Festival guests are seeking uniquely authentic, experientially-oriented festivals and events with more meaningful opportunities to participate in activities. They simultaneously seek to satisfy desire for education, escaping, and entertainment in esthetically (4E model) desirable locations. The four previously mentioned dimensions or 4E’s form the basis of the “experience economy” theory and subsequent model, as proposed by Gilmore and Pine (1999). The 1st Cheongna International City Wine Festival (CIWF) in South Korea was examined through an interpretive approach to gain an in-depth understanding of the CIWF guests’ experience. Examining the data revealed multiple themes that influenced the overall festival experience where highest satisfaction was obtained from entertainment and wine-related activities. Findings include implications and recommendations for improving the CIWF’s event activities through the 4E realms for greater festival guest satisfaction and to ensure more prosperous future wine festivals.