Smooth Sailing or Smooth Sailin' may refer to:
Albums Smooth Sailing (Arnett Cobb album) or the title song (see below), 1960 Smooth Sailing (Rob Schneiderman album) or the title track, 1990 Smooth Sailing (Teddy Edwards album), 2003 Smooth Sailing, by Maysa Leak, 2004 Smooth Sailin (The Isley Brothers album), 1987 Smooth Sailin (T. G. Sheppard album), 1980
Songs "Smooth Sailing" (Queens of the Stone Age song), by Queens of the Stone Age, 2013 "Smooth Sailing" (Ella Fitzgerald song), a 1951 song composed by Arnett Cobb and recorded by Ella Fitzgerald; from Lullabies of Birdland, 1956 "Smooth Sailing", by Old Dominion from Old Dominion (album), 2019 "Smooth Sailin (Leon Bridges song), 2015 "Smooth Sailin (Sonny Throckmorton song), 1980 "Smooth Sailin, by Jim Weatherly, 1979 "Smooth Sailin, by Roscoe from Young Roscoe Philaphornia, 2003
Other uses Smooth Sailing, a 1947 short film by Jerry Hopper Smooth Sailin', a chocolate bar brand