This paper addressed the cycle analysis of the Colombian sugarcane harvest, transport, and unloading system, providing evidence to highlight the synchronization of the machinery as the main bottleneck. The paper's uniqueness to previously published results lies in the holistic approach adopted, integrating operational, economic, and environmental performance indicators. The solution approach considered a set of mathematical formulations and logical rules that feed three perspectives of analysis (operational, economic, and environmental). Consequently, the computational models for each perspective are called ‘modules’ and generate the performance measures. The preliminary analytical results showed low utilization rates for all system resources and a significant difference between the sugarcane harvested and the volume transported to the mill. A sensitivity analysis was conducted using different scenarios to study the impact of machinery synchronization on the system performance. In summary, the main results show that the maximum use of the harvester will be achieved by two tractors in the cycle. Consequently, the operational cost and energy consumption will increase. Besides, the number of wagons per truck will positively influence the system's performance. Although larger truck fleets will improve the system capacity, a deeper financial analysis becomes necessary due to the intense capital investment.