An observational and modeling study of a bora event that occurred during the field phase of the Mesoscale Alpine Programme is presented. Research aircraft in-situ measurements and airborne remote-sensing observations indicate the presence of strong low-level wave breaking and alternating surface wakes and jets along the Croatian coastline over the Adriatic Sea. The observed features are well captured by a high-resolution COAMPS simulation. Analysis of the observations and modeling results indicate that the long-extending wakes above the boundary layer are induced by dissipation associated with the low-level wave breaking, which locally tends to accelerate the boundary layer flow beneath the breaking. Farther downstream of the high peaks, a hydraulic jump occurs in the boundary layer, which creates surface wakes. Downstream of lower-terrain (passes), the boundary layer flow stays strong, resembling supercritical flow.