The impacts of climate change are expected to create numerous challenges for cities. This report synthesizes key points raised in a series of discussions among “adaptation leaders” from fourteen cities around the world. Critical issues for urban adaptation that emerged from the discussions include the need for political commitment at multiple levels of government, information and data as a basis for understanding potential risks and vulnerabilities, meaningful and effective stakeholder engagement shaped by local contexts, and sustained financial and staff resources that are sensitive to urban variability. Further, the findings highlight how policy-makers and international organizations working with cities on issues of adaptation and resilience must support and facilitate processes of testing ideas, learning from experiences, and recalibrating as new information is obtained and lessons are learned.