Franki Lodge and her coworkers help run Toronto's Inner City Outtripping Centre (ICOC), an outdoor education program aimed at innercity youth. Started in 1995 to reduce conflict between rival gangs in Christie Pits Park, the organization has since grown to include the Paddle and Picnic program (day camps where kids, teens and even seniors canoe up the Humber River); the Toronto Recreational Outreach Outtripping Program (TROOP) Trip (three-day camping trips where police officers and youth portage, paddle, cook and set up camp together on McCrae Lake near Georgian Bay); and two-week leadership programs, which include a week of training and a week of camping. This article discusses the efforts of Lodge and her crewmates to get kids and teens in Toronto to see and experience the city in ways most of them rarely consider. It also explains why garnering financial support for outdoor education programs is a challenge.