The Wilmington Senior Center developed a 3-year multidisciplinary health and wellness initiative entitled The Time of Your Life to promote healthy aging for participants attending countywide senior centers. The purpose of this paper is to describe the development and implementation of the evaluation methodology and outcomes of this senior health and wellness project that consisted of 11 programs in total. Long-term programming can present several challenges in both implementation and evaluation, but assessing outcomes is critical to documenting program value and accountability. Participant-completed surveys and post-series focus groups were utilized as the evaluation tools. Our findings indicate that the program's objectives of increasing knowledge and motivating adoption or maintenance of a healthy lifestyle were met to varying degrees, while a third objective of assessing the usefulness of resources to inform health-related decisions was unable to be evaluated due to the cross-sectional nature of the data collection. Post-series focus groups indicated that topics of most interest to seniors were money management, medications and staying mentally and physically fit. The evaluations showed that long-term programming, while challenging, can be a successful and sustainable format for senior health education.