EagleRider is arguably the best in the business when it comes to organizing motorcycle trips. So when the company announces that it's doing a "Once-in-a-century" experience, you sit up and listen. Throw in the fact that this experience is centered around Route 66 turning 100 years old, and the USA marking its 250th birthday, and, well, you get the idea. Big. Bold. America.
The 16-day Route 66 Centennial Tour departs from America's Mother Road on June 23rd, 2026, and promises to be the best tour the company has ever put together. But it's exclusive. Spots for this experience are limited to—you guessed it—66 people.
"66 riders celebrating Route 66's 100th anniversary as America marks 250 years—you can’t script this," said Sebastian Schoepe, CEO of EAGLERIDER. "This ride defines what it means to be a true rider: two great American milestones, one legendary road and endless adventure. When the numbers align like this, you don’t question it—you twist the throttle."

If you're one of the lucky 66, prepare yourself because you'll be riding 2,210 miles through eight states and hitting every major attraction that made Route 66 the iconic stretch of road that it is today: Cadillac Ranch, the neon-lit Blue Swallow Motel, Otaman's Wild West ghost town, and a victory lap to the Santa Monica Pier.
Mid-ride, the group will roll into Tulsa, Oklahoma, when the city lights up for the AAA Route 66 Road Fest. Attending the festival is optional, but those who choose will see tons of classic cars, live music, and Route 66 memorabilia. The group of 66 riders will also get their own piece of memorabilia in the form of an exclusive Centennial Tour Riding Jacket. A free jacket is nice, but it's worth noting that the trip starts at $7,047 per rider on a dual-occupancy motorcycle.
It's a lot of money, but it is a 16-day trip, and it includes premium accommodations, multilingual guides, support vehicle assistance, daily breakfasts, fuel on riding days, luggage transport, and a farewell party. If you want the full experience, I don't know if you can choose anything other than one of EagleRider's Harley-Davidson touring models, but know that a BMW R1250 and Yamaha Tenere 700 are also options.
Let us know if you'd consider dropping seven grand on a trip like this and tell us what's the perfect bike to do it on.