Symphonic Sinatra

PROGRAM TO INCLUDE SONGS MADE FAMOUS BY FRANK SINATRA

"The voice, the swagger, the songs — reborn in a dazzling symphonic night out."

SYMPHONIC SINATRA brings the timeless sound, swagger, and sophistication of Ol’ Blue Eyes to the concert hall in a dazzling symphonic tribute starring acclaimed Sinatra performer Brian Duprey.

Backed by lush orchestral arrangements performed by your Space Coast Symphony Orchestra under the direction of Aaron Collins, Duprey recreates the magic of Frank Sinatra in concert with uncanny vocal style, effortless phrasing, and the cool charisma that made Sinatra an American icon. Endorsed by Nancy Sinatra herself after hearing him on The Howard Stern Show, Duprey has been praised by critics for capturing not only Sinatra’s unmistakable sound, but also his phrasing, charm, and stage presence.

From the velvet swing of Come Fly with Me and I’ve Got the World on a String to the late-night intimacy of One for My Baby, the romance of The Summer Wind, and the iconic power of My Way and New York, New York, this unforgettable evening celebrates the songs that defined a generation.

Sophisticated, stylish, and full of old-school Vegas glamour, SYMPHONIC SINATRA is more than a tribute — it is a thrilling recreation of Sinatra at his very best.

There is a particular kind of electricity that only Frank Sinatra’s music seems to create. It is not simply nostalgia, though the songs carry plenty of history. It is something more immediate — the feeling of a room changing the moment the lights dim, the brass begins to glow, and a voice steps forward with absolute confidence.

That is the world of Symphonic Sinatra.

Sinatra did not merely sing songs. He inhabited them. He could turn a phrase into a confession, a wink, a memory, a dare, or a goodbye. In his hands, popular song became theater. A lyric could feel casual one moment and devastating the next. A melody could swing with effortless cool, then suddenly reveal loneliness, romance, defiance, or joy. That emotional range is what made Sinatra more than a voice. He became a storyteller of American life.

That is why a concert like this depends so completely on the artist at its center.

Brian Duprey is not simply singing Sinatra songs. He has spent years studying the sound, phrasing, presence, and responsibility that come with stepping into this music. His national breakthrough came when he won the top prize on FOX TV’s Performing As, portraying Frank Sinatra with a vocal likeness so striking that it launched a career devoted to honoring this repertoire at the highest level. He later spent a decade starring in The Rat Pack is Back, helping carry that production across the country and earning acclaim in one of the most demanding tribute traditions in American entertainment.

But what makes Duprey compelling is not just resemblance. It is understanding.

Sinatra’s artistry lived in the details — the way he could delay a word, lean behind the beat, soften a line, sharpen a consonant, or make a lyric feel as though it had just occurred to him in that exact moment. That kind of ease is incredibly difficult to recreate because it cannot feel studied, even when it is. Duprey captures that balance: the polish, the timing, the wit, the warmth, and the sense that the song is being lived rather than merely performed.

Even Nancy Sinatra recognized something special when she heard him sing on The Howard Stern Show, offering her endorsement of his tribute. That matters because this music is not generic. It belongs to a legacy, a sound, and a standard. To perform it well requires more than a good voice. It requires taste, restraint, confidence, and deep respect for the original without turning the performance into a wax-museum imitation.

With Symphonic Sinatra, Duprey brings that rare combination to the concert hall.

Backed by lush orchestral arrangements performed by your Space Coast Symphony Orchestra under the direction of Aaron Collins, he brings Sinatra’s world roaring back to life — not as a museum piece, but as a living, breathing concert experience. The goal is not simply imitation. It is recreation: the atmosphere, the timing, the polish, the swagger, and the emotional directness that made Sinatra’s performances unforgettable.

The music itself is built for that kind of drama.

In songs like Come Fly with Me and I’ve Got the World on a String, we hear the bright, brassy optimism of mid-century American confidence. The rhythms snap. The melodies lift. The orchestra does not merely accompany the singer; it launches him. Every entrance feels like a spotlight switching on. Every phrase seems to say that life, at least for these three minutes, is meant to be lived with style.

But Sinatra’s genius was never limited to charm.

The same voice that could swing through a room with effortless ease could also find the ache inside a ballad. One for My Baby opens the door to a different world — late-night, smoky, solitary, and brutally honest. Here, the glamour recedes, and what remains is almost cinematic in its intimacy. The orchestra becomes the room itself: the empty bar, the low light, the quiet after midnight. Nothing is rushed. Every pause matters.

That is where Duprey’s artistry becomes essential. He understands that Sinatra’s music cannot be pushed too hard. The temptation is to overdo the swagger, overplay the style, or turn every phrase into an impression. Duprey avoids that trap. He lets the songs breathe. He gives the audience the familiar sound they came to hear, while allowing the music space to work on its own terms. The result is both thrillingly recognizable and genuinely alive.

Throughout the evening, the concert moves between swagger and sentiment, between nightclub cool and symphonic grandeur.

The Summer Wind drifts in with warmth and wistfulness. I Get a Kick Out of You brings wit, sophistication, and sly theatrical sparkle. Night and Day reminds us how deeply this repertoire is connected to the great American songwriters, whose melodies could be refined, daring, and emotionally direct all at once. These songs endure because they leave space for personality. They invite the singer to step inside them and reveal something new.

And then there are the anthems.

New York, New York is more than a song; it is an entrance, an announcement, a burst of urban confidence dressed in brass and rhythm. My Way stands at the other end of the emotional spectrum — reflective, defiant, and deeply personal. Its power comes not from subtlety, but from scale. It is a final curtain speech set to music, a statement of identity delivered with the full weight of a life behind it.

That is what makes Sinatra’s catalog so enduring. The songs are stylish, glamorous, witty, romantic, and cool. But beneath the tuxedo shine and champagne glow is something profoundly human. These are songs about longing, confidence, heartbreak, reinvention, and survival. They understand that life can be polished and messy at the same time.

With orchestra, that emotional world expands.

The strings bring sweep and warmth. The brass adds bite, brilliance, and danger. The woodwinds color the shadows. The percussion gives the music its pulse and stride. In a symphonic setting, Sinatra’s songbook becomes larger than life without losing its intimacy. It can feel like a ballroom, a film score, a nightclub, and a Broadway stage all at once.

And with Brian Duprey at the microphone, the evening has the rare thing a tribute concert absolutely needs: credibility. He brings the voice, the look, the phrasing, the experience, and the instinctive stage command to make the audience believe in the world being recreated — not because he is copying every gesture, but because he understands why those gestures mattered.

By the end of the evening, Symphonic Sinatra becomes more than a tribute. It becomes a celebration of an era when popular music was crafted with sophistication, performed with personality, and delivered with unmistakable style.

The lights are low. The orchestra is ready. The songs are timeless.

And with Brian Duprey leading the way, the golden age of cool steps back into the spotlight.

Brian Duprey brings the golden age of American entertainment roaring back to life with breathtaking charisma, sparkling blue eyes, and a velvet baritone voice that has made him one of the country’s most acclaimed interpreters of Frank Sinatra.

Raised in Providence, Rhode Island, Brian’s love of music began early. As a child, he sang along to the sounds of Neil Diamond, Elvis Presley, and Frank Sinatra, eventually turning the swing set in his parents’ backyard into his first “stage.” From those Saturday morning backyard concerts to high school variety shows and stand-up comedy routines, Brian discovered both the thrill of performing and the timeless appeal of great American music.

While attending Fairfield University, Brian found his musical home in jazz and swing. As a member of the University Jazz Ensemble, he performed standards from the American Songbook and shared the stage with legendary musicians including Grammy Award-winning trumpeter Randy Brecker and “America’s Most Recorded Drummer,” Bernard Purdie. Those early influences helped shape the vocal style, phrasing, and stage presence that would become central to his career.

Brian’s national breakthrough came on the FOX television show Performing As, where he won the top prize portraying his idol, Frank Sinatra. He later spent a decade starring in the hit musical The Rat Pack is Back, helping elevate the production into a 48-state tour with sold-out performances, repeat bookings, and recognition as Best Tribute Show of Las Vegas in 2014.

His career has taken him to more than 200 performing arts theaters and casinos across the country, as well as the legendary Blue Note Jazz Club in Las Vegas. He has opened for Paul Anka, performed for Steve Wynn and members of the cast of HBO’s The Sopranos, and appeared on television programs including Your Big Break, The Dennis Bono Show, and Entertainment Las Vegas Style. His film and television credits also include Get Him to the Greek and CSI: Las Vegas.

With Symphonic Sinatra, Brian Duprey masterfully recreates the magic, swagger, and sophistication of Sinatra in concert. More than an impression, his performance reflects a deep respect for the legacy, phrasing, style, and tradition that made Sinatra an American icon. Backed by lush orchestral arrangements, Brian takes audiences on an unforgettable journey through timeless classics including Fly Me to the Moon, New York, New York, My Way, I’ve Got You Under My Skin, and many more.