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My Favorite Frank Sinatra Tunes

  • Jan 15, 2011
The music of "The Chairman of the Board" Frank Sinatra is timeless, For nearly four decades Sinatra's music was a fixture on Billboard' Top Pop Singles and Albums charts. Forget the singles....it has been estimated that Ol' Blue Eyes has sold in excess of 150 million albums worldwide. You can still hear his music everywhere....on the radio, in commercials, at the local high school show and in the background on countless TV shows and movies. His music is part of the fabric of America. Sinatra made so many great recordings that is it rally hard to pick a list of favorites but here goes. The songs on my list range from his earliest recordings at Columbia in the early 1940's until his last big hit in 1980. I hope you enjoy it.
Young At Heart
A timeless classic. Trust me this tune becomes more and more meaningful as you grow older.
Strangers In The Night
Right in the middle of the 1960s there was Sinatra at the top of the charts once again.
Saturday Night (Is The Loneliest Night Of The Week)
When you take the time to go back and listen to Sinatra's earlier work you will uncover gems like this.
The Lady Is A Tramp
The definitive version of this tune. Nobody does it better!
Theme From
Frank's last big hit in 1980 has become a cultural icon.
High Hopes
This uplifting tune from the motion picture "A Hole In The Head" starring Sinatra features Frank performing with a bunch of youngsters. Unforgettable and this tune won the Oscar for Best Song in 1959.
There Used To Be A Ballpark
Sinatra tried retirement in the early 1970s but found that he missed recording and performing. This tune was from his 1973 comeback album "Ol' Blue Eyes Is Back". The first time I heard it was in the background of a story on the CBS Evening News about the demolition of the Reds old ballpark Crosley Field. Being a huge baseball fan this one always manages to bring a tear to my eye.
Somethin' Stupid
Long before the technology existed to have deceased father and daughter (Nat King Cole and Natalie Cole) appear on the same recording Frank Sinatra and his daughter Nancy had a #1 hit with this tune in 1967.
All The Way
Ol' Blue Eyes at the absolute peak of his career. The year was 1957. Terrific stuff!
Fly Me To The Moon
Sinatra recorded an album with Count Basie in 1964. Check this one out and here two legends at work.
Five Minutes More
From his days at Columbia this one topped the charts back in 1946.
That's Life
Yet another Top Ten single from the mid 1960s. This one sounds every bit as good today as it did more than 40 years ago.
Love And Marriage
Youngr folks will immediately recognize this as the theme song from the Fox TV series "Married....with Children." But long before that TV show appeared this was a huge hit for Frank in 1955.
I've Got You Under My Skin
The Four Seasons had a hit with this tune in the mid 1960's but Sinatra's 1956 version remains the definitive recording of this number.
Although this one was never a big hit I think it was definitely among the top SInatra records of all-time.
Many have tried but no one ever has or probably ever will sing this tune better than Frank Sinatra. Paul Anka wrote this song specifically for Sinatra and the tune positively captures the essence of the man.
Another classic hit from Sinatra's time at Capitol Records in the 1950s. His work at Capitol is generally considered to be the best of his career.
I enjoy the music of the 1940's and this tune is one of my very favorites from that decade. The song was written by Johnny Mercer in 1944 and Sinatra had a Top Ten Hit with it just a year later. Good stuff!!
Send In The Clowns
Judy Collins' version in fine but personally I prefer Sinatra's recording just a wee bit more. From his 1973 comeback album "Ol' Blue Eyes Is Back".
Come Fly WIth Me
This was the title track of Frank's 1958 LP that sold millions.
It Was A Very Good Year
Frank was awarded a Grammy for "Best Pop Male Vocal" in 1966. A very haunting tune!
Three Coins In The Fountain
Theme from the 1954 motion picture of the same name.

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January 17, 2011
Fantastic playlist, Paul! :)
January 17, 2011
# 13 is my fave! nice going, Paul!!
January 17, 2011
What a wonderful list of timeless songs. "Fly Me To The Moon" has always been my favorite.
January 16, 2011
My daughter is a big Frank Sinatra fan. I am sharing this great list with her. Thanks, Paul.
About the list creator
Paul Tognetti ()
Ranked #2
I guess I would qualify as a frustrated writer. My work requires very little writing and so since 1999 I have been writing reviews on non-fiction books and anthology CD's on amazon.com. I never could … more
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