Leading agricultural enterprises attracting farmers to participate in vertical collaboration within the industry chain can expedite the process of agricultural industrialization and help achieve rural revitalization. This study focuses on table grape growers in the Yangtze River Delta region of China as the research subjects. Instead of examining the impact of specific elements individually on farmers’ involvement in vertical collaboration within the industry chain, this study emphasizes the combination of multiple factors influencing farmers’ engagement. Employing a fuzzy-set qualitative comparative analysis and adopting a configurational perspective, this research investigates how six factors—growers’ age, ratio of sales income to household income, production scale, market distance, financial support, and technical support—combine to influence farmers’ participation in vertical collaboration within the industry chain. This study reveals that leading enterprises can indeed promote farmers’ participation in vertical cooperation within the agricultural chain, and four pathways are identified. Based on these findings, three configurations are summarized: risk-averse, resource-constrained, and burden-alleviating. Specific strategies and recommendations for targeting each of these configurations are proposed based on the findings, along with policy suggestions for regulating the six factors, both by the enterprises themselves and by the government.