The present paper focuses on a sensitivity analysis of Sentinel-1 backscattering signatures from oil palm canopies cultivated in Gabon, Africa. We employed one Sentinel-1 image per year during the 2015–2021 period creating two separated time series for both the wet and dry seasons. The first images were almost simultaneously acquired to the initial growth stage of oil palm plants. The VH and VV backscattering signatures were analysed in terms of their corresponding statistics for each date and compared to the ones corresponding to tropical forests. The times series for the wet season showed that, in a time interval of 2–3 years after oil palm plantation, the VV/VH ratio in oil palm parcels increases above the one for forests. Backscattering and VV/VH ratio time series for the dry season exhibit similar patterns as for the wet season but with a more stable behaviour. The separability of oil palm and forest classes was also quantitatively addressed by means of the Jeffries–Matusita distance, which seems to point to the C-band VV/VH ratio as a potential candidate for discrimination between oil palms and natural forests, although further analysis must still be carried out. In addition, issues related to the effect of the number of samples in this particular scenario were also analysed. Overall, the outcomes presented here can contribute to the understanding of the radar signatures from this scenario and to potentially improve the accuracy of mapping techniques for this type of ecosystems by using remote sensing. Nevertheless, further research is still to be done as no classification method was performed due to the lack of the required geocoded reference map. In particular, a statistical assessment of the radar signatures should be carried out to statistically characterise the observed trends.