21 Greatest Singers Like Tony Bennett of All Time (Must Hear)

singers-like-tony-bennettTony Bennett is a master of traditional pop and jazz, celebrated for his timeless voice and deep connection to the Great American Songbook.

His ability to convey heartfelt emotion and his unwavering commitment to classic music have made him a global icon.

This article explores the careers of singers who share Bennett’s passion for jazz and traditional pop, showcasing their contributions to keeping this elegant style of music alive for generations.

21 Most Famous Singers Similar to Tony Bennett That You Should Know

These singers share Tony Bennett’s dedication to the Great American Songbook, impeccable phrasing, and ability to bring timeless jazz and traditional pop standards to life.

Here’s a list of 21 singers like Tony Bennett, celebrated for their smooth vocals, jazz standards, and contributions to timeless traditional pop music:

#1 Frank Sinatra

Frank Sinatra, known as “Ol’ Blue Eyes,” was a defining voice in traditional pop and jazz music. With his velvety baritone and impeccable phrasing, Sinatra elevated standards like “My Way,” “New York, New York,” and “Fly Me to the Moon” into timeless classics. His ability to connect emotionally with his audience redefined crooning, making him a cultural icon.

Beyond his music, Sinatra enjoyed a successful acting career, winning an Academy Award for From Here to Eternity. His charisma, artistry, and commitment to the Great American Songbook inspired singers like Tony Bennett and continue to shape the world of music.

#2 Nat King Cole

Nat King Cole’s velvety voice and sophisticated delivery made him one of the most beloved vocalists in music history. Known for hits like “Unforgettable,” “Mona Lisa,” and “The Christmas Song,” Cole seamlessly blended jazz and pop, creating a sound that was both elegant and emotionally resonant. His skill as a pianist and vocalist set a high standard for traditional pop.

Cole also broke racial barriers as the first African-American to host a national television show. His ability to convey universal emotions through music has inspired generations of artists, including Tony Bennett, who admired his artistry and poise.

#3 Dean Martin

Dean Martin, “The King of Cool,” was a master of charm, combining smooth vocals with a laid-back style that captivated audiences. His hits like “That’s Amore” and “Everybody Loves Somebody” showcased his romantic and playful approach to music. Martin’s ability to balance humor and sincerity made him a favorite of the Rat Pack era.

In addition to his music career, Martin found success as an actor and television host, bringing his charisma to the screen. His effortless style and dedication to traditional pop standards have left a lasting influence on singers like Tony Bennett.

#4 Mel Tormé

Mel Tormé, affectionately known as “The Velvet Fog,” was a jazz vocalist celebrated for his smooth, soulful voice and impeccable musicianship. His performances of songs like “Blue Moon” and his co-written classic “The Christmas Song” highlight his technical brilliance and emotional depth. Tormé’s ability to blend jazz and pop made him a standout among his peers.

In addition to singing, Tormé was a gifted composer, arranger, and instrumentalist, known for his dedication to jazz innovation. His artistic versatility and commitment to excellence align closely with Tony Bennett’s approach to the Great American Songbook.

#5 Bobby Darin

Bobby Darin was a versatile performer who excelled across genres, from jazz and swing to pop and rock ‘n’ roll. Hits like “Mack the Knife” and “Beyond the Sea” showcased his dynamic stage presence and smooth vocal delivery. Darin’s ability to adapt his style to different musical trends made him a trailblazer in the industry.

Darin also had a successful acting career, earning critical acclaim for roles in films like Captain Newman, M.D. Despite his untimely death, his legacy as a charismatic and multifaceted artist continues to inspire crooners like Tony Bennett.

#6 Perry Como

Perry Como was one of the most beloved crooners of the mid-20th century, known for his soothing baritone voice and relaxed delivery. Songs like “Catch a Falling Star” and “Magic Moments” highlighted his ability to bring warmth and sincerity to every performance. Como’s music provided comfort and joy to millions of listeners worldwide.

In addition to his recordings, Como hosted several successful television shows, showcasing his charm and approachability. His commitment to timeless standards and heartfelt music made him a natural influence on Tony Bennett’s career and the broader world of traditional pop.

#7 Vic Damone

Vic Damone was renowned for his smooth baritone voice and romantic interpretations of timeless ballads. Songs like “On the Street Where You Live” and “An Affair to Remember” showcased his ability to convey heartfelt emotion with technical precision. Damone’s elegant delivery and impeccable phrasing earned him comparisons to icons like Frank Sinatra and Tony Bennett.

Throughout his career, Damone performed on prestigious stages worldwide, captivating audiences with his effortless charm. His dedication to traditional pop music and his ability to make every song sound personal left a lasting impact on the crooning tradition.

#8 Johnny Mathis

Johnny Mathis, often called “The Voice of Romance,” has enchanted listeners with his velvety vocals and timeless ballads. Hits like “Chances Are” and “Misty” highlight his ability to blend pop, jazz, and soul into a distinctive sound. Mathis’s interpretations of love songs have made him one of the best-selling artists of all time.

His career spans over six decades, during which he has remained a prominent figure in music. Mathis’s dedication to the emotional storytelling of traditional pop aligns closely with Tony Bennett’s approach to timeless classics.

#9 Andy Williams

Andy Williams was a beloved crooner whose warm tenor voice and romantic ballads made him a household name. Songs like “Moon River” and “Can’t Get Used to Losing You” epitomized his ability to connect with audiences through sincerity and charm. His soothing delivery made his music a symbol of love and nostalgia.

Williams also gained fame as a television host, bringing his music to millions through The Andy Williams Show. His dedication to timeless standards and heartfelt performances placed him among the greats, inspiring artists like Tony Bennett.

#10 Jack Jones

Jack Jones is a two-time Grammy winner known for his sophisticated approach to jazz and traditional pop. Songs like “Wives and Lovers” and “The Impossible Dream” showcase his rich baritone voice and emotional depth. Jones’s ability to bring elegance and authenticity to every performance has earned him a devoted following.

He has performed on prestigious stages around the world, cementing his place among the finest crooners of his generation. His dedication to the Great American Songbook and timeless ballads reflects Tony Bennett’s lifelong commitment to preserving classic music.

#11 Matt Monro

Matt Monro, often called “The Man with the Golden Voice,” was a British crooner celebrated for his smooth delivery and emotional performances. Hits like “Born Free” and “Portrait of My Love” highlight his ability to convey deep sentiment through his music. Monro’s recordings have a timeless quality that resonates with audiences across generations.

His collaborations with leading composers and his success on the international stage made him a significant figure in traditional pop. Monro’s commitment to quality and heartfelt music makes him a natural contemporary of Tony Bennett.

#12 Harry Connick Jr.

Harry Connick Jr. is a modern-day crooner whose rich voice and jazz piano skills have made him a standout among contemporary traditional pop artists. Known for songs like “It Had to Be You” and “We Are in Love,” Connick’s blend of jazz and pop sensibilities evokes the charm of Tony Bennett’s style. His interpretations of the Great American Songbook have brought timeless music to younger generations.

Connick’s versatility extends to acting, with notable roles in films like Hope Floats and Dolphin Tale. His ability to honor classic music while adding his unique flair aligns him closely with Bennett’s legacy.

#13 Michael Bublé

Michael Bublé has revitalized jazz standards and traditional pop for modern audiences with his smooth vocals and engaging performances. Songs like “Feeling Good” and “Haven’t Met You Yet” showcase his ability to blend nostalgia with contemporary charm. Bublé’s charismatic stage presence and heartfelt interpretations make him a natural successor to artists like Tony Bennett.

Beyond his music, Bublé is known for his charismatic live performances, where he combines humor, storytelling, and timeless songs. His dedication to keeping the crooner tradition alive has earned him a place among the greats of his genre.

#14 Fred Astaire

Fred Astaire, though best known for his legendary dance routines, was also a gifted vocalist with a smooth, understated style. Songs like “Cheek to Cheek” and “The Way You Look Tonight” highlighted his ability to convey elegance and charm through music. Astaire’s sophisticated delivery made his recordings a perfect complement to his on-screen persona.

His contributions to Hollywood musicals and his collaborations with iconic composers ensured his legacy as a multifaceted entertainer. Astaire’s timeless approach to music and performance connects him to the tradition upheld by Tony Bennett and other classic crooners.

#15 Sammy Davis Jr.

Sammy Davis Jr. was a multi-talented entertainer celebrated for his singing, acting, dancing, and comedic brilliance. Known for songs like “Mr. Bojangles” and “The Candy Man,” Davis brought vibrancy and emotional depth to his music. His ability to blend jazz, pop, and show tunes made him a dynamic figure in mid-20th-century entertainment.

As a member of the Rat Pack, Davis became a cultural icon, breaking barriers for African-American performers in Hollywood and Las Vegas. His unmatched charisma, stage presence, and dedication to his craft left an enduring legacy, making him a significant influence on artists like Tony Bennett.

#16 Steve Lawrence

Steve Lawrence, a renowned crooner, captivated audiences with his smooth voice and heartfelt interpretations of traditional pop and jazz standards. Songs like “Go Away Little Girl” and “Portrait of My Love” showcased his ability to infuse emotion and sophistication into every performance. His collaborations with his wife, Eydie Gormé, further solidified his place in music history.

Lawrence’s career included numerous television appearances and live performances that highlighted his timeless appeal. His commitment to preserving the elegance of classic music echoes the passion that defined Tony Bennett’s storied career.

#17 Paul Anka

Paul Anka is a legendary singer-songwriter whose contributions to music span decades. With hits like “Diana” and “Put Your Head on My Shoulder,” Anka’s smooth voice and romantic lyrics resonated deeply with listeners. He also wrote iconic songs for other artists, including “My Way,” famously performed by Frank Sinatra.

Anka’s adaptability has allowed him to remain relevant, collaborating with contemporary artists while staying true to the traditional pop genre. His ability to craft timeless music and connect with audiences mirrors the artistry and dedication of Tony Bennett.

#18 Jamie Cullum

Jamie Cullum is a British singer, songwriter, and pianist who has revitalized jazz for contemporary audiences. Known for songs like “These Are the Days” and “What a Difference a Day Made,” Cullum combines his jazz roots with modern pop sensibilities. His vibrant performances and innovative arrangements have made him a standout among today’s crooners.

Cullum’s dedication to interpreting and reimagining classic standards aligns him with the legacy of Tony Bennett. His ability to blend traditional and modern styles ensures that timeless music continues to thrive for new generations.

#19 Michael Bublé

Michael Bublé is a modern crooner who has brought jazz standards and traditional pop back into the mainstream. With songs like “Haven’t Met You Yet” and renditions of classics like “Feeling Good,” Bublé’s smooth vocals and engaging performances evoke the charm of earlier crooners. His ability to connect emotionally with audiences has earned him global acclaim.

Bublé’s charismatic stage presence and commitment to timeless melodies make him a natural successor to artists like Tony Bennett. His passion for preserving and reinterpreting the Great American Songbook has solidified his place in the lineage of classic vocalists.

#20 Peter Cincotti

Peter Cincotti is a jazz pianist and singer known for his sophisticated style and blend of traditional and contemporary music. His albums, including On the Moon, showcase his talent for reimagining standards like “Sway” while crafting original works. Cincotti’s smooth voice and refined delivery have earned him comparisons to iconic crooners.

His fusion of jazz and pop influences reflects a modern take on the timeless traditions championed by Tony Bennett. Cincotti’s dedication to preserving the elegance of classic music ensures his continued relevance in the world of traditional pop.

#21 Engelbert Humperdinck

Engelbert Humperdinck is a celebrated British crooner known for his romantic ballads and rich, emotive voice. Hits like “Release Me” and “The Last Waltz” cemented his place as one of the greats in traditional pop. His dramatic delivery and heartfelt performances resonated with audiences around the world.

Humperdinck’s career, spanning over five decades, has been defined by his commitment to love songs and timeless melodies. His ability to connect with audiences on an emotional level aligns closely with the artistry of Tony Bennett, ensuring his enduring legacy.

Frequently Asked Questions

What makes Tony Bennett’s style unique among crooners?

Tony Bennett’s ability to blend jazz and traditional pop with heartfelt emotion and impeccable phrasing set him apart. His dedication to the Great American Songbook has solidified his status as a timeless artist.

Who are some singers similar to Tony Bennett?

Artists like Frank Sinatra, Nat King Cole, and Michael Bublé share Tony Bennett’s dedication to jazz standards and classic pop. They bring the same sophistication and emotional depth to their performances.

Why are crooners like Tony Bennett still beloved today?

Crooners like Tony Bennett resonate because their music transcends time, blending universal themes with timeless melodies. Their artistry preserves the elegance and charm of traditional pop for modern audiences.

Are there modern artists influenced by Tony Bennett?

Yes, singers like Michael Bublé, Harry Connick Jr., and Jamie Cullum draw inspiration from Tony Bennett’s style. They bring a contemporary edge to the crooner tradition, keeping it relevant and fresh.

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