Sky Sailing is a acoustic musical project by Adam Young of Owl City. It is largely acoustic and recorded on piano and acoustic guitar.

Sky Sailing was started as Adam Young's first solo project in 2006, before he started performing and recording as Owl City in 2007, though he left the project in favor of Owl City. One album has been released by the project - An Airplane Carried Me to Bed which was released on July 13, 2010, and features some of the early recordings of Adam Young, before he toured as Owl City. Upon the release of An Airplane Carried Me to Bed, Adam Young described the collection of songs on the sky sailing website: