Frank Sinatra was one of the greatest musical icons of the 20th century. With his smooth vocals, impeccable phasing, and undeniable charm Sinatra revolutionised popular music and left an indelible mark on the world of entertainment. Sinatra released numerous albums throughout his long career so we decided to task ourselves with digging through his discography to pull out the top five albums, each representing a distinct era and highlighting his versatility as an artist.

In the Wee Small Hours (1955)
Released in 1955, "In the Wee Small Hours" is considered a landmark album in Frank Sinatra's career. Filled with melancholic ballads and introspective lyrics, it explores themes of lost love, heartache, and solitude. Sinatra's performances show trademark emotion and vulnerability, making it a deeply personal and intimate experience for the listener. Songs like "I Get Along Without You Very Well" and the titular track "In the Wee Small Hours of the Morning" exemplify Sinatra's unparalleled ability to convey emotion through audio. Powerful stuff.

Songs for Swingin' Lovers! (1956)
When we think Sinatra we think big band sound and there’s no better demonstration of that than this collaboration with arranger Nelson Riddle. Released during the peak of the swing era, expect up-tempo and vibrant tunes that perfectly encapsulate the spirit of the era. Absolute classics like "I've Got You Under My Skin" and "You Make Me Feel So Young" exhibit Sinatra's infectious energy, timing and charisma, it’s a truly irresistible blend of swing and pop.

Frank Sinatra Jazz Poster
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1947 photograph of Frank Sinatra attentively handcrafted into an elegant print by two Dalston-based designers with a passion for jazz. This cool poster is perfect as home decor or as a gift for a music lover.

Frank Sinatra Sings for Only the Lonely (1958)
If "In the Wee Small Hours" was Sinatra's melancholic masterpiece, then "Only the Lonely" solidified his status as the ultimate torch singer. This album is littered with heartfelt renditions like "One for My Baby (and One More for the Road)" and "Angel Eyes". The excellent orchestra, combined with Sinatra's unmatched interpretive skills, makes this album a timeless classic that has resonated with audiences for decades.

Sinatra at the Sands (1966)
"Sinatra at the Sands" perfectly captures the essence of Frank Sinatra's electrifying live performances and is certainly one of the coolest jazz albums of the 60s. We believe it's important not to avoid the live recordings just because of the sound quality; they provide a much more realistic listening experience and this album is no different. It's a thrilling showcase of Sinatra's on-stage charisma and smooth yet powerful vocals.

Watertown (1970)
"Watertown" represents a departure from Sinatra's traditional repertoire as he explores new musical territory. It is a concept album that tells the story of a man's life falling apart in a small town called Watertown. Sinatra's sensitive and nuanced performance, coupled with the poetic storytelling, makes this album a hidden gem in his discography. Tracks like "Elizabeth" and "She Says" highlight his ability to evoke empathy and reveal a rare introspective side to the legendary crooner.
Frank Sinatra's legacy as one of the greatest vocalists of all time is undeniable, and, unlike so many greats, his discography truly matches his brilliance. From melancholic reflections to irresistible swing, Sinatra's top five albums offer a captivating journey through his versatile artistry. Whether you're a longtime Sinatra fan or a newcomer to his music, these albums serve as a perfect starting point to appreciate the timeless brilliance of Frank Sinatra, the iconic voice of the 20th century.