Crop mapping involves identifying and classifying crop types using spatial data, primarily derived from remote sensing imagery. This study presents the first comprehensive review of large-scale, pixel-wise crop mapping workflows, encompassing both conventional supervised methods and emerging transfer learning approaches. To identify the optimal time-series generation approaches and supervised crop mapping models, we conducted systematic experiments, comparing six widely adopted satellite image-based preprocessing methods, alongside eleven supervised pixel-wise classification models. Additionally, we assessed the synergistic impact of varied training sample sizes and variable combinations. Moreover, we identified optimal transfer learning techniques for different magnitudes of domain shift. The evaluation of optimal methods was conducted across five diverse agricultural sites. Landsat 8 served as the primary satellite data source. Labels come from CDL trusted pixels and field surveys. Our findings reveal three key insights. First, fine-scale interval preprocessing paired with Transformer models consistently delivered optimal performance for both supervised and transferable workflows. RF offered rapid training and competitive performance in conventional supervised learning and direct transfer to similar domains. Second, transfer learning techniques enhanced workflow adaptability, with UDA being effective for homogeneous crop classes while fine-tuning remains robust across diverse scenarios. Finally, workflow choice depends heavily on the availability of labeled samples. With a sufficient sample size, supervised training typically delivers more accurate and generalizable results. Below a certain threshold, transfer learning that matches the level of domain shift is a viable alternative to achieve crop mapping. All code is publicly available to encourage reproducibility practice.