This qualitative research examines Pākehā New Zealanders’ experiences in waka ama through in-depth interviews. The analysis reveals cultural identity negotiation and knowledge exchange processes as Pākehā paddlers develop bicultural identities through deepening connections within te ao Māori. For many, waka ama serves as a gateway to tikanga, te reo Māori, and community. Participants emphasised that meaningful engagement requires sustained, humble participation to avoid the risk of appropriation. Humility emerged as an orienting ethos enabling learning as cultural outsiders and fostering openness to discomfort, continuous learning, and recognition of knowledge limitations. While positive relationships with Māori are foundational for Pākehā identity formation, systemic inequities must be analysed. This research illuminates the complex dimensions of cross-cultural experiences and highlights the need for further scholarship that centres diverse perspectives. These interactions also raise complex questions about belonging, power, and whose perspectives shape inclusion within Māori-led spaces.