Calm water towing tank experiments consisting of resistance tests and static and dynamic planar motion mechanism (PMM) tests are performed for a surface combatant with primary focus on the effects of hurricane scale headwinds. The experiments are designed to gain a better understanding of the physics of ship response to wind and to provide a validation dataset for an unsteady Reynolds-averaged Navier Stokes (RANS)-based computational fluid dynamics (CFD) code used for computing both air and water flow around a ship. Hurricane scale wind speeds are chosen to maximize the measurable effect of wind on ship forces and motions for a more definitive analysis and comparison with CFD. The geometry is the 1/48.9 scale fully appended ONR Tumblehome model 5613, which has length L = 3.147 m and is equipped with a superstructure. Tests are performed in a 3.048 × 3.048 × 100 m towing tank with wind generated by a custom built wind carriage towed ahead of the ship model. Air-stream velocity measurements indicate a maximum relative wind speed magnitude of 9.38 m/s with 6–7% uniformity and RMS values of approximately 4.5%. The effects of three wind speeds on static and dynamic forces, moment, and motions are analyzed. Results show that wind contributes significantly to surge force (approximately 46% at Fr = 0.2). Resistance data shows agreement with CFD computations with errors averaging approximately 4%. The drag coefficient above water is approximately 0.3 and generally decreases with increasing ship speed. Sway force and yaw moment are largely affected when the ship experiences oblique orientation to the flow. Forces and moment exhibit quadratic scaling with wind speed. Roll is the most sensitive motion to wind and is counteracted by it up to 1.8° for PMM test conditions. In addition, harmonic amplitudes of forces and moment data from dynamic tests are used to determine hydrodynamic derivatives for all three wind conditions following a mathematical model. The effect of wind on hydrodynamic derivatives is significant with changes on the order of 10–100%.