The forestry sector has been significantly affected by the recent advances in geomatics. Photogrammetric aerial acquisitions provide full coverage of forests, making possible a wall-to-wall mapping of the main forestry key variables, such as tree height and tree density, needed for forest planning and management purposes. This work summarizes the role that digital aerial photogrammetry (DAP) is expected to have in the forest planning context and analyzes the main products from DAP that are significantly required. According to their technical features, some strategies are proposed to program acquisitions in order to consciously set operational parameters needed for obtaining accuracy of measures compliant with forest planning requirements. Admitting that, in most cases, forest planners externalize DAP acquisitions to flying companies, the authors propose simple strategies for making an ex-post evaluation of flight conditions through a conscious processing of the external orientation parameters of images resulting after the bundle adjustment. Theoretical aspects are exemplified with reference to a practical case study relying on an aerial acquisition that, in 2019, the Canavese Forestry Consortium (NW Italy) made to support the ongoing redaction of its new forest plans. Finally, some economic concerns are presented to demonstrate the capability of this technique to absorb the most of costs associated with ground surveys, especially when large areas have to be investigated. In particular, about 66% of cost savings were found when comparing DAP-based forest mapping to traditional forest inventory strategies.