21 Greatest & Most Famous Singers Like Sammy Davis Jr.

Sammy Davis Jr. was a true renaissance man of entertainment, captivating audiences with his unparalleled talent in music, dance, acting, and comedy.

His ability to seamlessly blend jazz, pop, and show tunes, combined with his magnetic stage presence, made him one of the most iconic performers of the 20th century. Singers like Davis embody similar traits of versatility and charm, crafting timeless performances that transcend generations.

This article explores artists who share Davis’s blend of vocal excellence, charisma, and cultural impact, celebrating the enduring legacy of this extraordinary style of artistry.

21 Most Popular Singers Similar to Sammy Davis Jr. That You Need to Hear

These artists, like Sammy Davis Jr., were known for their incredible vocal talent, stage presence, and ability to cross genres, appealing to diverse audiences worldwide.

Here’s a list of 21 singers with similar charisma, versatility, and timeless appeal as Sammy Davis Jr.:

#1 Frank Sinatra

Frank Sinatra, the “Chairman of the Board,” was one of the most influential and celebrated singers of the 20th century. Known for his smooth baritone voice and impeccable phrasing, Sinatra rose to fame in the 1940s with hits like “New York, New York” and “Fly Me to the Moon.” His ability to convey deep emotion through song made him a master interpreter of lyrics, earning him countless fans and critical acclaim. Sinatra’s charisma extended beyond music, as he became a successful actor, winning an Academy Award for his role in From Here to Eternity.

A founding member of the Rat Pack, alongside Sammy Davis Jr., Sinatra’s larger-than-life persona cemented his status as a cultural icon. His career spanned six decades, leaving an indelible mark on jazz, swing, and traditional pop.

#2 Dean Martin

Dean Martin, often called the “King of Cool,” was known for his velvety voice and effortless charm. Rising to fame as a member of the comedic duo Martin and Lewis, Martin later achieved solo success with hits like “That’s Amore” and “Everybody Loves Somebody.” His laid-back vocal style and engaging stage presence made him a favorite among audiences worldwide. Beyond music, Martin had a thriving film and television career, starring in a variety of comedies and westerns, as well as hosting The Dean Martin Show.

As a core member of the Rat Pack, Martin shared the stage with Sammy Davis Jr. and Frank Sinatra, creating some of the most memorable performances of the era. His timeless appeal endures, as his music continues to resonate with fans of all generations.

#3 Nat King Cole

Nat King Cole, with his warm, velvety voice, was a trailblazer in American music and an icon of elegance and sophistication. Originally gaining fame as a jazz pianist with the Nat King Cole Trio, his smooth baritone soon propelled him to stardom with hits like “Unforgettable” and “Mona Lisa.” Cole’s ability to blend jazz and pop elements set him apart, making him one of the most versatile performers of his time.

In addition to his musical accomplishments, Cole broke barriers as the first African-American to host a national television show, The Nat King Cole Show. His legacy as a pioneer in music and television remains unparalleled, with his songs continuing to captivate audiences worldwide.

#4 Bobby Darin

Bobby Darin was a dynamic performer who excelled in pop, jazz, and rock ‘n’ roll, leaving an indelible mark on the music industry. Known for his versatility, Darin delivered iconic hits like “Mack the Knife,” which won him a Grammy, and the romantic “Beyond the Sea.” His ability to switch seamlessly between genres showcased his incredible talent and adaptability as a singer and performer.

Darin’s stage presence, full of energy and charisma, drew comparisons to Sammy Davis Jr., and he shared Davis’s knack for captivating audiences. In addition to his music, Darin pursued a successful acting career, earning an Academy Award nomination for his role in Captain Newman, M.D. His untimely death at the age of 37 cut short a brilliant career, but his influence endures.

#5 Louis Armstrong

Louis Armstrong, affectionately known as “Satchmo,” was a groundbreaking musician and vocalist whose influence transcended genres and generations. Renowned for his gravelly, charismatic voice, Armstrong delivered timeless hits like “What a Wonderful World” and “Hello, Dolly!” As a trumpeter, he revolutionized jazz with his virtuosic improvisation and distinctive style, becoming one of the first African-American performers to gain widespread popularity worldwide.

Armstrong’s warm personality and infectious joy made him a beloved figure, both on and off stage. His career, spanning over five decades, not only elevated jazz to new heights but also broke racial barriers in the entertainment industry. Armstrong’s contributions to music remain a cornerstone of American cultural history.

#6 Harry Belafonte

Harry Belafonte, known as the “King of Calypso,” brought Caribbean music into the mainstream with his vibrant voice and charismatic performances. His 1956 album Calypso, featuring hits like “Day-O (The Banana Boat Song),” was the first LP to sell over a million copies, marking a milestone in music history. Belafonte’s dynamic stage presence and ability to connect with audiences made him a global sensation.

In addition to his music career, Belafonte was a passionate activist, working alongside Dr. Martin Luther King Jr. and using his platform to advocate for civil rights and humanitarian causes. His combination of artistry and activism set him apart, solidifying his legacy as both a musical icon and a force for social change.

#7 Tony Bennett

Tony Bennett, celebrated for his timeless voice and elegant phrasing, is one of the most enduring crooners in music history. Rising to fame in the 1950s with hits like “Because of You” and “Rags to Riches,” Bennett’s ability to infuse jazz and traditional pop with warmth and emotion earned him critical acclaim. His signature song, “I Left My Heart in San Francisco,” solidified his status as a legend, showcasing his smooth baritone and impeccable delivery.

Bennett’s career has spanned over seven decades, with his collaborations with contemporary artists like Lady Gaga introducing his music to new generations. His dedication to his craft and his unwavering commitment to performing live have made him a beloved figure in American music.

#8 Ella Fitzgerald

Ella Fitzgerald, known as the “First Lady of Song,” possessed a voice of extraordinary clarity, range, and flexibility. Her scat-singing prowess and ability to interpret the Great American Songbook set her apart, earning her 14 Grammy Awards throughout her illustrious career. Songs like “Summertime” and “Dream a Little Dream of Me” showcased her unparalleled ability to convey both technical brilliance and emotional depth.

Fitzgerald’s collaborations with artists like Louis Armstrong and Duke Ellington further highlighted her versatility and influence in jazz and beyond. Her enduring legacy is not only as one of the greatest vocalists of all time but also as a symbol of grace, resilience, and innovation in music.

#9 Cab Calloway

Cab Calloway was a charismatic bandleader, singer, and entertainer whose exuberant performances made him a central figure in jazz and swing. Known for his scat singing and larger-than-life stage presence, Calloway’s hits like “Minnie the Moocher” brought a sense of fun and showmanship to jazz. His ability to blend humor and musicality made his performances unforgettable, earning him a devoted following during the Harlem Renaissance.

Calloway’s influence extended beyond music, as he appeared in films and became a cultural icon of his time. His pioneering efforts as a Black entertainer breaking barriers in the entertainment industry continue to inspire artists across genres, and his energetic style remains a hallmark of his legacy.

#10 Mel Tormé

Mel Tormé, affectionately called “The Velvet Fog,” was renowned for his velvety voice and sophisticated jazz stylings. A consummate musician, Tormé was not only a singer but also a composer, arranger, and drummer, with his talents shining in hits like “The Christmas Song” (co-written with Bob Wells) and “Blue Moon.” His smooth phrasing and natural ability to swing made him a standout among his peers.

Tormé’s career spanned decades, during which he collaborated with some of the greatest jazz musicians and performed at prestigious venues worldwide. His contributions to the jazz and pop standards canon have cemented his reputation as one of the most versatile and skilled vocalists of his time.

#11 Lena Horne

Lena Horne was a groundbreaking singer, actress, and civil rights activist whose sultry voice and stunning presence captivated audiences worldwide. Rising to fame with hits like “Stormy Weather,” Horne became a Hollywood sensation, breaking racial barriers as one of the first Black performers to appear in major motion pictures. Her jazz-infused renditions of standards showcased her unique ability to blend elegance and passion.

Beyond her music, Horne was a vocal advocate for civil rights, using her platform to challenge segregation and discrimination. Her contributions to both the arts and social justice have left a lasting impact, and she remains an enduring symbol of talent, beauty, and resilience.

#12 Sarah Vaughan

Sarah Vaughan, often referred to as “The Divine One,” was celebrated for her rich, operatic voice and extraordinary vocal control. Her ability to interpret jazz standards and ballads with a mix of technical precision and deep emotion made her a standout in the jazz world. Songs like “Misty” and “Broken-Hearted Melody” highlight her extraordinary phrasing and dynamic range.

Vaughan’s career, which spanned over four decades, saw her collaborate with jazz legends like Dizzy Gillespie and Count Basie. Her influence on jazz vocals is immeasurable, with her innovative techniques inspiring countless singers. Vaughan’s unparalleled artistry and captivating performances have earned her a permanent place among the greatest vocalists of all time.

#13 Peggy Lee

Peggy Lee was a multifaceted talent, known for her smoky voice and sophisticated interpretations of jazz and pop standards. Rising to fame with Benny Goodman’s orchestra, Lee went on to enjoy a successful solo career with hits like “Fever” and “Is That All There Is?” Her ability to convey subtlety and emotion through her understated vocal style made her a master of nuance in music.

Beyond her singing, Lee was an accomplished songwriter and actress, contributing to the soundtrack of Disney’s Lady and the Tramp. Her influence extended far beyond her era, with her style continuing to inspire vocalists across genres. Peggy Lee’s legacy as a trailblazer in music and performance remains unmatched.

#14 Johnny Mathis

Johnny Mathis is one of the most enduring voices in music, known for his romantic ballads and rich, expressive voice. With timeless hits like “Chances Are” and “Misty,” Mathis became synonymous with love songs, earning him a devoted fan base that spans generations. His impeccable phrasing and ability to evoke emotion have made him a master of the Great American Songbook and pop standards.

Mathis’s career, which has spanned over six decades, is marked by his consistency and dedication to his craft. His soothing vocal style and ability to adapt to changing musical trends have solidified his place as one of the greatest vocalists in history, with a legacy of over 350 million records sold worldwide.

#15 Billy Eckstine

Billy Eckstine, known for his smooth baritone voice and sophisticated style, was a pioneering figure in jazz and pop music. Rising to fame as the leader of a big band that featured future jazz legends like Dizzy Gillespie and Charlie Parker, Eckstine quickly established himself as a standout vocalist with hits like “Cottage for Sale” and “I Apologize.” His impeccable phrasing and emotional depth made him a favorite among fans of romantic ballads and swing.

Eckstine’s debonair image and crossover appeal helped break racial barriers in the music industry during the 1940s and 50s. His influence extended to both jazz and pop, and his contributions to the evolution of vocal music remain highly regarded.

#16 Eartha Kitt

Eartha Kitt was a dynamic singer, actress, and performer whose sultry voice and magnetic stage presence captivated audiences worldwide. Known for her playful and provocative style, Kitt delivered memorable hits like “Santa Baby” and “C’est Si Bon,” blending jazz, cabaret, and pop influences. Her ability to infuse humor and sensuality into her performances set her apart from her contemporaries.

Kitt’s career extended beyond music, as she became a celebrated actress and activist, using her platform to speak out on social and political issues. Her fearlessness, both on and off stage, made her an icon of empowerment and individuality, and her unique style continues to inspire artists across genres.

#17 Dinah Washington

Dinah Washington, the “Queen of the Blues,” was a vocal powerhouse known for her ability to navigate jazz, blues, and pop with equal brilliance. Her hits like “What a Diff’rence a Day Makes” showcased her extraordinary vocal control and emotional delivery, earning her widespread acclaim and a Grammy Award. Washington’s voice, filled with passion and precision, was perfectly suited for the heartfelt lyrics she often sang.

Despite her relatively short career, Washington’s impact on music was profound, as she influenced generations of singers with her versatility and technical mastery. Her legacy as one of the greatest vocalists of the 20th century remains firmly intact, celebrated for her unique blend of sophistication and soul.

#18 Sam Cooke

Sam Cooke, often called the “King of Soul,” was a trailblazer in music whose smooth voice and heartfelt lyrics redefined the boundaries of R&B and pop. With iconic hits like “You Send Me,” “A Change Is Gonna Come,” and “Twistin’ the Night Away,” Cooke brought a sense of elegance and emotion to every performance. His ability to blend gospel roots with mainstream appeal made him a revolutionary figure in music.

Beyond his vocal talent, Cooke was a pioneer in the business side of music, owning his own publishing rights and advocating for artist control. His untimely death in 1964 cut short a career filled with groundbreaking achievements, but his influence continues to shape modern music.

#19 Ray Charles

Ray Charles, the “Genius of Soul,” was a visionary artist who fused gospel, blues, and jazz to create a unique and timeless sound. Hits like “Georgia on My Mind,” “Hit the Road Jack,” and “I Got a Woman” showcased his raspy voice and incredible ability to convey raw emotion. Charles’s innovative approach to music helped lay the foundation for soul and R&B, earning him legendary status.

Despite being blind from a young age, Charles’s talent and determination broke barriers in the music industry. His influence extended far beyond his genre, with his pioneering spirit inspiring countless artists across rock, pop, and soul. Charles remains one of the most iconic figures in American music history.

#20 Duke Ellington

Duke Ellington was not only a legendary composer and bandleader but also a captivating vocalist whose rich baritone added depth to his performances. While best known for his compositions like “It Don’t Mean a Thing (If It Ain’t Got That Swing)” and “Mood Indigo,” Ellington’s vocal contributions added charm and personality to his already masterful works. His ability to seamlessly blend jazz, blues, and classical influences made him one of the most innovative musicians of his time.

Ellington’s influence on American music is immeasurable, as he elevated jazz to an art form and brought it to prestigious concert halls worldwide. His legacy as a vocalist and a musical pioneer continues to be celebrated across generations.

#21 Bing Crosby

Bing Crosby was one of the most influential and versatile singers of the 20th century, known for his warm baritone voice and relaxed, conversational singing style. With timeless classics like “White Christmas,” “Swinging on a Star,” and “Pennies from Heaven,” Crosby became a symbol of American music during the mid-20th century. His innovations in microphone technique and recording technology set new standards for vocal performance.

Crosby’s career extended beyond music, as he became a major film star and an Academy Award-winning actor. His ability to connect with audiences through both his voice and his screen presence made him a beloved figure in entertainment, and his influence continues to resonate in modern music.

Frequently Asked Questions

What made Sammy Davis Jr. unique among his contemporaries?

Sammy Davis Jr. was a multi-talented entertainer who excelled in singing, acting, dancing, and comedy, making him a one-of-a-kind performer. His versatility and charisma set him apart, and he broke racial barriers in entertainment during a time of segregation.

Who are some singers with a similar style to Sammy Davis Jr.?

Singers like Frank Sinatra, Nat King Cole, and Tony Bennett share Sammy Davis Jr.’s ability to blend jazz, swing, and traditional pop with dynamic stage presence. Their shared commitment to emotional storytelling through song aligns them with Davis’s timeless appeal.

How did Sammy Davis Jr. influence music and entertainment?

Sammy Davis Jr. influenced music by combining technical vocal skill with deep emotional connection, while his performances paved the way for integration in show business. His legacy continues to inspire artists across genres to embrace versatility and individuality.

What traits do singers like Sammy Davis Jr. have in common?

Singers like Sammy Davis Jr. typically possess extraordinary vocal talent, stage charisma, and the ability to cross genres effortlessly. They often share a deep connection with their audiences through heartfelt performances and dynamic versatility.