The upper ocean boundary layer is an important but difficult to probe part of the ocean. A better understanding of small scale processes at the air-sea interface, including the vertical transfer of gases, heat, mass and momentum, are crucial to improving our understanding of the coupling between atmosphere and ocean. Also, this part of the ocean contains a significant part of the total biomass at all trophic levels and is therefore of great interest to researchers in a range of different fields. Innovative measurement plays a critical role in developing our understanding of the processes involved in the boundary layer, and the availability of low-cost, compact, digital signal processors and sonar technology in self-contained and cabled configurations has led to a number of exciting developments. This talk summarizes some recent explorations of this dynamic boundary layer using both active and passive acoustics. The resonant behavior of upper ocean bubbles combined with single and multi-frequency broad band active and passive devices are now giving us invaluable information on air-sea gas transfer, estimation of biological production, marine mammal behavior, wind speed and precipitation, surface and internal waves, turbulence, and acoustic communication in the surf zone.