The interaction between tool and workpiece plays a pivotal role in determining cutting performance and surface quality in woodworking processes. This study investigates the peripheral planing of Douglas fir with a focus on constant chip removal conditions. Hydro-clamped tools were utilized to assess the impact of joint land geometry on cutting performance. Key performance metrics, including cutting force, tool wear, and tool life, were evaluated under varying cutting conditions. The research involved wear and durability tests, providing insights into tool longevity when planing a softwood species known for its heterogeneity. Additionally, surface quality was systematically analyzed to determine the influence of cutting parameters on the resulting finish. Special attention was given to the role of the joint land in maintaining consistent cutting forces and minimizing vibrations, which are critical for achieving high surface quality and extended tool life. The experimental results reveal that hydro-clamping contributes significantly to the stability of the cutting process, ensuring optimal alignment and consistent performance. The wear patterns observed highlight the importance of maintaining a sharp cutting edge, with clear correlations between tool wear, cutting power, and surface smoothness. These findings provide valuable guidelines for industrial applications, where maximizing tool life and maintaining product quality are essential. This study contributes to a deeper understanding of tool-workpiece dynamics in woodworking, offering practical recommendations for improving efficiency in peripheral planing operations.