Route 66 Original
Ride the Legend with EAGLERIDER and the UK ROUTE 66 ASSOCIATION. 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. You can choose from a Guided tour,a self-guided tour or just hire the bike and off you go., If you are one of our VIP members then we will write the trip for you, just tell us what you want to see
DAY 1
Arrive Chicago
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.
DAY 2
Chicago – Springfield, IL
(187 miles)
Pick up your motorcycle at the 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.
Day 3
Springfield – St.Louis Missouri
(116 miles)
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.
Day 4
St.Louis to Joplin
(325 miles)
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.
Day 5
Jopllin to Oklahoma City
(255 miles)
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.
Day 6
Oklahoma City – Amarillo, TX
(266 miles)
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.
Day 7
Amarillo – Santa Fe, NM
(300 miles)
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.
Day 8
Santa Fe
(free day)
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.
Day 9
Santa Fe – Gallup, NM
(271 miles)
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. .
Day 10
Gallup – Grand Canyon
(283 miles)
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.
Day 11
Grand Canyon to Laughlin Arizona
(256 miles)
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. opter ride for a bird’s eye view of the vastness of the canyon. We meet up later for a sunset ride back to our hotel. This will be a day to remember!
Day 12
Day 12
Day 12
Laughlin to Las Vegas
(129 miles)
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.
Day 13
Day 12
Day 12
Las Vegas – Victorville, CA
(282 miles)
We start the day by riding over the Spirit Mountains into the dramatic, desolate and hot Mojave Desert, stopping in Amboy, located in the middle of nowhere, to check out iconic Roy’s Motel and Café. We continue to our lunch stop in Barstow and then on to Elmer’s Bottle Tree Ranch. After a hot day riding through the desert our hotel’s refreshing pool beckons us to take a cool dip and relax.
Day 14
Day 14
Day 14
Victorville – Los Angeles
(140 miles)
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.
Day 15
Day 14
Day 14
Depart Los Angeles
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!