Group gathered outdoors around a classic Harley-Davidson motorcycle for a photo, wearing branded shirts and caps on a sunny day



INSIDE DAYTONA’S BLACK BIKE WEEK 2026

Words and images by Alvin C. Jacobs, Jr.

Charlotte, North Carolina had just endured the second heaviest snowfall in recent memory, so the upcoming ride to Daytona Beach for Bike Week felt less like a trip and more like a long-awaited escape from the longest winter I could remember.

Not long before the journey, I purchased a 2023.5 Harley-Davidson® CVO™ Street Glide® and, like any new bike, it needed its 500-mile break-in. Under normal circumstances that wouldn’t be a challenge, but the weather back home had been absolutely brutal. Temperatures hadn’t climbed past 40 degrees in what felt like weeks.

Still, Bike Week waits for no one.

  • Rider seated on a large touring motorcycle with matte fairing, parked on a city street during a group ride
  • Two people clasping hands and posing beside a vintage-style motorcycle on a neighborhood street with other riders nearby

I planned to head out Wednesday during the second week of the rally and get there with plenty of time to enjoy the festivities. The ride from Charlotte to Daytona is roughly seven hours, but at 51 years old, I’m just now accepting that my astigmatism and nighttime highway riding don’t make for the best combination.

After a couple hours on the road, we decided it was smarter to stop for the night in Columbia, South Carolina.

As luck would have it, some friends of mine were only about 30 minutes away. What was supposed to be a quick overnight stop turned into a spontaneous reunion in the hotel lobby and one of those moments where the road reminds you that the journey is just as important as the destination.

The next morning we were back on the road heading south.

When we finally touched down in Daytona, my fiancée had arrived ahead of me and we were eager to go get settled in. But before I could, I knew I had to stop at Teddy Morse’s Harley-Davidson®, which during Bike Week becomes a central hub where riders from across the country gather to see the newest bikes, connect with friends, and soak up some of what makes the rally what it is.

CROSSING THE BRIDGE INTO THE HEART OF BIKE WEEK WAS ITS OWN EXPERIENCE. MOTORCYCLES FILLED BOTH LANES IN EVERY DIRECTION, FROM BAGGERS AND CRUISERS TO CUSTOMS AND BUILDS THAT CLEARLY HAD COUNTLESS HOURS AND ABUNDANT LOVE POURED INTO THEM.

After that quick pit stop, we went and checked into our hotel right on the beach, about a mile from Main Street. That first evening ended with one of the most beautiful sunsets I’ve seen in a long time. The sky burned orange over the Atlantic while the distant rumble of motorcycles echoed along the coastline.

Friday morning started strong with a quick hotel breakfast before heading toward the Harley-Davidson footprint at Pride’s Service Center.

Crossing the bridge into the heart of Bike Week was its own experience. Motorcycles filled both lanes in every direction, from baggers and cruisers to customs and builds that clearly had countless hours and abundant love poured into them.

Multiple motorcycles parked close together at a busy outdoor ride event with people gathered along the street
Rider gripping tall handlebars on a custom motorcycle during a crowded street gathering with bikes nearby
Smiling person seated on a motorcycle with wide handlebars, surrounded by other bikes at an outdoor event
A rider maneuvers a motorcycle with colorful handlebars, with street barricades and spectators in the background
Rider on a red touring motorcycle stopped along a city street lined with onlookers and other bikes
Person standing beside a parked motorcycle at a busy outdoor motorcycle gathering with people behind




I found parking early right in front of Pride’s and started getting the lay of the land for Traveling Tall’s Bike Show on the main stage.

Connecting with local legends and riders from across the country, all bonded by the same love for the culture, created the perfect backdrop for the photographs ahead. This season it’s become more important to me to have meaningful conversations and build stronger relationships with the people who helped pave the way for this community to shine as bright as it does.

Hearing the origin stories behind Pride’s Service Center and meeting the family responsible for its long-standing motorcycle legacy in Daytona was a powerful moment for me.

At one point in the early afternoon I saw Tall walking down Bethune Boulevard with his family, carrying the trophies that would soon be awarded to the winners of his show. I asked his oldest child to help gather them together for a quick group photo before the ceremony.

  • Influencer Traveling Tall and his two sons walks down Bethune Boulevard showing the trophies for winners of his bike show
  • Influencer Traveling Tall speaks into a microphone on stage with his two sons standing beside him

The turnout was impressive. Incredible bikes from all over filled the street, but what stood out most was Tall speaking about family, legacy, and his gratitude for the culture that made it all possible.

Shortly after, I got a heads up from Randy “Detroit” Hayward that the bikes in his show would set up to do a ride down Bethune Boulevard together after his ring ceremony. Bike builders from around the country were on the scene and each builder was gifted a DAM ring. There wasn’t a juried portion and participation was by invitation only.

Close-up of a fist wearing a ring that says DAM Daytona 85th Bike Rally extended toward the camera at an outdoor stage event
Randy “Detroit” Hayward reaches to shake hands with a smiling bike builder as he awards a DAM ring on stage
Randy “Detroit” Hayward and a bike builder gesture toward the camera during the DAM ring award ceremony
Randy “Detroit” Hayward puts an arm around a bike builder after awarding them a DAM ring
Randy “Detroit” Hayward poses with a bike builder after awarding them a DAM ring
Randy “Detroit” Hayward hugs a bike builder after awarding them a DAM ring

THIS SEASON IT’S BECOME MORE IMPORTANT TO ME TO HAVE MEANINGFUL CONVERSATIONS AND BUILD STRONGER RELATIONSHIPS WITH THE PEOPLE WHO HELPED PAVE THE WAY FOR THIS COMMUNITY TO SHINE AS BRIGHT AS IT DOES.




But Bike Week isn’t just about bikes and shows.

At one point during the day, we made time to visit with a fellow rider and cultural juggernaut, Shantell Williams, who had been injured in an accident and was laid up in a nearby hospital. Moments like that remind you what this family is truly about. The brotherhood of riders goes far beyond the bikes themselves, and when someone goes down, the community shows up.

After we got back, I wanted to see how the energy would shift from day to night. Daytime brings families, travelers, and first-time visitors. But when the sun goes down, the heavy hitters roll in. The builds get wilder and people turn up just to see what kind of incredible bike is coming around the corner next.

On the strip, the rules are simple: go big or go home.

  • Motorcycles ride down a city street at dusk with headlights on as a person records the procession
  • Motorcycle rider grips the handlebars as smoke rises around the bike during a crowded outdoor event

The Harley-Davidson factory truck anchored the block, while Rockford Fosgate® filled the air with crystal-clear audio blasting from two one-of-a-kind custom Harley-Davidson motorcycles.

The motorcycles were center stage, but from behind my lens, the real attraction was the people. Riders, builders, and storytellers from across the country filled the strip long after the sun disappeared.

Motorcycle personality Blackula raises a fist while standing on a crowded street lined with bikes and spectators
Two adults and a child smile and gesture towards the camera during Daytona Bike Week
Two people sit side by side wearing motorcycle vests, with parked bikes and event activity behind them
Two people laugh and talk closely at an outdoor motorcycle gathering with tents, bikes, and crowds in the background
Small group stands together near parked motorcycles at a lively street event under clear daylight
Two people in matching long sleeve yellow shirts and motorcycle vests with patches stands beside a parked bike

WHAT I’VE ALWAYS KNOWN IS THAT IN DAYTONA, BIKE WEEK BECOMES A LIVING EXPRESSION OF THE CULTURE, THE BROTHERHOOD, AND THE ROAD THAT CONNECTS US ALL.

After a full day of bikes, conversations, and culture, the only thing left to do was get some rest. Another beautiful sunrise greeted us the next morning, but as we were pulling out of the city, the sky started looking like it had other plans.

I felt the first drop just in time to pull on my rain suit before the storm opened up, turning the next two hours of the ride home into what felt like a monsoon.

But as my partners in crime Tiffany Renee and G-Kue have demonstrated time and again, riding through the rain is just what we do. After a brief stop in Brunswick, Georgia along the way, the rest of the trip home was absolutely gorgeous.

It was great seeing Detroit, Harley Drew, Tiffany and her husband Daniel, Tall, Gears of Truth, and Shantell. What I know now and what I’ve always known is that in Daytona, Bike Week becomes a living expression of the culture, the brotherhood, and the road that connects us all.

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Two boxers exchange punches in a brightly lit ring, surrounded by ropes and a cheering crowd, with a large Harley-Davidson bar and shield logo in the background.

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Headliner Chris Stapleton performs at Harley-Davidson Homecoming 2025

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A large crowd gathered to watch a group of riders start a hill climb.

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Two rows of bikes for viewing, one on the left and the other on right, lead down the middle of the building, with dozens of people walking on either side admiring the bikes.

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