Lots of folks fantasize about following their dreams. Most ideas, however, never get past the initial imagination phase. Some years ago, Tim de Jong was backpacking in Southeast Asia. He rented one of the small-displacement motorcycles common to that part of the world. “I really felt the freedom,” he says. “I was like, ‘Wow, this is the best way to travel, actually.’”

After returning to his native Netherlands, however, de Jong fell back into his daily routine, which didn’t include motorcycles. A friend proposed a two-wheel vacation in Colombia. De Jong didn’t have a motorcycle license, but that inconvenience was soon resolved, and his life changed forever. “It was so addictive,” he tells “Driven to Ride” host Mark Long. “I was totally hooked.”

De Jong and his small team now own and operate “Donkey Sunrise,” Colombia’s gateway to all sorts of adventures, including motorcycle tours. Here’s the fun part: Tour difficulty is based on the “banana system.” One banana equates to “pavement only,” while five bananas means you’d better bring your off-road “A” game. How many bananas are you feeling?

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As adolescent introductions to motorcycling go, author and podcaster Ted Kettler’s first two-wheel experience probably isn’t unique. But, as he tells host Mark Long on this episode of the “Driven to Ride” podcast, that moment in time more than half a century ago left an indelible mark on his consciousness—in the shape of Harley-Davidson’s iconic bar-and-shield logo, no less.

“I can remember standing on the front seat of my mother’s car,” he laughs. “We were at a traffic light and a motorcycle pulled up in the lane next to us. I said, “Wow! What’s that?” And my mother said, “That’s a Harley-Davidson.” I remember it was turquoise and white. Then, the light turned green and he took off. From that moment on, I was all about Harley-Davidson.”

Kettler has hosted the “Motorcycle Men Podcast” for a decade, and in 2024, he published, “The Road Most Traveled: A Motorcycle Ride Along the East Coast of America.” Whereas most riders seek out the best back roads, Kettler set off on his trip with the polar-opposite intention: to follow the busiest highways, from the northeast to the Florida Keys. Beep, beep! Honk, honk!

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“Jimbo” Tarpey describes himself as “the guy riding a motorcycle from the Arctic to the Antarctic. I talk about the history and the culture of the places I visit—the details, the nitty-gritty, the fun stuff.” No matter who you are or what adventures you’ve experienced during your lifetime, while the first part of that quote definitely grabs your attention, the last bit holds it firmly in place.

Tarpey began his journey three years ago in his native Minnesota, traveling first to the Arctic Ocean in Deadhorse, Alaska. Over the course of two-and-a-half years, he followed the Pan-American Highway, recognized as the longest road in the world, all the way to Ushuaia, Argentina, the southernmost city in South America. Being bilingual with more than a passing interest in history helped.

Similar to others engulfed by a lust for travel, Tarpey counts Ted Simon, author of the 1979 book, “Jupiter’s Travels,” among his inspirations. “He said, ‘Being in a car is like watching a movie. On a bike, you’re in it.’ It’s a much more involved experience, and when you get to the other side, the feeling of accomplishment is so much more profound.” May the road never end for you, Jimbo.

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Peter Egan is one of the most beloved voices in automotive and motorcycle journalism. In a warm, wide-ranging conversation that takes place inside his Wisconsin workshop, Egan reconnects with “Driven to Ride” host Mark Long to discuss his new book, “Landings in America,” a memoir meets travelogue that chronicles a six-week journey across the U.S. in a Piper Cub.

Egan shares stories of how he and his wife, Barb, navigated the skies in 1987 with paper maps, a handheld radio, and no GPS, landing in small towns, sleeping in motels, and soaking in the vastness of the country from 1,500 feet above. They avoided big cities in favor of grass airstrips, friendly strangers, and fly-ins, where fellow aviation enthusiasts gathered around their bright yellow aircraft.

Known for his decades-long career writing for Cycle World and Road & Track, Egan brings the same introspective charm and observational wit to this interview that made his magazine columns and features enduring favorites for readers and riders alike. While motorcycles only appear briefly in “Landings in America,” the spirit of adventure is deeply familiar.

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For the past 20 years, fast friends Charley Boorman and Ewan McGregor have been wandering the globe on an eclectic mix of motorcycles. “Long Way Home,” the intrepid pair’s fourth and most recent television series, captures their journey through 17 European countries aboard a resurrected 1973 BMW R75/5 and a well-traveled 1974 Moto Guzzi Eldorado.

“There’s something wonderful about a big trip,” Londoner Boorman relates to host Mark Long on this episode of the “Driven to Ride” podcast. “Sometimes, it almost feels like you’re sort of on holiday and you don’t want the holiday to end. You’ve got that freedom of the open road, you’re carrying everything on the motorcycle that you need, and there you are, just going off.”

While some aspects of their adventures haven’t changed much since Boorman and McGregor set off on their inaugural 2004 trip—“two friends riding round the world together and, against the odds, realizing their dream”—the cameras used to record the experience, plus the advent of in-helmet communication, have revolutionized the process. But, as Boorman attests, it’s still escaping.

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Andrew Richardson has been the face of REALRIDER for more than a decade, but when he created the government-certified automatic crash-detection app, he didn’t even own a motorcycle. Richardson has since obtained his license and become an avid commuter and a weekend rider. He has even tested the app for exactly what it was designed to do: keep motorcyclists protected on the road.

“Thinking that everyone’s trying to kill you is always a good mindset when you’re on a motorcycle,” admits Richardson. Riding one chilly afternoon with his son and son-in-law in his native England, he was run off the road and found himself sprawled in a ditch. The tip over triggered the app on his phone. Being uninjured, he was able to deactivate the alert before an ambulance was summoned.

“Our technology is really designed for, you’re by yourself, you leave the road, nobody knows that you’ve had a crash,” he says. “We have this period of time where we wait for the crash to stop happening. Then, the system starts analyzing what’s going on.” Clearly, this potentially life-saving tech works. Take it from Richardson, who, as the expression goes, has been there and done that.

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Dave Roper has been racing motorcycles for more than half a century. The New England native is probably best known for campaigning exotic vintage machinery under the Robert Iannucci-led Team Obsolete banner. He’s fast, too. In fact, Roper won more than half of the races he entered on Iannucci’s 1959 Matchless G50, including, famously, the 1984 Senior Historic TT at the Isle of Man.

“We lived relatively close to Lime Rock Park in northwest Connecticut,” Roper tells “Driven to Ride” host Mark Long. “We used to go up there and watch the sports cars. That’s what I thought I wanted to do.” Once he found motorcycling, however, Roper was immediately hooked. “Motorcycles are more accessible,” he explains. “They’re cheaper, they’re smaller, they’re easier to work on.”

Now in his 70s, Roper has been the subject of many editorial projects, including a documentary film, “Motorcycle Man.” “I don’t feel like I’m all that special as a racer,” he says. “I’ve had some success. I’ve arranged my life so I can continue doing it; I’m not married, I don’t have any children. I love the social aspect of it, traveling and seeing people who you share a very special thing with.”

Edit Notes - Dave had a few clarifications after the podcast: “The second bike I rented in Santa Barbara was a 118cc Suzuki, not a 218, and the last time I campaigned a modern bike was 1985, not 1984.”

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Jon DelVecchio came to motorcycling later in life than many riders—as an adult and after starting a family. Yet, he’s accomplished a lot on two wheels, from becoming a Motorcycle Safety Foundation coach and the founder of the Street Skills School to the author of a popular riding technique book, “Cornering Confidence: The Formula for 100% Control in Curves.”

In his conversation with “Driven to Ride” host Mark Long, the career educator cites five previously published titles—“Total Control,” “Proficient Motorcycling,” “A Twist of the Wrist,” “Smooth Riding the Pridmore Way,” and “Sport Riding Techniques”—as the “sacred documents” he studied to develop and hone his own skills and, ultimately, introduce others to those methodologies.

Early on, DelVecchio considered two areas: traffic and corners. He decided the MSF had urban situational awareness well-covered—”Don’t take my class if you haven’t taken theirs,” he says—so he turned his attention to the twisties, and that challenging aspect of motorcycling has become his focus. DelVecchio goes so far as on this episode to share some of the best roads that he’s ridden.

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