"Plain Sailing" is the debut solo single by English singer-songwriter Tracey Thorn.

The original version appeared on Thorn's first solo album A Distant Shore in 1982.

The re-recorded version of "Plain Sailing" was included on the Cherry Red Pillows & Prayers compilation album.

In June 2010, Thorn performed "Plain Sailing" live for the first time in nearly 30 years, during an appearance on the NPR programme World Cafe.

[1] In May 1984, George Michael stated that "Plain Sailing" was his favourite Tracey Thorn track during a review of the Eden album on the BBC2 programme, 8 Days a Week.