This work provides an evaluation of the discrete anisotropy radiative transfer (DART) three-dimensional (3D) model in assessing the simulation of directional brightness temperatures (Tb) at both sensor and surface levels. Satellite imagery acquired with the Advanced Spaceborne Thermal Emission and Reflection Radiometer (ASTER), airborne imagery acquired with the Airborne Hyperspectral Scanner (AHS) sensor and ground-based measurements collected over an agricultural area were used to evaluate the DART model at nadir views. Directional radiometric temperatures measured with a goniometric system at ground level were also used to evaluate modelling results at different view angles. The DART model was evaluated over three homogeneous plots: bare soil (BS), green grass (GG) and sand (NS). The results show good agreement between the simulations and the satellite, airborne and ground-based measurements, with root mean square errors (RMSEs) less than 2.0 K. However, three major discrepancies were found: (1) differences greater than 4.0 K over BS when comparing DART and ASTER, attributed to turbulence-induced temperature fluctuations, (2) higher differences in sensor-level than in surface-level comparisons when using AHS due to thermal heterogeneity of the selected regions of interest in the image and also to differences in atmospheric correction performed over the imagery and the correction included in the DART model, especially for bands located in the lowest atmospheric transmissivity regions and (3) RMSEs greater than 2.0 K when comparing DART results and ground measurements over the NS plot, due to the strong emissivity correction in the 8.0-9.0 μm bands, where the measured emissivity was below 0.75. Despite these discrepancies, we show that the DART model is a useful tool for simulating remotely sensed thermal images over different landscapes. Finally, new versions of this model are continuously being released to solve technical problems and improve the simulation results.