*Taxes and fees not included. Final price is calculated at checkout and may vary based on optional add-ons and insurance coverage, subject to local tax regulations.

<span class='TBWPerPersonPrice'>%{price}*</span>

<span class='TBWPerPersonPrice'>%{price}*</span>/person

Join Club EAGLERIDER to save 10% discount on this tour.

Save with Club Membership

Got questions about this tour?

Journey highlights

join the club of happy riders

United States

Deutschland

France

Italia

Brasil

España

Los Angeles

Las Vegas

Denver

Orlando

Chicago

Miami

San Francisco

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! 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 to kick-off your dream Route 66 journey!

Chicago, IL

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, stopping at the amazing RT 66 Museum in Pontiac and generally getting a feel for the rubber on the Mother Road.

Chicago, IL  - Springfield, IL

Today we head towards St. Louis! We will stay primarily on the 2-lane sections of the Mother Road, traversing cornfields and small towns that represent the heartland of America. Our arrival into St. Louis will be over the Chain of Rocks Bridge, the original bridge where RT 66 crossed the Mississippi River. Enjoy the short ride today into the "Gateway to the West," St. Louis. This amazing city rests along the shores of the mighty Mississippi River and is home to some of the best live music and BBQ ribs in the country

Springfield, IL – St Louis, MO

Today we continue our ride through the heart of the Midwest, heading southwest across the Missouri Ozarks, a region famous for its rolling hills, lush forests, and Americana charm. You'll wind your way through vintage towns like Cuba and Devil’s Elbow, where time seems to have stood still since the heyday of Route 66. Stop in at quirky roadside attractions and classic diners that make this stretch one of the most nostalgic parts of the Mother Road. Tonight, we land in Springfield, Missouri – not to be confused with its Illinois counterpart – known as the “Birthplace of Route 66.”

St. Louis, MO – Springfield, MO

Get ready for a ride full of classic Route 66 charm as we roll from Missouri into the great state of Oklahoma. Along the way, we’ll pass historic filling stations, vintage motels, and the iconic Rainbow Bridge in Riverton, Kansas—one of the last remaining Marsh Arch bridges on the route. As we enter Oklahoma, the wide prairies stretch out before us and the true spirit of Route 66 comes alive. We’ll ride through small towns like Miami and Claremore before rolling into Tulsa, a city where rich oil heritage meets vibrant Art Deco architecture.

Springfield, MO – Tulsa, OK

Today is a special celebration of the road that brought us here – the 100th anniversary of Route 66! Tulsa, a city deeply intertwined with the history of the Mother Road, is hosting centennial events that bring together riders, classic cars, and fans from all around the globe. You'll have time to explore exhibitions, music performances, parades, and Route 66 landmarks. Whether it’s joining a commemorative group ride or simply soaking in the festive spirit, today is all about honoring a century of American road trip culture.

Tulsa – R66 Centennial Events

Back in the saddle, we ride deeper into the heart of Oklahoma. Today’s route takes us through some of the most iconic and well-preserved parts of Route 66. We’ll pass through Sapulpa, Chandler, and Arcadia – home of the round red barn and the vibrant soda pop oasis, POPS. With its towering neon soda bottle out front, POPS is a must-stop for a cool drink and great photos. In the afternoon, we roll into Oklahoma City, where western heritage meets modern vibes. Be sure to explore Bricktown or visit the poignant Oklahoma City National Memorial.

Tulsa to Oklahoma

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 which 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. We will offer an optional excursion to the Big Texan Steakhouse in Amarillo where you have the opportunity to enjoy the best steaks in Texas, guaranteed!

Oklahoma City  - Amarillo

Today you leave Texas and are on your way into “The Land of Enchantment”, New Mexico. After passing through the world famous Cadillac Ranch, we'll stop at the midway point of RT 66 in Adrian, Texas! And 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 of the Comanche Indians, where mesas, mountains, cactus and pines define the landscape as we 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.

Amarillo – Santa Fe

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.

Santa Fe, NM – free day

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.

Santa Fe, NM – Gallup, NM

From Gallup it’s only about half an hour to the Arizona border. Once you enter Arizona enjoy a very scenic ride through the Petrified Forest, a fossilized prehistoric forest of giant trees that has been unearthed by erosion. Just west of Petrified National Forest you get to Holbrook and Winslow, two old Route 66 towns that are kept alive by transcontinental truckers. Tonight we will stay in Flagstaff, the northern Arizona community on historic Route 66 and is the regions hub for visits to the Grand Canyon.

Gallup, NM – Flagstaff, AZ

Today we ride one of the most legendary and scenic stretches of Route 66. Departing Flagstaff, we pass through Williams and make our way toward Seligman – the town credited with kicking off the Route 66 revival movement. Here you’ll feel like you’ve entered a living postcard of the 1950s, with retro diners, classic cars, and plenty of photo ops. From there, the route winds through the beautiful desert landscapes and mountain passes of northern Arizona, eventually descending into Kingman. This old railroad town is packed with Route 66 history and local character, making it a perfect stop for the night.

Flagstaff – Kingman

The California dream is getting closer. Today’s ride starts with a breathtaking journey through the Black Mountains on the twisting Oatman Highway, where wild burros roam free in the old mining town of Oatman. From there, we cruise down to the Mojave Desert, crossing the state line into California. We'll pass through dusty ghost towns and long-forgotten rest stops that hint at the golden days of the Mother Road. The heat of the desert gives way as we arrive in Victorville, once a booming stop for travelers headed west. Tonight marks our last night on Route 66 before reaching the Pacific.

Kingman, AZ – Victorville, CA

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 head 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 at our Farewell Dinner!

Victorville, CA – Los Angeles, CA

Today your exciting trip will conclude in Los Angeles. Please be sure to let us know if you need an extra night or two in L.A. to enjoy the sights. We can even arrange a discounted motorcycle rental! See you next year! EagleRider

Los Angeles, CA

Late Model Motorcycle Rental

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

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

Airfare

Meals except where specified

Anything not listed in “What’s Included” above

EagleRider's world famous Route 66 Centennial Tour is a Guided Motorcycle Tour starting in Chicago and lasting 16 days.

Route 66 Centennial Tour | Guided Motorcycle Tour

Join us for the once-in-a-lifetime Route 66 Centennial Tour — a 15-day, bucket-list adventure celebrating 100 years of America’s most iconic highway. From the soaring skyline of Chicago to the sun-drenched Santa Monica Pier, this ride takes you through the heart of the country on the original Mother Road. Experience small-town charm, legendary roadside attractions, historic landmarks, and epic landscapes as you roll through eight states and countless stories. It’s more than a ride — it’s a tribute to freedom, friendship, and a century of unforgettable journeys