In a city that prides itself on character, tradition, and a touch of flair, classic cars aren’t just vehicles—they’re moving pieces of art. At Alert Transportation, three such works of art take to the roads regularly. Their names are Alfred, Benson, and Winston. They’re not just part of the fleet—they are the fleet when it comes to vintage style and timeless elegance.
Each of these classic Rolls-Royces has its own story, its own quirks, and a personality that makes people look twice when they glide down Magazine Street or turn a corner near Jackson Square. This isn’t about horsepower or GPS or how many cupholders are inside. This is about charm. And when it comes to charm, these three are holding court.
Alfred – The Distinguished Elder
Alfred is a 1963 White Rolls-Royce with the kind of attitude that says, “I’ve seen things.” He’s the oldest of the trio and definitely lets the others know it. There’s a little creak here and there—not a complaint, just a dignified reminder that age brings wisdom. Alfred doesn’t rush. He moves like a man who wore a three-piece suit to breakfast long before it was fashionable.
Alfred has a long history of formal events, community gatherings, and special ceremonies. He’s graced the French Quarter more times than most locals, and he’s had a front-row seat to countless milestones. Weddings, anniversaries, parades—you name it, Alfred’s been part of it. His white paint is just as crisp as it was in the ’60s, though now it comes with a healthy coat of experience.
There’s something about Alfred that puts people at ease. Maybe it’s the old-world design or the way he sits just a little prouder than the others. Either way, when Alfred’s on duty, things feel a bit more official.
Benson – The Candlelight Charmer
Benson, a 1965 Rolls-Royce finished in Candlelight ivory, is the middle child—but don’t call him that. He prefers “the polished one.” With his soft exterior tone and upright stance, Benson is the one who always looks like he just came from an art gallery or a Sunday jazz brunch. He has an eye for aesthetics and a nose for photo ops.
He’s popular with film crews, photographers, and just about anyone who wants their big moment framed with something classic and refined. When Benson pulls up, folks tend to stand up straighter and fix their hair. It’s just the effect he has.
Mechanically, Benson’s a smooth operator. He’s seen his fair share of celebration routes—from downtown to the Garden District—and manages to turn heads without raising his voice. On the road, he’s quieter than a church on Monday morning and handles like a gentleman who knows the route by heart.
Benson also has a way of showing up just when he’s needed. Whether it’s a formal event or a surprise ride through City Park, he brings a little glow to the scene—literally and figuratively.
Winston – The Silent Diplomat
Winston, a 1964 White Rolls-Royce, rounds out the trio. If Alfred is the elder and Benson is the showman, Winston is the smooth negotiator. He doesn’t make a fuss. He just gets the job done—on time, in style, and with more grace than a Sunday second line.
Winston’s got the kind of look that fits anywhere. Downtown business district? Check. Riverfront wedding? Done it. Quiet retirement celebration in Covington? He was early and parked perfectly straight.
Winston carries himself with calm confidence. He’s seen changes in the city, weathered a few storms (literally), and continues to glide along like nothing fazes him. Under the hood, he’s as well-maintained as the day he rolled off the line. Inside, his seats are like time machines—soft, plush, and designed to make anyone feel like royalty for the ride.
His favorite routes are the ones that give him room to stretch his wheels. A long straightaway near Lake Pontchartrain or a slow cruise through the Marigny, and Winston settles in like he’s part of the scenery.
Three Cars, One Mission
Together, Alfred, Benson, and Winston aren’t just part of the transportation business—they’re part of the city. Each one has its own character, its own purpose, and its own way of telling a story. And if you listen closely, you can almost hear them swapping stories back in the garage.
They’re not here to compete with Teslas or talk about fuel efficiency. They’re here to make moments stand out. Whether it’s a sendoff, a ceremony, or just a ride that deserves to be remembered, these three know exactly how to set the tone.
In a fast-moving world full of push-button everything, sometimes it’s good to ride with something that reminds people to slow down, take a look around, and maybe even wave to a stranger. After all, if a classic Rolls-Royce can still draw a crowd on Royal Street, it’s probably doing something right.
And if nothing else, they remind folks that good taste never goes out of style—even if it takes a little longer to parallel park.
