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From the smoothest crooners to the wildest guitar gods, some music legends never truly fade away—they just wait for the world to catch up. Imagine your grandparents, hair slicked back or teased high, dropping the needle on a record that would change everything. These icons didn’t just soundtrack their youth; they shaped culture. Now, in a twist that surprises nobody paying attention, their sounds are spinning again in cafes, playlists, and TikToks everywhere. Why are these artists still so magnetic, and what’s pulling a whole new generation back under their spell? Get ready to see why old-school is suddenly the hottest trend of 2025.
Frank Sinatra – The Original Crooner
Frank Sinatra’s voice is like velvet draped over a glass of fine bourbon—smooth, warm, and timeless. Back in the day, Ol’ Blue Eyes was more than a singer; he was a phenomenon, filling rooms with an effortless charm and a wink that made fans swoon. His style—sharp suits, tilted fedoras, that sly smile—set the standard for cool. Today, you’ll hear Sinatra’s classics in lo-fi jazz playlists and at the hippest speakeasy bars, where nostalgia meets modern mood lighting. His sound fits perfectly with today’s craving for authenticity and a touch of glamor. It’s no wonder new listeners are discovering that, sometimes, old school just means better. Sinatra’s music is the ultimate backdrop for a slow dance, a late-night drive, or a quiet moment with a glass of something strong.
Elvis Presley – The King of Rock ‘n’ Roll
Few artists have ever matched the raw swagger and electrifying energy of Elvis Presley. In his prime, Elvis was a revolution in motion—those swiveling hips, his charismatic sneer, and a sound that blended gospel, country, and blues into something brand new. He broke barriers and hearts in equal measure. Fast forward to today, and The King is back at the top, thanks in part to Baz Luhrmann’s dazzling biopic and a tidal wave of TikToks reviving his unforgettable moves. Gen Z can’t get enough of Elvis’s rebellious spirit and unmistakable style, making him a permanent fixture in modern pop culture. His influence echoes in fashion, dance, and the way stars perform today—confident, a little bit dangerous, and always unforgettable.
Aretha Franklin – Queen of Soul
Aretha Franklin didn’t just sing; she roared, pouring every ounce of feeling into anthems that still give listeners goosebumps. Her voice could be tender or thunderous, but it always commanded respect. Songs like “Respect” and “(You Make Me Feel Like) A Natural Woman” became rallying cries for empowerment, freedom, and self-love. In 2025, these themes are more powerful than ever, making Aretha a go-to on playlists that celebrate strong voices and big emotions. Her music is the soundtrack for anyone who needs a reminder that they’re worth it—and who doesn’t need that sometimes? Aretha’s legacy is in every confident step taken to her beat, proving that real soul never goes out of style.
Johnny Cash – The Man in Black
Johnny Cash walked the line between darkness and hope like no one else. With a deep, gravelly voice and a heart full of gospel, folk, and country, he sang for the outsiders and the wounded. Cash’s songs told stories of pain, redemption, and rebellion, making him a symbol for anyone who’s ever felt like they didn’t quite fit in. In today’s over-produced music world, Cash’s raw honesty feels like a breath of fresh air. His stripped-down sound and poetic lyrics are finding new fans who crave something real—and who see themselves reflected in his struggles and triumphs. The Man in Black reminds us that, sometimes, the most powerful music is the kind that tells the truth, no matter how hard it hits.
The Beatles – The Revolutionaries
The Beatles did more than change music; they changed the world. With every album, they pushed the boundaries of sound, style, and imagination, inspiring a generation to question everything. Their songs are timeless—catchy, inventive, and packed with emotion. Today, every new listener eventually finds their own “Hey Jude” moment, that song that speaks to their soul. The Beatles’ influence is everywhere, from indie bands to pop superstars, and their sense of fun and experimentation feels just as fresh now as it did decades ago. Their legacy is proof that true creativity never gets old—and that there’s always something new to discover, even in the classics.
Jimi Hendrix – The Guitar God
Jimi Hendrix didn’t just play the guitar—he set it on fire, literally and figuratively. His performances were wild, unpredictable bursts of color and sound, taking psychedelic rock to places nobody had ever dreamed. Hendrix’s solos melted minds and amps, and his fearless experimentation changed the way people thought about music. Today, psychedelic is cool again—showing up in everything from fashion to new music—and Hendrix’s influence is unmistakable. Young artists are sampling his riffs, wearing his style, and channeling his boundary-pushing spirit. He remains the blueprint for anyone who believes music should be bold, loud, and a little bit wild.
Dolly Parton – Country Icon with a Heart of Gold
Dolly Parton is proof that sweetness and sass can go hand in hand. With her big hair, bigger heart, and a songwriting genius that’s given us classics like “Jolene” and “9 to 5,” Dolly became a country legend beloved way beyond Nashville. What makes her even cooler today is her willingness to collaborate with everyone—from her goddaughter Miley Cyrus to rock bands like Metallica. Dolly’s music and personality transcend genres, appealing to fans of all ages who appreciate her honesty, humor, and unstoppable optimism. She’s a reminder that being yourself is always in style, and that kindness is a superpower.
David Bowie – The Starman
David Bowie was a chameleon, reinventing himself—and the entire music scene—every time he stepped on stage. From Ziggy Stardust to the Thin White Duke, Bowie’s ever-changing personas and sounds made him a symbol of creativity and freedom. Today, Gen Z worships at the altar of identity and self-expression, making Bowie more relevant than ever. His music is a treasure trove of innovation, from glam rock to synth-pop, and his influence is everywhere in fashion, art, and pop culture. Bowie’s fearless approach to life and music invites everyone to find their own unique star and shine.
Nina Simone – The Voice of Resistance
Nina Simone wasn’t just a singer; she was a force of nature. Her piano skills were jaw-dropping, and her voice carried the fire of the civil rights movement. Simone’s songs tackled injustice head-on, making her both a musical genius and a symbol of resistance. Today, in an era of social upheaval and questions about truth, her lyrics hit harder than ever. New listeners are drawn to Simone’s courage and passion, using her music as inspiration for their own battles. Her legacy is a reminder that music can be both beautiful and powerful—a weapon and a balm for the soul.
Fleetwood Mac – The Sound of Beautiful Chaos
Fleetwood Mac lived their songs as much as they sang them—breakups, breakdowns, and all. The band’s story is a mix of drama, heartbreak, and pure magic, reflected in albums like “Rumours” that still sound fresh today. Their harmonies, catchy melodies, and raw emotions make them irresistible, and their music has found new life thanks to viral moments like the “Dreams” TikTok sensation. Fans old and new are discovering that Fleetwood Mac’s brand of beautiful chaos is universal—everyone has a little “Go Your Own Way” moment in their life. The band’s ability to turn turmoil into art is a lesson in resilience and the healing power of music.
Turns out, your grandparents didn’t just listen to music—they lived it. And in 2025, their favorite tracks are the ultimate retro flex. Dust off the record player—it’s cooler than you think.
Besides founding Festivaltopia, Luca is the co founder of trib, an art and fashion collectiv you find on several regional events and online. Also he is part of the management board at HORiZONTE, a group travel provider in Germany.
