas in northern New England. This program focuses on teaching outdoor skills, building a sense of community, and improving students' self-confidence. Ninth-grade students participate in a camping and challenge program sponsored by the Appalachian Mountain Club. Tenth-grade students hike between huts in the White Mountains.
Seniors embark on an island camping trip prior to college visiting.