| 1 | The Lady Is a Tramp | ♡ | 3:17 | Richard Rodgers / Lorenz Hart / Marion Evans | Tony Bennett / Lady Gaga |
| 2 | One for My Baby (And One More for the Road) | ♡ | 2:57 | Harold Arlen / Johnny Mercer / Marion Evans | Tony Bennett / John Mayer |
| 3 | Body and Soul | ♡ | 3:23 | Frank Eyton / Robert Sour / Edward Heyman / Johnny Green / Jorge Calandrelli | Tony Bennett / Amy Winehouse |
| 4 | Don’t Get Around Much Anymore | ♡ | 2:40 | Duke Ellington / Bob Russell / Marion Evans | Tony Bennett / Michael Bublé |
| 5 | Blue Velvet | ♡ | 4:35 | Bernie Wayne / Lee Morris / Jorge Calandrelli | Tony Bennett / k.d. lang |
| 6 | How Do You Keep the Music Playing | ♡ | 5:26 | Marilyn Bergman / Alan Bergman / Michel Legrand / Jorge Calandrelli | Tony Bennett / Aretha Franklin |
| 7 | The Girl I Love | ♡ | 3:53 | Ira Gershwin / George Gershwin / Jorge Calandrelli | Tony Bennett / Sheryl Crow |
| 8 | On the Sunny Side of the Street | ♡ | 2:57 | Dorothy Fields / Jimmy McHugh / Marion Evans | Tony Bennett / Willie Nelson |
| 9 | Who Can I Turn To (When Nobody Needs Me) | ♡ | 3:53 | Leslie Bricusse / Anthony Newley / Jorge Calandrelli | Tony Bennett / Queen Latifah |
| 10 | Speak Low | ♡ | 3:55 | Kurt Weill / Ogden Nash / Jorge Calandrelli | Tony Bennett / Norah Jones |
| 11 | This Is All I Ask | ♡ | 4:35 | Gordon Jenkins / Jorge Calandrelli | Tony Bennett / Josh Groban |
| 12 | Watch What Happens | ♡ | 2:10 | Michel Legrand / Jacques Demy / Marion Evans | Tony Bennett / Natalie Cole |
| 13 | Stranger in Paradise | ♡ | 5:00 | George Forrest / Alexander Borodin / Robert Wright / Jorge Calandrelli | Tony Bennett / Andrea Bocelli |
| 14 | The Way You Look Tonight | ♡ | 3:54 | Jerome Kern / Dorothy Fields / Jorge Calandrelli | Tony Bennett / Faith Hill |
| 15 | Yesterday I Heard the Rain | ♡ | 3:43 | Gene Lees / Armando Manzanero / Jorge Calandrelli | Tony Bennett / Alejandro Sanz / Arturo Sandoval |
| 16 | It Had to Be You | ♡ | 3:51 | Gus Kahn / Isham Jones / Jorge Calandrelli | Tony Bennett / Carrie Underwood |
| 17 | When Do the Bells Ring for Me | ♡ | 2:53 | Charles DeForest / Jorge Calandrelli | Tony Bennett / Mariah Carey |
