'Sinatra Singing at His Best' is a 2004 DVD release featuring some of Sinatra's best performances with a linking narration by Henry Stephens providing some context to the songs.
The release features the following songs:
- "I've Got the World on a String"
- "I've Got my Love to Keep Me Warm"
- "Ol' Man River" (footage from the film 'Till the Clouds Roll By')
- "Fly Me to the Moon" (with Count Basie)
- "Last Night When We Were Young"
- "I'll Never Smile Again" (with The High-Lows)
- "When You're Smiling the Whole World Smiles With You"
- "My Romance" (with June Hutton)
- "Hello, Young Lovers"
- "Oh, Look at me Now" (with Eileen Barton)
- "That Old Black Magic"
- "Talk To Me" (with Mitzi Gaynor)
- "It Had to be You" (featuring montage footage of Ava Gardner, Rita Hayworth, Shirley MacLaine, Gina Lollobrigida, Kim Novak, Eleanor Parker & other screen sirens)
- "Luck Be A Lady" (with Count Basie)
- "High Hopes" (begins with a brief clip from the film 'A Hole in the Head', followed by a performance with a children's choir)
- "Angel Eyes"
- A montage of images from his many films to close