Playlist: The Very Best of the Backstreet Boys is the second greatest hits album by American vocal group Backstreet Boys, released by Legacy Recordings as part of their Playlist series. This compilation includes songs from the group's first six studio albums, Backstreet Boys (1996), Backstreet's Back (1997), Millennium (1999), Black & Blue (2000), Never Gone (2005) and Unbreakable (2007), and the single "Drowning" from The Hits – Chapter One (2001).

^*sales figures based on certification alone
^{^}shipments figures based on certification alone