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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 

Pick up your motorcycle at our Chicago EAGLERIDER location, where Route 66 officially starts its 2,807-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

Take a well-deserved break in Santa Fe, a 400-year-old city where Southwestern culture comes alive through distinctive architecture, cuisine, and art. Choose your own adventure today: ride to the ancient Native American pueblo of Taos, drift above the Rio Grande Valley in a hot air balloon, or explore the surrounding mountains on horseback. This free day offers a perfect opportunity to immerse yourself in Santa Fe's rich heritage, vibrant arts scene, and renowned culinary traditions.

Santa Fe, NM - Free Day

Head south to Albuquerque, New Mexico's largest city and vital crossroads where the Rio Grande meets historic trade routes. After crossing the Rio Grande, the landscape opens into the striking Navajo wilderness. Ride past dramatic mesas and bluffs through Laguna and Grants, with Cibola National Forest creating a stunning backdrop. Your day ends in Gallup, a classic Route 66 railroad town with deep Native American heritage. This popular stop for riders from around the world offers authentic Southwestern hospitality and a true taste of the old Route 66.

Santa Fe, NM – Gallup, NM

Cross into Arizona today and explore Petrified Forest National Park, where ancient fossilized trees reveal a prehistoric landscape sculpted by time and erosion. Continue to iconic Route 66 landmarks including the distinctive Wigwam Hotel in Holbrook and the famous corner in Winslow, Arizona immortalized by the Eagles. While most tours stop in Flagstaff or Williams, we push on to lodge just one mile from the Grand Canyon's South Rim. End your day with a sunset view over one of the world's most spectacular natural wonders.

Gallup, NM – Grand Canyon, AZ

Start your day with a helicopter flight over the Grand Canyon's South Rim for an unforgettable aerial perspective. Rejoin Route 66 in Williams and continue through a string of iconic highway towns – Seligman, Hackberry, and Kingman – each preserving a unique slice of Mother Road history. Wind through the historic mining town of Oatman before descending to Laughlin, where your riverside hotel awaits on the banks of the Colorado River.



Grand Canyon, AZ – Laughlin, AZ

Take a short detour from Route 66 for a taste of Las Vegas excitement. The morning ride crosses the stark beauty of the Mojave Desert and the engineering marvel of Hoover Dam.
Arrive in Las Vegas with time to experience the city's legendary entertainment, dining, and nightlife. This brief visit offers a vibrant contrast to the small towns of Route 66. Rest up if you can – tomorrow we'll return to where we left the Mother Road and continue our westward journey.


Laughlin, AZ – Las Vegas, NV

Enter California – the final state of your Route 66 adventure. Cross the magnificent Mojave Desert, where dramatic landscapes of volcanic rock, sand, Joshua trees, and cactus create an otherworldly backdrop for your ride. Stop in the tiny outposts of Amboy and Ludlow, historic "waystations" that once provided crucial services to early Route 66 travelers making the challenging desert crossing. Tonight marks your final evening on the Mother Road, a perfect opportunity to share stories and celebrate.

Las Vegas, NV – Victorville, CA

Your final day begins with one of Southern California's premier motorcycle experiences – 66 miles along the Angeles Crest Highway. Wind through Angeles National Forest, climbing to over 7,500 feet before descending into the Los Angeles Basin. Reach the iconic Santa Monica Pier and the historic "End of the Trail" sign – a triumphant finale to your 2,807-mile journey across America. Tonight, celebrate your adventure and new friendships at our special Farewell Dinner.

Victorville, CA – Los Angeles, CA

Your Route 66 adventure concludes today in Los Angeles. Need more time to explore Southern California? Let us arrange extra hotel nights or a discounted motorcycle rental to continue your journey. 
We can't wait to take you on another epic tour!
RIDE ON!
Your dedicated EAGLERIDER Team

Los Angeles, CA  

Show me more ways to explore Route 66

Late Model Motorcycle Rental

You are guaranteed to get the motorcycle of your choice. 

Bike Model Guarantee

Start your day with a once in a lifetime flight over the South Rim of the Grand Canyon. 

Grand Canyon Helicopter Tour

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™ is a Guided Motorcycle Tour starting in Chicago and lasting 15 days.

Route 66 Motorcycle Tour™ | Guided Motorcycle Tour

Ride the Legend with EAGLERIDER. Journey through America's soul on Route 66 – 2,807 miles of pure adventure from Chicago to Los Angeles. This iconic highway crosses eight states and decades of American history, where dreamers and desperadoes once carved their path west.
The 1950s transformed this simple road into a vibrant playground of neon-lit diners, quirky motels, and classic gas stations. Today, that magic remains frozen in time, waiting for you to discover.
Feel the freedom of the open road as you cruise through vast deserts, rolling plains, and charming towns that tell America's story. There's simply no better way to experience the heartbeat of America than from the saddle of a motorcycle.
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.

Route 66 Motorcycle Tour™

The Mother Road Calls

Guided

If you’d asked at the beginning about the cost of the trip , most would have agreed it was a chunk of money … 

However , ask at the end the same question and we all would have agreed worth every penny !

For me it was an emotional rollercoaster of sights , sounds and friendship. You can see these things on the television and enjoy other’s photos of their trips , but it’s not the same as the sense, sound, smell and feeling of actually riding a Harley , on the open road listening to your favourite tracks and visiting locations that you’d only ever dreamed of seeing with a fantastic group of people and wonderful guides who explain every part of your adventure. 

A life altering experience that I will never ever forget ! 

So a final thank you to our guides on Tour , Brad and Gretchen from Eagle Rider a fantastic team and equally fantastic folk. X 

Thank you 

Tony Smallman

An overwhelming lifetime experience…

Best thing I’ve ever done.
So afraid at the beginning, I’m use to ride in group and I’m not a people’s person, but all the riders was so sweet and friendly. I was so happy that people who knows me that talked to me during the ride asked me if I was using drugs. LOL
The perfect part was the duo, Richard and Vance, don’t forget this names and ask for them if you book a tour. Richard really knows Route 66 and all the routes from Eaglerider, true biker, friendly, fun, and goes beyond duty to make you get the best time ever. I’m in debt with him for sure. He make a lot of people who never ride in groups or together ride staggered in no time. Really hope that we’ll ride together again.
What to say about Vance? Nice to talk, very helpful, well educated taking really good care of us, every stop water, smile and good talk. Every morning our bikes had the shields clean and saddle dry, thanks Vance.
Richard and Vance was the most important thing to this tour being awesome. Bikes where fueled like in F1, again the duo. Bikes where brand new and none have any problems. Pick up and drop of really organized, I was thinking that would took more time to get us riding, but was faster than I expected. All the hotels booked was perfect and the helicopter ride the cherry on top of the cake. 
Best thing I’ve ever done. 

Luiz Adriano

Best thing I’ve ever done! Route 66 April 2024

EagleRider tour guide Richard Wynkoop joins WGN Weekend Morning News to share more on his 66th tour of famous Route 66.

EagleRider tour guide on his 66th tour of famous Route 66

EagleRider's World famous Route 66 motorcycle tour travels the original Route 66, known as the "Mainstreet of America" or "Mother Road", is 2400 miles long from Chicago to Los Angeles, crosses three time zones and 8 States: Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona and California. Route 66 has been the path of migrants, dreamers, desperadoes and an entire generation of vacationers discovering the way west. The 1950's were the Route 66 glory days, when thousands of cars rode bumper to bumper behind each other to experience the Western frontier. Hotels, motels, gas stations, classic restaurants, and the "New" America sprang up everywhere. Much of Route 66's classic roads, restaurants, gas stations, and nostalgic landmarks are preserved just as they were in the 1950’s. The famous and nostalgic Route 66 is the road created in heaven for motorcycle touring. Simply stated, this is the guided tour of America!

EagleRider's Route 66 Guided Motorcycle Tour

Welcome to the Windy City! Nicknamed the 'Paris of the Prairie', Chicago is the biggest and most exciting of the Great Lake cities. It includes a stunning skyline along Lake Michigan, and a gamut of top-rated museums, restaurants, and cafes, and innumerable bars and nightclubs that pay homage to the city’s strong jazz and blues heritage. Tonight you will get to meet your fellow riders and Tour Guides at an Orientation Meeting at the tour hotel, followed by a great Welcome Dinner and celebration downtown. Your dream Route 66 journey is about to begin! 

Day 1

Route 66 Guided Motorcycle Tour

This morning you pick up your bike and are off to the ultimate American road trip. The legendary Route 66 begins at the doorstep of our EagleRider location, cutting through the state of Illinois before running all the way to the Pacific Coast. From Chicago you head south along the Pontiac Trail, the original name for this bit of the road here, passing through Joliet, checking out the Launching Pad Giant, stopping at the amazing RT 66 Museum in Pontiac and generally getting a feel for the rubber on the Mother Road.

Day 3

Try to get up early to walk across the street today and enjoy an early morning view of the St. Louis Arch and Mississippi River before we hit the road. We quickly leave the city in mirrors as we settle in to enjoy the rolling Missouri hills that make this area so beautiful and fun to ride in. We will stop and see the famous World’s Largest Rocking Chair in Fanning, wind our way on the twisting roads of Devil’s Elbow! We will stop to meet Gary at Gay Parita’s, himself a Route 66 icon. Tonight we will enjoy a stay in Joplin, a city that was hit very hard in 2011 by a massive tornado. We'll hang with the locals in the small downtown area and hear some amazing stories about what it was like to be in the eye of a massive tornado!

Day 4

Today is all about the ride! From Joplin we head west through the rolling hills and horse country that is Oklahoma, passing through the towns of Miami, Claremore and Catoosa, where the legendary Blue Whale resides, and stopping for lunch in a Tulsa diner. We will also pass through the lands of several Native American tribes. In the 1830’s all this land, held to be useless by the Federal Government, was set aside as Indian Territory–a convenient dumping ground for the tribes that “blocked” white settlement in the southern states. The Choctaw, Chickasaw, Seminole, Creek and Cherokee are some of the tribes that make up the state’s large Native American Indian population. Further west you ride through El Reno – over the mile-long bridge, near Bridgeport and into Oklahoma City, the heart and soul of Route 66 country.

Day 5

This morning we travel along some of the oldest stretches of Oklahoma’s Route 66. Once the land of vast buffalo herds, this section of 66 traverses some of the great cattle trails that were used in the 1860s to drive herds of cattle from Texas up to the railhead in Abilene, Kansas. We will ride along a section of the Chisholm Trial, which passes through Yukon and El Reno, and stop at the amazing Route 66 Museum in Clinton. After lunch we cross the border into the Texas Panhandle, the southernmost portion of the Great Plains. Our good friends from "The Big Texan Steakhouse" will pick our group up at the hotel in a fleet of old Caddies graced with the horns of Texas Longhorns across the hood and take us to enjoy the absolute best steaks in Texas!

Day 6

Route 66, Day 7: Today you leave Texas and are on your way into “The Land of Enchantment”, New Mexico – after passing through the world famous Cadillac Ranch. How about the ghost town of Glen Rio, where you can stand with one foot in New Mexico and the other one in Texas? From there we enter the land the Comanche Indians, where mesas, mountains, cactus and pines define the landscape as head up into the High Plains and altitude of Santa Fe in central New Mexico. Santa Fe is one of America’s oldest and most beautiful cities, and will be our base for the next two nights.

Route 66, Day 8: Today is at leisure to rest and enjoy the distinctive flavor of this nearly 400-year-old city. The blend of cultures here becomes evident in the southwestern architectural style so closely associated with New Mexico’s capital city. Perhaps you would like to take a ride along the river valley to the old Native American Indian town of Taos, enjoy a sunrise hot air balloon ride, or play cowboy for a day on a horseback ride along a mountain or canyon trail. Santa Fe provides all of these opportunities and more.

Day 7 & 8

Route 66 Guided Motorcycle Tour - Day 7 & 8

This morning you head south, down to Albuquerque, New Mexico’s largest city, with a third of the state’s population. Albuquerque is sprawling at the heart of New Mexico, where the main east - west road and rail routes cross both the Rio Grande and the old road south to Mexico. You cross the Rio Grande and head west – out into the open country and the hues of the Navajo wilderness. You are skirting mesas and bluffs on into Laguna. Further on ride through Grants and along Cibola National Forest towards the famous Route 66 town of Gallup – an old railroad town and Indian stronghold. Enjoy your stay tonight with a host of fellow riders from around the world at one of the many biker friendly hotels in Gallup.

Day 9

Today is another huge day, full of spectacular scenery and iconic Route 66 stops. We cross the border into Arizona and ride to Petrified Forest National Park, a fossilized prehistoric forest of gigantic trees that has been unearthed by erosion. Here you will have the time to explore this stunning landscape and take a moment to get lost in the expansiveness that defines this area. Leaving Petrified Forest NP, we travel further west to the Wigwam Hotel in Holbrook, and stop to stand on the corner in Winslow! While most groups stop in Flagstaff or Williams, Arizona, we will ride on to spend our night just one mile from the South Rim of the Grand Canyon! Tonight you will sit with a cold drink in your hand and enjoy the sunset over the South Rim of the Grand Canyon. The dream is coming true!

Day 10

For those looking to get a real "Bird's Eye View" of the Grand Canyon be sure to let us know and we will arrange a morning helicopter ride over the heart of the South Rim. Later, we will have plenty of time to ride along the rim and stop for amazing vistas and photos. We will leave the Grand Canyon and pick Route 66 back up in Williams, Arizona before heading stops in the famous 66 towns of Seligman, Peach Springs, and Hackberry.

Day 11

Today is a quick ride for a little detour to take in the incredible sights and sounds of Las Vegas...but first we ride through the Old West Ghost Town of Oatman, and journey across the famous Hoover Dam! One thing is for sure, your time in Vegas may be short, but it will sure be sweet! Try to get a little bit of sleep because we pick up Route 66 tomorrow right where we left off yesterday.

Day 12

Today is a day like no other as we traverse the Mojave Desert which offers some of the most dramatic scenery in Southern California. You can imagine what it must have been like for early Route 66 travelers making their way across this huge expanse of desert, dotted with Joshua Trees, cactus, volcanic rock and sand!. Tonight, we celebrate our last night on the Mother Road.

Day 13

Today we head off for our final destination – the end of the road on the Santa Monica Pier! To get there, however, we first get to ride the 66 miles of the Angeles Crest Highway through the mountainous terrain of Angeles National Forest. This highway is considered one of the top motorcycle rides in southern California and rises to over 2300 meters. Next we descend the Crest into the Los Angeles Basin and heading towards the Pacific Ocean. Riders always have mixed emotions as they stand at the "End of the Trail" sign on the Santa Monica Pier. There is a sense of joy and elation at having completed a journey most people only dream about, and a sense of sadness at the thought of the ride having come to an end. Tonight we celebrate the miles we’ve ridden and the friends we made as we party together for our Farewell Dinner!