Smooth Sailing
- Jerry Hopper
- Jim Weatherly
- List of chocolate bar brands
- Lullabies of Birdland
- Maysa Leak
- Old Dominion (album)
- Smooth Sailin' (Leon Bridges song)
- Smooth Sailin' (Sonny Throckmorton song)
- Smooth Sailin' (T. G. Sheppard album)
- Smooth Sailin' (The Isley Brothers album)
- Smooth Sailing (Arnett Cobb album)
- Smooth Sailing (Rob Schneiderman album)
- Smooth Sailing (Teddy Edwards album)
- Smooth Sailing (song)
- Young Roscoe Philaphornia