Women Who Ride Harleys
The open road belongs to anyone bold enough to take it. For women who ride Harley-Davidson, it’s more than a pastime. It’s power, independence and a way of life. These famous faces didn’t just pose next to a Harley. They live the #Harleylife.
Miley Cyrus
A fearless performer who rides for herself
Miley Cyrus grew up in the public eye, but when she climbs on a Harley the noise of the world fades away. She’s been spotted riding through Los Angeles with the same confidence she brings to the stage. Her love of Harley reflects her refusal to be boxed in. She rides because it’s hers, not for anyone else.
She’s spoken openly about how riding gives her a sense of strength and escape. It’s not about putting on a show. It’s about finding a space that belongs only to her. Miley’s rebellious streak isn’t just a performance. It’s part of her life, and the rumble of a Harley fits her spirit perfectly.
Pink
Rock star on stage, road warrior off
Pop icon Pink has always had a bold streak, and her love of motorcycles is part of what sets her apart. She first got on a bike at 19 years old, while filming the video for There You Go and nearly wiped out more times than she can count.
What started as a shaky beginning turned into a lifelong passion that’s now part of her everyday life. Over the years she’s built an impressive collection, including a Harley-Davidson Sportster XL Iron 883 and several custom builds designed by her husband, motocross legend Carey Hart.
The two share a love of riding and often hit the road together, sometimes even raffling off bikes to support veteran causes. For Pink, a Harley isn’t just a machine, it’s part of her story and her spirit.
Pink grew up on the back of her dad’s bike. Today she’s behind the handlebars of her own Harley, often choosing touring models that let her break away from the noise and ride into open air. Her connection to motorcycles runs deep, and it shows every time she hits the road.
Cher
Timeless icon with a taste for the open road.
Cher has always carried herself like she belongs on a Harley. In the 1985 film Mask she played Rusty Dennis, a woman living fully inside biker culture. The movie gave her a chance to embody the spirit of the open road and the tight-knit community that surrounds it. Even though the story isn’t centered on a single Harley model, the world of the film is steeped in chrome and leather.
Away from the screen, her passion for Harley is real. Her first ride left a lasting impression and she kept that love alive through parades, events and rides that celebrated the brand’s rebellious streak. Cher has always understood that the front seat is for the rider, not the passenger, and she’s never been shy about taking it.
Angelina Jolie
A quiet rider who finds freedom in the open road.
Angelina Jolie has long had a soft spot for the rumble of a Harley. Away from the spotlight she’s known to take her bike out for solo rides, choosing the calm of the road over the chaos of red carpets. Riding gives her space to breathe, think and feel grounded.
Her love of Harley is part of what drew her to on-screen roles that let her ride for real. She trained for scenes that required her to handle a motorcycle with ease and kept riding long after the cameras stopped rolling. Jolie’s approach to riding is understated but genuine, and that quiet confidence fits perfectly with the Harley spirit.
Pamela Anderson
A global star who rides on her own terms
Pamela Anderson has spent decades in the global spotlight, but her love of Harley has always been personal. She isn’t just known for red carpets and cameras. She’s known for choosing moments that are hers alone.
Riding gives her a sense of control and quiet that fame rarely allows. It’s not about being seen. It’s about being free to move.
Her film role in Barb Wire showed the world a tougher side of her, one that mirrored her real life. Off screen she’s often chosen Harley rides over Hollywood noise, carving out space where the only thing that matters is the road ahead.
Pamela’s star power is undeniable, but it’s her independence that truly defines her.
Olivia Munn
When the lights go out on the set, she rides
Olivia Munn has spent much of her career in the public eye, but her love of Harley gives her something fame can’t. She started riding to get away from the constant attention, choosing quiet rides through Los Angeles when the city was asleep. For her, the bike isn’t about being seen. It’s about not being seen.
Those late-night rides turned into a true passion. The more time she spent on the road, the more she owned it. Olivia may shine under the lights, but it’s on a Harley where she feels most like herself.
Final Thoughts
These women don’t just ride. They own the road. Their confidence is pure Harley, their stories legendary. One day maybe one of them will be spotted rocking a Harley-Davidson Military tee to match the attitude. Until then, we’ll keep dreaming big.
About Harley-Davidson Military
Created to offer something more than a casual salute, Harley-Davidson Military gives service members and their families a unique way to honor both the grit of Harley riders and the proud tradition of military service.
Our exclusive designs pay tribute to overseas duty stations and the enduring bond between Harley-Davidson and the U.S. Armed Forces. Each piece is crafted to commemorate where you’ve been and the road ahead.
Harley-Davidson® Military is the officially licensed apparel division of Overseas Military Sales Corporation (OMSC), the parent company of Military AutoSource.
Exclusive. Authentic. Designed for those who serve.
Photo Credit Notice: Images are used for editorial purposes only and credited to the original source when available. If you are the rights holder and believe additional credit, modification, or removal is required, please contact us. We will review and address the request promptly.
