Efficient last-mile delivery remains a critical challenge for rural agricultural logistics, globally, particularly in cold-climate regions with dispersed agricultural operations. This review evaluates the potential of GIS-enabled truck–drone hybrid systems to overcome infrastructural, environmental, and operational barriers in such settings. This study uses North Dakota, USA as a representative case alongside insights from similar rural regions worldwide. The study conducts a systematic review of 82 high-quality publications. It identifies seven interconnected research domains: GIS analytics, truck–drone coordination, smart agriculture integration, rural implementation, sustainability assessment, strategic design, and data security. The findings stipulate that GIS enhances hybrid logistics through route optimization, launch site planning, and real-time monitoring. Additionally, this study emphasizes the rural, low-density context and identifies specific gaps related to cold-weather performance, restrictions to line-of-sight operations, and economic feasibility in ultra-low-density delivery networks. The study concludes with a roadmap for research and policy development to enable practical deployment in cold-climate agricultural regions.