10 most popular Frank Sinatra karaoke songs
One of the most popular entertainers of the twentieth century, Frank Sinatra transcended genres and decades, entertaining generations of audiences with his one-of-a-kind voice and classically sharp take on the great American songbook—making him a great choice for killer karaoke (Literally! Learn about the My Way Killings here).
At Singa, we collect data from all of our global listeners to find out which Frank Sinatra song is the most popular. How many of your faves can you find on our list?
The top 10 Frank Sinatra karaoke songs:
1. My Way
Probably the most controversial karaoke song of all time, Sinatra’s version of “My Way” has a tragic past and a touchy present, depending on where you’re singing it. However, it’s undeniably a classic. Frank is at peak performance here, with those solid gold vocals swooping and soaring to the track’s ultimate crescendo.
2. Fly Me To The Moon
This timeless classic oozes elegance, romance, and charm. Written in 1954, "Fly Me to the Moon" became one of Sinatra's signature tunes and is often considered one of his greatest hits. With its dreamy lyrics about running off with a loved one, accompanied by lush orchestration and Sinatra's smooth vocals, the song captures the essence of love and longing.
Sing Fly Me To The Moon karaoke here.
3. New York, New York
With its iconic opening line, "Start spreading the news, I'm leaving today..." this classic song speaks to the excitement and ambition of chasing dreams in the Big Apple—a place where anything is possible and dreams can come true. Sinatra's smooth vocals combined with the upbeat tempo of the music create a sense of optimism and adventure that has resonated with listeners for decades.
Sing New York, New York karaoke here.
4. That’s Life
Capturing the essence of the ups and downs of everyday life, this jazzy standard from Sinatra's 1966 album of the same name is one of his biggest hits. Frank's iconic voice adds a timeless quality to the song; while soaring horns and vibrant orchestration complement one another to create a powerful and uplifting anthem that resonates with listeners of all generations.
Sing That’s Life karaoke here.
5. Something Stupid
One of Frank’s many duets, “Something Stupid” is a back-and-forth with his daughter, Nancy Sinatra. Released in 1967, it quickly became a huge hit thanks to the catchy lyrics about falling in love and all the silly decisions that come with it. The smooth harmonies and jazzy arrangement capture the essence of a lighthearted romance, creating an infectious tune that has stood the test of time. "Something Stupid" is a perfect blend of nostalgia and fun, which makes it a must for karaoke.
Sing Something Stupid karaoke here.
6. Strangers In The Night
Another classic, this 1966 hit tells the story of two strangers who meet under the cover of darkness and share a brief, passionate encounter. The song captures the excitement and intrigue of a chance meeting with someone new, while Sinatra's smooth vocals croon about the thrill of unexpected love. The iconic melody and romantic lyrics make this tune a timeless favorite for a romantic rendezvous, late-night dances, or karaoke.
Sing Strangers In The Night karaoke here.
7. Have Yourself a Merry Little Christmas
If you find yourself karaoke-ing during the holidays, is there a better carol to try than this classic? Although a Judy Garland standard, Frank does his best to draw listeners into the Christmas spirit with his stirring take on this yuletide gem.
Sing Have Yourself a Merry Little Christmas karaoke here.
8. I’ve Got You Under My Skin
Who hasn’t been in love? Originally written by Cole Porter in 1936, Sinatra’s rendition became one of his signature songs and a beloved classic outright. Chronicling an intense longing and desire for a lover, despite knowing that they may not be good for him, “I’ve Got You Under My Skin” showcases Sinatra's smooth vocals and bandleader Nelson Riddle's bubbly arrangements.
Sing I’ve Got You Under My Skin karaoke here.
9. Come Fly With Me
"Come Fly with Me" and its catchy melody are one of the most recognizable Frank Sinatra songs. The lyrics are about a wanderlust's dream: traveling to exotic destinations and experiencing new cultures, without sounding too corny. The orchestral arrangement adds an element of grandeur to the song, creating a feeling of being swept up in a whirlwind of excitement and possibility.
Sing Come Fly With Me karaoke here.
10. White Christmas
Frank's rendition of the classic holiday tune, "White Christmas," is smooth and nostalgic, owing to his velvety vocals that glide effortlessly over the song's rich melody. Typically lush orchestration perfectly complements the voice, while the track evokes the usual warm and tingly feelings that come from crooning around the holidays.
Sing White Christmas karaoke here.
There you have it! The 10 most popular Frank Sinatra songs to try at karaoke. If you’re thinking of hosting a karaoke night at home (or just love singing on your own), the Singa app easily connects to your TV, mobile, or tablet, so that you can get the party started in any room.