A Definitive Guide to songs in Sinatra the Musical

Published on 22 May 2026

Last updated on 27 May 2026

Summary

  • Sinatra: The Musical looks back at the career of Frank Sinatra and his most iconic songs

  • The musical includes some of Sinatra’s greatest hits like ‘Come Fly With Me,’ ‘That’s Life,’ ‘My Way,’ ‘You Make Me Feel So Young,’ ‘Fly Me To The Moon,’ and ‘New York, New York’

  • Sinatra: The Musical will be taking over the Aldwych Theatre from 3 June 2026.

Old blue eyes is back in town, following a critically acclaimed run, Sinatra: The Musical is taking over the Aldwych Theatre from Summer until April 2027. See the unexpected rise to stardom on stage, from an unknown 27-year-old Italian American with a voice, to the suave womaniser superstar the tabloids painted him to be.

During his career, Sinatra transformed the style of pop music, and became the blueprint of the celebrity as we know it today, and this is why his legacy lives on as well as the unforgettable songs we still hear today. Here’s your guide on the songs you will most definitely recognise from Sinatra: The Musical, and where you might have heard them before. 

Joel Harper-Jackson as Frank Sinatra, wearing a suit and hat. To his left is Ana Villafañe as Ava Gardner and to his right Phoebe Panaretos as Nancy Sinatra.
Joel Harper-Jackson as Frank Sinatra, wearing a suit and hat. To his left is Ana Villafañe as Ava Gardner and to his right Phoebe Panaretos as Nancy Sinatra.
Joel Harper-Jackson as Frank Sinatra, wearing a suit and hat. To his left is Ana Villafañe as Ava Gardner and to his right Phoebe Panaretos as Nancy Sinatra.
Joel Harper-Jackson as Frank Sinatra, wearing a suit and hat. To his left is Ana Villafañe as Ava Gardner and to his right Phoebe Panaretos as Nancy Sinatra.

That’s Life

The devastating but true anthem when things kick you down all you can say is, ‘That’s Life.’ Another classic that has lived many lives and sung by other legends including Aretha Franklin, Shirley Bassey, James Brown, Van Morrison, Lady Gaga and Michael Bublé.

Fly Me To the Moon

The anthem of Jazz, ‘Fly Me To The Moon’ had been recorded more than 100 times before Sinatra covered the song in 1964 on his album It Might as Well Be Swing. His rendition became closely associated with the 1960s Apollo missions to the Moon. It is said that astronauts carried a recording of the track on portable cassette players. 

New York, New York

Where haven’t you heard this song?! This song is the theme song from the Martin Scorsese musical film, New York, New York (1977). This was first performed by musical theatre legend Liza Minnelli, daughter of Judy Garland. Two years later, Sinatra covered the song. 

You Make Me Feel So Young

One of Sinatra’s favourites, 'You Make Me Feel So Young,’ has been heard in countless films including the 1997 comedy Picture Perfect, and the romantic montage in Elf (2003) starring Will Ferrell and Zooey Deschanel. 

Come Fly With Me

Come Fly With Me was released in 1958 as the title track of Frank Sinatra’s album of the same name. Surprisingly, it wasn’t a chart-topping single on release, but it quickly became one of Sinatra’s signature songs and a defining piece of his live repertoire.  Over time, it’s become strongly associated with the “jet-set” glamour of the era, capturing the optimism of early commercial air travel and Sinatra’s own globe-trotting image.

My Way

‘My Way,’ a song about self-determination and individualism, but with no regrets. This song is actually an adaptation of a French song, ‘Comme d’habitude,’ with the English lyrics written by musical legend, Paul Anka. The song was also revived by Elvis Presley in 1977, the year Presley died, a powerful ballad to say goodbye when the end is near. 

The Way You Look Tonight

The song ‘The Way You Look Tonight’ was first performed by Fred Astaire in the 1936 musical comedy film Swing Time. It was only a matter of time before Sinatra jumped on the bandwagon in 1964. The song has lived many lives, seeing Ella Fitzgerald, Tony Bennett, Rod Stewart and Phil Collins all releasing their own versions of the song. 

Book Sinatra: The Musical Tickets

Experience these timeless songs through Sinatra’s story on stage, performed by Joel Harper-Jackson. See Sinatra: The Musical at the Aldwych Theatre