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EagleRider, the world's largest motorcycle rental, tour, and membership company, carries the largest selection of new Harley-Davidson, Yamaha, BMW, Honda, Indian, and more for rent and touring. All motorcycles are maintained to meet strict factory standards providing the most fun, safe, and affordable riding experience. EagleRider operates from over 200 worldwide locations, leads over 100 guided and self-drive motorcycle tours including Route 66 and the Wild West, and convenient one-way motorcycle rentals, luggage storage, free parking, free use of DOT-approved helmets, amazing Club EagleRider membership benefits, and more

Eagle Rider

Welcome to the Windy City, where your Route 66 journey begins! Chicago's stunning skyline rises majestically along Lake Michigan's shores, setting the stage for your epic adventure.
This Great Lakes metropolis pulses with world-class museums, acclaimed restaurants, and vibrant blues clubs that honor the city's rich musical heritage.
Tonight at the tour hotel, meet your fellow riders and guides for an orientation meeting followed by a welcome dinner. Rest up - tomorrow you hit the Mother Road.

Chicago, IL - Arrival

Pick up your motorcycle at our Chicago EagleRider location, where Route 66 officially starts its 2,400-mile stretch to the Pacific. Head south on the historic Pontiac Trail through Joliet and into the heartland of Illinois. Make a stop at the Route 66 Museum in Pontiac to absorb the road's rich history before continuing your ride. Feel the rhythm of the road as you complete your first stretch of this legendary highway – just the beginning of your Route 66 adventure.

Chicago, IL – Springfield, IL

Off to St. Louis! Cruise the 2-lane sections of Route 66 through Illinois' heartland, where cornfields stretch to the horizon and small towns showcase quintessential Americana.
Cross the mighty Mississippi River on the historic Chain of Rocks Bridge – the original Route 66 river crossing – and enter St. Louis, the "Gateway to the West." This shorter riding day leaves time to explore the city's famous landmarks and sample its renowned BBQ and live music scene along the banks of the Mississippi.

Springfield, IL – St. Louis, MO

Rise early for a glimpse of the iconic St. Louis Arch before leaving the city behind. Missouri's rolling hills provide the perfect backdrop as you lean into the curves of Route 66.
Stop at the World's Largest Rocking Chair in Fanning and navigate the twisting roads of Devil's Elbow – both quintessential Route 66 photo opportunities. End your day in Joplin, a resilient city with powerful stories of survival following the devastating 2011 tornado. Connect with locals at dinner to hear firsthand accounts of this historic event.

St. Louis, MO – Joplin, MO

Ride west from Joplin through Oklahoma's rolling hills and horse country. Pass through Miami, Claremore, and Catoosa – home to the quirky Blue Whale roadside attraction – before reaching Tulsa. Your route crosses lands of the Choctaw, Chickasaw, Seminole, Creek, and Cherokee Nations, where Native American history runs deep. These territories, once deemed "unusable" by the Federal Government in the 1830s, became reservation lands following forced relocations.
End your day in Oklahoma City, considered the heart of Route 66. Spend your evening exploring Bricktown, the city's vibrant entertainment district filled with restaurants, bars, and shops.

Joplin, MO – Oklahoma City, OK

Oklahoma's oldest stretches of Route 66 await this morning, taking you through lands once roamed by vast buffalo herds. Cross the historic Chisholm Trail through Yukon and El Reno, where legendary cattle drives moved thousands of longhorns north from Texas in the 1860s.
Stop at the Route 66 Museum in Clinton before crossing into the Texas Panhandle, where the Great Plains stretch toward the horizon. Arrive in Amarillo with time for an optional visit to the legendary Big Texan Steakhouse – home to some of the best steaks in Texas and the famous 72-ounce steak challenge.

Oklahoma City, OK – Amarillo, TX

Begin your day at the iconic Cadillac Ranch before reaching Adrian, Texas – the official midpoint of Route 66. Stop in the ghost town of Glen Rio to stand with one foot in Texas and the other in New Mexico. Cross into "The Land of Enchantment" and enter former Comanche territory. The landscape changes dramatically – mesas rise from the plains, pine trees appear, and the air thins as you climb into the High Plains. End your journey in Santa Fe, one of America's oldest and most beautiful cities, where you'll spend two nights immersed in its unique blend of Native American, Spanish, and Western cultures.

Amarillo, TX – Santa Fe, NM

Your Route 66 adventure concludes today with the motorcycle's return in Albuquerque. Want to explore more of New Mexico? Ask about extending your stay or arranging a discounted motorcycle rental.
We can't wait to take you on another epic tour!
RIDE ON!
Your dedicated EAGLERIDER Team

Santa Fe, NM – Albuquerque, NM - Departure

Late Model Motorcycle Rental

You are guaranteed to get the motorcycle of your choice. 

Bike Model Guarantee

Top customer rated motorcycle friendly hotels are included. You can always count on a clean room, comfortable bed, hot shower, and walking distance to area restaurants, bars, and attractions. A nice mix of popular hotel chains as well as iconic boutique properties. 

3 - 4 Star Motorcycle Friendly Hotels

Fuel on Riding Days

Custom Armored Riding Jacket

Breakfast on Riding Days

Hosted Welcome Dinner

Half-Shell Helmet for Rider and Pillion

We guarantee you saying goodbye is going to be the hardest part about this journey but we'll do our best to make sure your sendoff is as epic as the road you just travelled. 

EagleRider Legendary Farewell Party

There's no better way to experience riding in the USA than with an authentic American tour guide to show you the hidden roads, saloons, and attractions that you would never find on your own. 

Experienced Multilingual Tour Guide

Ride with the reassurance of knowing that your fully equipped support vehicle is always riding safely behind the group. 

Support Vehicle Equipped for Luggage and Spare Bike

Everyone knows the real work on a tour is done by the support driver; a concierge, and personal assistant all rolled into one. 


Support Vehicle Driver

Don't limit yourself to traveling with only what you can pack on a motorcycle. We ask that you limit each person to 1 suitcase and carry-on to be put in the support vehicle.

Door to Door Luggage Service

Restaurant reservations, show tickets, bottle of champagne for a special occasion, or anything else you can dream of, is just a phone call away. 


EagleRider On-Road Concierge

This is your badge of honor to show your friends, family, and fellow riders back home that you have completed a journey most of them will only dream of. 

Custom Tour Completion Patch

National Park Entrance Fees

Hotel Parking Fees

Transportation between Tour Hotel and EagleRider Locations

Toll Fees

Airfare

Meals except where specified

Anything not listed in “What’s Included” above

EagleRider's world famous Route 66 Motorcycle Tour - Chicago to Albuquerque is a Guided Motorcycle Tour starting in Chicago and lasting 8 days.

Route 66 Motorcycle Tour - Chicago to Albuquerque | Guided Motorcycle Tour

Experience the soul of America on our Chicago to Albuquerque Route 66 tour. This 1,527-mile journey across five states takes you through the most iconic stretch of the "Mother Road" – America's historic highway of dreams.
Ride through Illinois, Missouri, Kansas, Oklahoma, and Texas before reaching New Mexico. Follow the path that carried migrants, adventurers, and vacationers westward during the road's 1950s golden age.
Classic diners, vintage gas stations, and quirky roadside attractions remain frozen in time along this legendary route. From Chicago's urban energy to the wide-open spaces of the Southwest, this perfectly crafted ride captures the essence of American freedom.Choose from our premium fleet of Harley-Davidsons and sporting touring brands from Yamaha and BMW, and write your own chapter in the continuing legend of Route 66.
The Mother Road beckons – answer the call with EAGLERIDER!

Albuquerque

Route 66 Motorcycle Tour - Chicago to Albuquerque 

Ride the Mother Road’s Heart

Guided

I just wanted to write a quick review to say what a wonderful experience I had on the Route 66 tour. This was unlike anything I’ve ever done before and, quite frankly, I didn’t know what to expect when I signed up. I saw the ads for various tours come through my email and I happened to have 6 weeks from work.  I said, “what the heck!” I love to ride and Route 66 is somewhere I’d never been. It failed to disappoint! 

Our group was almost literally a “United Nations” with 8 different countries represented within the 23 people on the tour. It was amazing group to spend 7 days with and to ride with. The unit gelled well together almost instantly, and great friendships were made along the way, not to mention the bonus of great scenery and history lessons.

This would be something I would ABSOLUTELY do again!

I want to make a special shoutout to Stefano our AMAZING tour guide and to Kyle who provided equally AMAZING van support. They orchestrated this tour FLAWLESSLY which included ensuring the day flowed appropriately, ensuring lodging reservations were seamless, making sure the group stayed together (and hydrated), ensuring we had working motorcycles 100% of the time (along with doing their best to prevent issues), and providing some great commentary and history lessons along the way. As a note, I was the only native U.S. person on the tour and I learned a ton about my own country. 

Eagle Rider, from my experience, please know that you have two outstanding individuals leading this tour and I would absolutely go on another tour with them!

Ken


Kenneth Hofeling

Amazing tour with some equally amazing guides!

We had planned to do 66 on our own at one point but the expenses seemed overwhelming. An email came through from EagleRider one day and I happened to take a look. There it was, a 66 trip, and signed up. Absolutely the best trip we've been on! No way could we have done it on our own and had such a great time. The trip was so well organised from start to finish with great accommodations to history tutorials along the way by our incredible tour guides Ken and Ronan. The changes in the geography from Chicago to Albuquerque were stunning not to mention the massive, but brief, thunderstorm with hail we experienced coming into the Santa Fe area. All part of a most wonderful adventure!
Thank you Ken and Ronan for taking such good care of us and keeping a sense of humor. I'm sure at many points it was akin to herding cats!  
Jim and I are looking forward to the Wild West Tour next!