Crop mapping and its health monitoring are of key importance for a country like Pakistan where a considerable share of the GDP originates from agricultural production. Currently, extensive capital and human resource are utilized to record the crop types and monitor crop health due to variations in crop pattern and intercropping practices being observed in many parts of the country. Satellite Remote Sensing, however, can be utilized very efficiently to identify crop types and estimate acreage by using unique phenological cycles derived from NDVI thresholds. In this research, we proposed a semi-automated, efficient and cost-effective state-of-the-art technique for crop classification using satellite remote sensing datasets and GIS techniques to replace outdated conventional survey-based crop estimations procedures. This research was conducted in Sahiwal district, Pakistan to categorise several crop types using two major inputs: satellite (Sentinel-2, 10m) imagery and local crop calendar. The research adopted a semi-automatic approach to find the main crops of Rabi (winter) and Kharif (summer) using orthorectified and atmospherically corrected Level-1C images to extract phenological information based on Normalized Difference Vegetation Index (NDVI). The complete phenological life cycle of crops including sowing, growing, and harvesting stages were deeply analyzed with the help of crop calendar and NDVI profiles. Then this information passed through iterative selforganizing (ISO Data Model) of unsupervised classification technique in the form of temporal stacked images. The NDVI profiles of each crop were synchronized with the crop calendar of the study area to develop the crop categorization procedure. The results were validated with the statistics of the agriculture department Lahore and field samples gave about 85% and 88% accuracy for Rabi and Kharif cropping seasons respectively. It is concluded from the research that the tested methodology is capable of providing a fast, cost-efficient, and reliable solution for crop mapping instead of conventional survey-based crop area assessment techniques (conventional Girdawri) which requires a vast number of resources and time, and it can be replicated in different areas with minor changes