There is currently a strong call from outdoor environmental educators to explore the relevance of spirituality in their domain. In this study I use participant observation, as well as other qualitative methods to understand the experiences of participants in the TorahTrek Guides Track, a Jewish wilderness spirituality program. Analysis reveals that antecedent conditions have a large influence on the constructed spiritual meaning of each participant. Themes of community, connectedness, practice, and service are common among all the participants. A dynamic tension is present between time spent on solos and time spent with the group. Participants also report that variations in the physical environment affect their experiences. I consider the implications of these findings for spiritual educators, outdoor environmental educators, and unaffiliated practitioners. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://www.proquest.com/en-US/products/dissertations/individuals.shtml.]