Liberal arts colleges promise undergraduates a holistic education that builds life-long skills such as critical thinking, written and oral communication, and quantitative and information literacy by encouraging students to engage in courses across the curriculum. Yet too often, we do not offer students enough support in developing coherent pathways and integrating what they learn, and that promise is diminished. With Teagle Foundation support, The Five Colleges of Ohio (Denison University, Kenyon College, Oberlin College, Ohio Wesleyan University, and The College of Wooster) and Allegheny College joined together over four years to investigate and implement structural supports to help students create a broader and more coherent roadmap to their educational experiences, including first-year gateway courses to introduce pathfinding techniques, course concentrations to emphasize connections across fields of study, and online mapping and advising tools linking courses, co-curricular opportunities, and careers. The collaborators also involved faculty in rethinking their crucial advising roles in a more integrative way. This instructional article describes the fundamental shifts institutions made to enhance curricular coherence and integrative advising as well as the lessons learned from setbacks and successes that informed ongoing initiatives.