Route 66 Centennial+ Indian Bike Week
Celebrate 100 years of America's Mother Road with an epic 2,500-mile journey from Los Angeles to Chicago, plus 3 unforgettable nights at Indian Bike Week
The Journey of a Lifetime
In 2026, Route 66 turns 100 years old. Join us for an extraordinary celebration as we ride the full length of America's most iconic highway—from the Pacific Coast to the heartland of Chicago.
This isn't just a motorcycle tour. It's a pilgrimage through American history, culture, and the spirit of freedom that defined a generation. You'll experience meticulously restored diners, vintage motels, and roadside attractions that have survived a century of change.
Each state along the route is hosting special centennial celebrations—parades, exhibitions, concerts, and gatherings that you'll be part of. This is history in motion.
Exclusive tour with Indian Motocycle Riders Global
This unique ride is arranged by the Indian Motocycle Riders Global. Join fellow riders for an unforgettable journey filled with scenic roads, camaraderie, and the spirit of true motorcycle adventure.
Tour Dates - August 2026
Special Pricing
Please Note:
Indian Bike Week tickets ($100 per person) and personal expenses such as food and optional activities are not included in the tour price.
Indian Bike Week Wisconsin
Your journey doesn't end in Chicago. We take it up a notch with 3 nights and 2 full days at the legendary Indian Bike Week festival.
Live Music
Enjoy incredible live performances and concerts throughout the festival.
Custom Bike Displays
Witness award-winning custom builds and legendary motorcycles up close.
Great Food
Savor delicious local cuisine and festival favorites.
Camaraderie
Connect with riders from across the country and share the passion.
3 Nights Premium Accommodation Included
Stay close to the action with comfortable lodging, all meals included, and VIP access to festival events. This is the perfect finale to your Route 66 adventure.
Why Join This Tour?
This is more than a ride—it's a once-in-a-lifetime celebration of motorcycle culture, American heritage, and brotherhood on two wheels.
2,500 Miles of History
From Los Angeles to Chicago across 8 iconic states
Centennial Celebrations
Join 100th anniversary events along the historic route
Motorcycle Brotherhood
Connect with riders who share your passion for the open road
Indian Bike Week Experience
3 nights & 2 full days at the ultimate motorcycle festival
Live Music & Culture
Authentic Americana music, food, and roadside attractions
Unforgettable Moments
Photo-worthy stops at restored landmarks and hidden gems
Tour Highlights
Every mile tells a story. Here's what awaits you.
Kick-off from the Santa Monica Pier
Historic Route 66 towns and restored diners
Centennial events in all 8 states
Petrified Forest & Painted Desert
Cadillac Ranch in Amarillo
Gateway Arch in St. Louis
3 nights at Indian Bike Week, Wisconsin
Demo rides on latest Indian motorcycles
Custom bike showcases & competitions
Live concerts and motorcycle stunts
Meet the people along the Route
End at Chicago's iconic Buckingham Fountain
Ready to Make History?
Spaces are limited for this centennial celebration. Reserve your spot now and be part of Route 66's 100th anniversary.
Click the tour box on the right to reserve your place on this unforgettable anniversary ride.
Don't Miss This Historic Celebration
Join riders from around the world for the Route 66 Centennial + Indian Bike Week experience.