Drought severity still remains a serious concern across sub-Saharan Africa (SSA) due to the destructive impact on multiple sectors of our society The interannual variability and trends in the changes of self-calibrated Palmer Drought Severity Index based on Penman–Monteith (scPDSIPM) and Thornthwaite (scPDSITH) methods for potential evapotranspiration (PET), precipitation (P) and normalized difference vegetation index (NDVI) anomalies, and sea surface temperature (SST) anomaly were investigated through statistical analysis of modelled and remote sensing data. It is shown that scPDSIPM and scPDSITH differed in the representation of drought characteristics over SSA. The scPDSI and remotely-sensed-based anomalies of P and NDVI showed wetting and drying trends over the period 1980-2012. The trend analysis showed increased drought events in the semi-arid and arid regions of SSA over the same period. A correlation analysis reveals a strong relationship between scPDSI variability and P, and NDVI anomalies for monsoon and pre-monsoon seasons. The correlation analysis of scPDSI variability with SST anomalies indicates significant positive and negative relationships, respectively. This study has demonstrated the applicability of multiple data sources for drought assessment and provides useful information for regional drought predictability and mitigation strategies.