U.S. Route 66 or U.S. Highway 66 was one of the original highways in the United States Numbered Highway System. It was established on November 11, 1926, with road signs erected the following year.
Join our team as they drive on an epic reconnaissance of the legendary Route 66. This 20-day adventure, departing on June 30, 2025, will take us from the bustling streets of Chicago to the sun-soaked shores of Santa Monica. Along the way, we’ll explore this historic highway’s hidden gems, iconic landmarks, and must-see attractions, ensuring every journey detail is perfect for future tours.
From visiting Harley Davidson’s heart in Milwaukee to standing on the edge of the Grand Canyon, this is more than just a road trip – it’s an exploration of America’s soul. Our team will fine-tune the route, discover new experiences, and build the ultimate Route 66 tour for motorcyclists and adventure seekers.
This is your chance to witness the behind-the-scenes magic of crafting a legendary tour, and we’re excited to have you along for the ride. Whether you’re following along for inspiration or ready to join us on the road, welcome to the Route 66 Recon Tour.
You can join the team in the vehicle or rent a motorcycle or car; you choose how you wish to travel.
Reserve your spot early, as there is limited availability.
DEPARTURE / RETURN LOCATION
Chicago, IL / Santa Monica, CA
Map
Itinerary.
Distances and travel times shown are approximate and should only be taken as a guide.
Day 01: Monday 30 June 2025. Chicago, IL. Distance and travelling time 0 kms Included Meals: Dinner. Group and individual photos at the Route 66 sign. Welcome Dinner with introductions and briefing. Accommodation: Chicago, IL.
Day 02: Tuesday 01 July 2025. Chicago, IL to Milwaukee, WI Distance and travelling time 126kms – 2hrs 30mins Included Meals: Breakfast. Collect Vehicles. Visit the Harley Davidson Museum, Milwaukee. Lunch at Harley Davidson Museum. Tour the Harley Davidson Museum. Check into the accommodation in Milwaukee, WI. Brewery and Distillery tour and dinner. Accommodation: Milwaukee, WI.
Day 03: Wednesday 02 July 2025. Milwaukee, WI to Joliet, IL Distance and travelling time 203 kms – 2hrs 30mins Included Meals: Breakfast. Visit the Bobblehead Museum. Visit Illinois Harley Davidson. Stop at Dick’s Towing, Joliet. Visit the Old Joliet Prison. Check into the accommodation in Joliet, IL. Accommodation: Joliet, IL.
Day 04: Thursday 04 July 2025. Joliet, IL to Springfield, IL Distance and travelling time 262 kms – 3hrs 40mins. Included Meals: Breakfast. Visit theIllinois Rock & Roll Museum on Route 66 and the Joliet Area Historical Museum. Visit the Route 66 Hall of Fame, Museum and Murals. Pontiac. Visit the World’s Largest Railsplitter Covered Wagon, Lincoln. Visit the Lincoln Monument Association, Springfield. Check into the accommodation in Springfield, IL. Accommodation: Springfield, IL.
Day 05: Friday 04 July 2025. Springfield, IL to St Louis, MO. Distance and travelling time 238 kms – 3hrs 50mins Included Meals: Breakfast. Visit Lincoln’s Home National Historic Site. Visit the World’s Largest Catsup Bottle. Visit the Old Chain of Rocks Bridge, Madison, IL. Visit the Gateway Arch. Check into the accommodation in St Louis, MO. Take part in the July 4th Celebrations. Accommodation: St Louis, MO.
Day 06: Saturday 05 July 20205. St. Louis, MO to Springfield, MO. Distance and travelling time 388 kms – 5hrs 45mins Included Meals: Breakfast. Visit Meramec Caverns, Stanton, MO. See the Murals of Cuba. Visit the World’s Second Largest Rocker. Cross the Devils Elbow Bridge. Stop at Uranus Missouri Towne Centre. Check into the accommodation in Springfield, MO. Accommodation: Springfield, MO.
Day 07: Sunday 06 July 2025. Springfield, MO to Tulsa, OK. Distance and travelling time 320 kms – 4hrs 25mins Included Meals: Breakfast. Visit the Route 66 Car Museum, Springfield. Visit the Blue Whale of Catoosa. Visit the Route 66 Historical Village. Check into the accommodation in Tulsa, OK. Explore the Blue Dome District of Tulsa. Accommodation: Tulsa, OK.
Day 11: Thursday 10 July 2025. Rest Day in Santa Fe, NM. Included Meals: Breakfast. Day at leisure. Accommodation: Santa Fe, NM.
Day 12: Friday 11 July 2025. Santa Fe, NM to Gallup, NM. Distance and travelling time 346 kms 3hrs 30 mins Included Meals: Breakfast. Visit Madrid, MN. Visit Old Town Albuquerque, NM. Stop at the Continental Divide, NM. Check into the accommodation in Gallup, NM. Accommodation: Gallup, NM.
Day 14: Sunday 13 July 2025. Flagstaff, AZ to Grand Canyon National Park. Distance and travelling time 127 kms – 2hrs 10mins Included Meals: Breakfast. Travel to the accommodation at the Grand Canyon National Park via Cameron. Free day to explore the Grand Canyon. Accommodation: At the Grand Canyon
Day 15: Monday 14 July 2025. Grand Canyon, AZ to Kingman, AZ. Distance and travelling time 308 kms – 3hrs 15mins Included Meals: Breakfast. Travel to Seligman, AZ via Williams, AZ. Stop at the Road Roadkill Café and OK Saloon with free time to explore Seligman. Visit the Hackberry General Store, AZ. Travel to Kingman, AZ. Accommodation: Kingman, AZ..
Day 17: Wednesday 16 July 2025. Laughlin, NV – Las Vegas, NV. Distance and travelling time 243 kms – 3hrs Included Meals: Breakfast. Visit the Nelson Ghost Town. Visit the Hoover Dam. Travel to Las Vegas, NV. Check into the accommodation, then time to explore Las Vegas. Accommodation: Las Vegas, NV.
Day 18: Thursday 17 July 2024. Las Vegas, NV to Barstow, CA. Distance and travelling time 404 kms – 4hrs 30mins Included Meals: Breakfast. Visit The Seven Magic Mountains. Visit Roy’s Motel & Café, Amboy, CA. Travel to Ludlow, CA. Visit The Calico Ghost Town. Check into the accommodation in Barstow, CA. Accommodation: Barstow, CA.
Day 20: Saturday 19 July 2025. Santa Monica, CA – Our time together ends. Included Meals: Breakfast. Staying longer and activities can be arranged.
Summary of What’s Included:
19 Nights Accommodation, Meals as shown in the itinerary, All Park Fees, All Attraction Fees, All Excursion Fees and, Guides. Bonus:Travelling with Biker Bear Aus.
What’s Not Included:
Airfares, Travel Insurance and those things not mentioned in the inclusions.
Known as the “Main Street of America” or the “Mother Road,” Route 66 is a legendary highway established in 1926. It stretches over 2,400 miles and traverses eight states, serving as a crucial route for westward migration, especially during the Dust Bowl of the 1930s.
Celebrating 100 years of iconic journeys, Route 66 continues to be a beacon for those seeking adventure and discovery. At Ride The World Motorcycle Tours, we’ve not only traversed this legendary highway but have even marked personal milestones along its path—like our team member who rode his way to his 66th birthday on this storied route.
Whether you’re yearning for a motorcycle tour, need just a motorcycle or car rental, or are looking for an RV to call home on the road, we’re here to help you make your Route 66 dreams a reality.
Here’s a glimpse of what each state along this historic route has in store for you:
Travelling from East to West.
Your journey Begins.
Welcome to Illinois, the cradle of Route 66, where the journey of a century-old icon kicks off. Stretching from the vibrant streets of Chicago to the golden shores of Santa Monica, California, Illinois marks the birthplace of this legendary highway. It’s here that the adventure begins, weaving through historic towns, charming farmlands, and landscapes that embody the very essence of America’s heartland.
The Illinois Stretch
Covering roughly 300 miles, Illinois’ stretch of Route 66 is a treasure trove of attractions and scenic splendour. Begin your odyssey in Chicago, where the road unfurls through quaint towns each with their distinctive allure. Highlights include Joliet, celebrated for its architectural gems and spirited Route 66 stops; Springfield, the state capital steeped in Abraham Lincoln history; and Pontiac, renowned for its vibrant murals and the Route 66 Hall of Fame and Museum.
Historical Echoes
Illinois holds a special place in Route 66 lore as the first state to pave its section entirely. This smoothened route ushered in waves of travellers, fueling both tourism and economic growth. Born from the Great Depression’s hardships, Route 66 offered a hopeful path to new opportunities and remains a poignant symbol of the American quest for a better life. Today, it stands as a tribute to the spirit of adventure and exploration that defined an era.
The Road Today
While much of Route 66 in Illinois has been supplanted by Interstate 55, remnants of the original road endure, lovingly preserved by the state. Travellers can retrace this historic path, exploring vintage roadside attractions, nostalgic diners, and classic motels that echo the past. The Route 66 Association of Illinois diligently safeguards these landmarks, inviting thousands of visitors annually to relive a slice of American history.
The Legacy of Illinois
Illinois is a state where history and natural beauty converge. Its stretch of Route 66 not only marks the start of an epic journey but also celebrates the enduring spirit of those who once traversed it in search of a brighter future. From Chicago’s bustling energy to the tranquil charm of the countryside, Illinois promises a rich tapestry of experiences. Beyond Route 66, explore the city’s architectural marvels and the serene Shawnee National Forest. As the gateway to Route 66, Illinois holds a cherished spot in the hearts of explorers and dreamers from around the globe.
Missouri and Route 66: A Journey Through Time.
Route 66 quickly etched its name into the annals of American history as one of the most iconic highways. Cutting a diagonal path through Missouri, the route spans approximately 300 miles, weaving through a landscape of rolling hills, lush forests, and vibrant urban areas.
St. Louis: The Gateway to the West
Your adventure along Route 66 in Missouri is likely to begin or conclude in St. Louis, the route’s largest urban hub. Known as the “Gateway to the West,” St. Louis proudly hosts the Gateway Arch, a monumental emblem of westward expansion. Ascend the arch via tram to soak in breathtaking views of the Mississippi River and the cityscape below, all within this national park’s embrace.
Ted Drewes Frozen Custard: A Sweet Tradition
No Route 66 journey would be complete without a pit stop at Ted Drewes in St. Louis. Since 1930, this iconic establishment has been delighting taste buds with its creamy, famous frozen custard. It’s not just a treat; it’s a rite of passage for anyone travelling the Mother Road.
Meramec Caverns: Missouri’s Hidden Gem
Just a short drive from St. Louis in the Ozark region, you’ll discover Meramec Caverns, a mesmerizing limestone cave system teeming with awe-inspiring formations. This historic underground wonder was not only a refuge for Native Americans and early settlers but also served as a hideout for the notorious outlaw Jesse James and his gang.
Cuba, Missouri: The Mural City
Continuing southwest, you’ll reach Cuba, proudly known as the “Route 66 Mural City.” Here, the town’s walls come alive with colourful murals that celebrate its heritage and the iconic road itself. It’s the perfect spot to stretch your legs, snap some photos, and soak in the vibrant history of Route 66.
A Tapestry of Beauty and History
As you journey through Missouri along Route 66, you’ll encounter a rich tapestry of towns and attractions, each offering its unique flavour and history. Missouri is more than just a stretch of Route 66; it’s a state brimming with natural beauty, historical landmarks, and warm hospitality. Whether you’re a history enthusiast, an outdoor adventurer, or simply in search of a memorable road trip, Missouri delivers. From its bustling cities to its tranquil countryside, this state invites exploration both along and beyond the legendary Route 66.
Kansas and Route 66: A Historic Journey Through The Sunflower State.
While Kansas boasts a modest 13.2-mile stretch of this legendary road, its significance and charm are anything but small. Embark on a journey through Kansas’ slice of Route 66, and then delve into the vibrant allure of The Sunflower State.
The Kansas Stretch
Though Kansas’ stretch of Route 66 may be brief, it’s packed with history and character. This segment runs from the Missouri border in the east to the Oklahoma border in the west, winding through three memorable towns: Galena, Riverton, and Baxter Springs.
Galena
Your Kansas adventure begins in Galena, a town that once thrived as a bustling mining hub with a peak population of 30,000. Today, with a quieter population of just under 3,000, Galena retains its historical charm. Explore its preserved landmarks, including the Galena Mining and Historical Museum and the iconic Kan-O-Tex Service Station, now a nostalgic souvenir shop and attraction.
Riverton
Next on your Route 66 journey is Riverton, home to the historic Old Riverton Store, once known as Williams’ Store, serving customers since 1925. Don’t miss crossing the old Rainbow Bridge, a rare Marsh arch bridge that’s a treasured relic of Route 66 history.
Baxter Springs
As you near the end of Kansas Route 66, you’ll arrive in Baxter Springs. Here, the Baxter Springs Heritage Center and Museum offers a deep dive into the area’s rich history, from Native American heritage and Civil War tales to Route 66 memorabilia. Baxter Springs also hosts the only Route 66 Visitors Center in Kansas, making it a must-visit for enthusiasts.
Discovering Kansas Beyond Route 66
Kansas is more than just its Route 66 stretch. The state is home to a plethora of well-preserved historic sites and natural wonders. Visit the majestic Kansas State Capitol in Topeka for a dose of architectural splendour and U.S. history. History buffs will also appreciate the Eisenhower Presidential Library and Museum in Abilene. Nature lovers should explore the Tallgrass Prairie National Preserve in the Flint Hills, and the Old Cowtown Museum in Wichita offers a glimpse into the Old West.
Though Kansas’ segment of Route 66 may be brief, it’s rich in history and charm. Galena, Riverton, and Baxter Springs each offer unique glimpses into the past, making them essential stops for any Route 66 aficionado. Beyond the iconic road, Kansas offers a wealth of history and natural beauty, ensuring a rewarding experience for every traveller. Whether you’re a history enthusiast, a nature lover, or simply seeking a scenic drive, Kansas welcomes you with open arms and endless discoveries.
Oklahoma and Route 66: Heartbeat of the Mother Road
Oklahoma stands out not just for its sheer length of over 400 miles along the route, but as the very heart of this iconic highway. Often seen as a mere flyover state, Oklahoma reveals itself as a treasure trove of history, attractions, and captivating locales.
The Birth of Route 66 in Oklahoma
In 1926, the dream of Route 66 came to life, aiming to create a cross-country network of highways. Oklahoma played a pivotal role in this endeavour, thanks in large part to Cyrus Avery, an enterprising Oklahoman dubbed the “Father of Route 66.” Avery’s relentless advocacy for the route to pass through his home state catalyzed significant economic and developmental growth. Today, his legacy endures through numerous landmarks, memorials, and museums celebrating the rich history of Route 66 in Oklahoma.
Notable Attractions Along the Route
Travelling through Oklahoma’s stretch of Route 66 offers a blend of historical charm, quirky attractions, and natural beauty. Here are some highlights:
The Oklahoma Route 66 Museum in Clinton: Dive into the rich tapestry of Route 66 with interactive exhibits that bring the road’s legends and cultural significance to life.
The Blue Whale of Catoosa: This whimsical, oversized whale, perched by a picturesque pond, has become a must-see and a favourite for photographers along the route.
Pops 66 Soda Ranch in Arcadia: Marvel at the towering 66-foot soda bottle and explore over 700 varieties of soda at this modern roadside attraction.
The Round Barn in Arcadia: Built in 1898, this genuine round barn is a rare gem, notable for its perfectly circular roof, unlike other so-called “round” barns.
Totem Pole Park in Foyil: Discover the world’s largest concrete totem pole, a striking symbol of local artistry and Route 66 heritage.
Oklahoma City: The state capital offers a plethora of attractions, including the National Cowboy & Western Heritage Museum, the Oklahoma City National Memorial, and the vibrant Bricktown entertainment district.
Preserving the Legacy
Oklahoma is dedicated to preserving the spirit of Route 66. The state has seen collective efforts from associations, communities, and enthusiasts to restore and maintain historical landmarks, vintage motels, and roadside attractions. Official Route 66 interpretive markers and the Oklahoma Route 66 Historic Byway ensure that the road’s storied past is honoured and accessible.
Exploring Beyond Route 66
Oklahoma’s allure extends far beyond Route 66. The state is rich with Native American heritage, a lively arts scene, and stunning landscapes, complemented by the warm hospitality of its people. When planning your next road trip, consider the journey through Oklahoma on historic Route 66. It’s not just a passage through America’s past and present but an invitation to uncover the hidden gems of the Sooner State.
Texas: The Lone Star Route 66 Adventure.
Texas, the second-largest state in the U.S., embodies the spirit of the nation with its rich history, diverse landscapes, and a unique fusion of Mexican and American cultures. One of the standout features of the Lone Star State is its stretch of the historic Route 66.
Texas on Route 66
Though Texas boasts the shortest segment of Route 66 at just 186 miles, its portion is brimming with character and intriguing landmarks. Your Route 66 adventure in Texas kicks off in Shamrock, a charming town celebrated for its iconic Tower Station and U-Drop Inn Café. This Art Deco marvel, built in 1936, once served as both a gas station and eatery. Today, it stands as a vibrant visitor centre and museum.
Travelling west from Shamrock, you’ll reach McLean, home to the first Phillips 66 gas station in Texas and the quirky Devil’s Rope Museum, dedicated to the fascinating history of barbed wire. A short drive further brings you to Alanreed, where a restored 1930s 66 Super Service Station provides a nostalgic glimpse into the past.
In Amarillo, the largest city along Texas’ Route 66 stretch, a mix of old and new attractions awaits. Don’t miss Cadillac Ranch, an outdoor art installation featuring ten graffiti-covered Cadillacs half-buried in a field, offering a splash of artistic rebellion. Also, make a stop at The Big Texan Steak Ranch, famed for its 72-ounce steak challenge—a culinary feat that draws both locals and tourists.
The Texas segment of Route 66 concludes in Glenrio, a ghost town straddling the Texas-New Mexico border. Once a bustling waypoint with motels, gas stations, and diners, Glenrio now stands as a quiet relic, offering a poignant peek into the bygone days of Route 66.
Beyond Route 66
Texas is a land of extraordinary contrasts and diverse experiences. From the energetic cityscape of Houston to the tranquil expanses of Big Bend National Park, the Lone Star State has something for everyone. Austin and Dallas brim with top-tier dining, entertainment, and cultural experiences, while the Gulf Coast beckons with its scenic beaches and water activities. Texas’ rich tapestry of Native American, Spanish, Mexican, and American influences weaves through its history and culture, inviting exploration throughout this vast and vibrant state.
New Mexico: The Enchanted Stretch of Route 66
Route 66, affectionately known as the “Main Street of America” and the “Mother Road,” stands as one of the most legendary highways in the United States. Spanning 2,448 miles from Chicago to Santa Monica, this historic route weaves through eight states, including the captivating Land of Enchantment—New Mexico. With its rich heritage, stunning landscapes, and vibrant culture, New Mexico is an essential stop on any Route 66 journey.
New Mexico and Route 66: A Timeless Bond
New Mexico’s connection to Route 66 is steeped in history. Established in 1926, the original Route 66 cut across the state from east to west, linking cities like Tucumcari, Santa Rosa, Albuquerque, and Gallup. In the 1930s, the route was realigned for a more direct path, bypassing Santa Fe. While this shift stirred some local controversy, it also played a pivotal role in shaping the Route 66 experience we cherish today.
Cultural and Natural Marvels
New Mexico’s Route 66 stretch showcases the state’s rich cultural tapestry and dramatic natural beauty. From the expansive plains of the east to the rugged mountains of the west, the scenery is both diverse and breathtaking. Notable landmarks include the Blue Swallow Motel in Tucumcari, a quintessential example of Route 66 architecture, and Albuquerque’s vibrant downtown murals, which bring colour and life to the city’s streets. A truly unique stop is the Acoma Pueblo, also known as Sky City, one of North America’s oldest continuously inhabited communities, perched atop a stunning mesa.
Cuisine and Celebrations
A Route 66 journey through New Mexico wouldn’t be complete without savouring its distinctive cuisine. The state’s culinary scene offers a delectable blend of Native American and Hispanic flavours. Indulge in green chile cheeseburgers, enchiladas, and tamales, each dish bursting with regional zest. Along Route 66, diners and eateries serve up these flavorful treats, adding a delicious local touch to your road trip.
New Mexico also brims with festivals that highlight its cultural vibrancy. The Albuquerque International Balloon Fiesta, held every October, is a spectacular event that draws hot air balloon enthusiasts from around the globe, painting the skies with a kaleidoscope of colours.
The Enchanted State
New Mexico’s allure extends beyond its Route 66 stretch. From its dramatic landscapes to its deep cultural roots, the state offers an unforgettable experience. As you travel along Route 66, you’ll immerse yourself in New Mexico’s fascinating past and vibrant present. Whether you’re a history enthusiast, nature lover, or adventure seeker, New Mexico’s segment of Route 66 is an essential chapter in your journey along America’s most iconic highway.
Arizona and Route 66: A Timeless Connection.
The stretch of Route 66 that snakes through Arizona is a journey back in time, where nearly 400 miles of road lead you through quaint historic towns, ancient Native American lands, and landscapes that seem to have been painted by the gods themselves. Arizona’s portion of the Mother Road is like a love letter to the past, full of character and stories waiting to be discovered.
Your westward journey begins with the surreal beauty of the Petrified Forest National Park and the Painted Desert. Here, vibrant hues of red, pink, and purple stretch across the horizon, creating a visual symphony that captures the soul. Not far down the road, Flagstaff awaits—a lively town nestled under the towering San Francisco Peaks. This vibrant college town is rich in Route 66 history, where the echoes of the past blend seamlessly with the rhythm of modern life.
A Road Through History
Arizona’s Route 66 isn’t just a scenic drive; it’s a living museum of the American experience. During the Dust Bowl era of the 1930s, this road became a lifeline for thousands heading west in search of a better life. The towns along the way—once thriving due to the traffic of Route 66—have preserved their stories, creating pockets of history that invite exploration.
Though the interstate highway system may have rerouted much of the traffic, Arizona’s dedication to preserving this historic road ensures that the essence of Route 66 remains intact. Many sections of the original road still exist, offering a chance to cruise along the same paths that countless adventurers before you have travelled.
The Majestic Landscapes of Arizona
But Arizona isn’t just about Route 66—it’s a state where contrasts collide in the most beautiful ways. Towering peaks of the San Francisco Mountains loom over vast deserts, while the Grand Canyon, one of the world’s most awe-inspiring natural wonders, beckons travellers with its breathtaking vistas.
Arizona’s cultural landscape is equally rich, shaped by thousands of years of history. Home to 22 federally recognized tribes, the state’s indigenous heritage is woven into the very fabric of its identity. From architecture to cuisine, their influence is a vital thread in Arizona’s cultural tapestry.
Experience the Magic of Arizona’s Route 66
So, whether you’re cruising along the historic pavement or exploring the wonders beyond the road, Arizona’s stretch of Route 66 offers an adventure like no other—a journey through time, beauty, and the enduring spirit of the open road.
California’s Route 66: The Golden Finale.
Aas this legendary highway enters California, it offers travellers a grand finale that blends stark desert beauty with vibrant cityscapes, making it a favourite among road trip enthusiasts and history buffs alike.
California’s Slice of the Mother Road
Crossing the Colorado River from Arizona, Route 66 unfurls across 315 miles of California’s diverse landscape. This stretch of the Mother Road captures everything from the remote vastness of the Mojave Desert to the bustling energy of Los Angeles before finally reaching its iconic end at the Santa Monica Pier.
The Mojave Desert: A Land of Quiet Wonder
As you enter California, the Mojave Desert welcomes you with its vast, sun-soaked expanses. The landscape may seem barren at first glance, but it’s teeming with life, from the peculiar Joshua trees to the resilient desert tortoises. Along the way, quirky roadside attractions and small, dusty towns embody the spirit of Route 66, offering a glimpse into the past when this road was a lifeline for cross-country travellers.
Climbing the San Bernardino Mountains
Leaving the desert behind, Route 66 winds its way up into the San Bernardino Mountains. The air grows cooler, and the views more breathtaking as you ascend. This area serves as the gateway to the Los Angeles metropolis, and in the town of San Bernardino, you’ll find a unique slice of Americana: the site of the world’s first McDonald’s, a fitting symbol of the road’s influence on American culture.
The Los Angeles Experience
The transition from the quiet solitude of the desert to the bustling streets of Los Angeles is a dramatic one. As Route 66 snakes through the city, it passes through iconic neighbourhoods like Pasadena, Hollywood, and Downtown Los Angeles. Here, the road takes on a different character—vibrant, fast-paced, and culturally rich. From the historic theatres of Hollywood Boulevard to the sleek Art Deco skyscrapers downtown, L.A. offers a whirlwind of sights and sounds that capture the essence of modern California.
Santa Monica: The Journey’s End
Every epic journey deserves a memorable conclusion, and Route 66 delivers just that at the Santa Monica Pier. This final stop on the Mother Road is where the pavement meets the Pacific, offering stunning ocean views and a festive atmosphere. The pier, with its amusement park, aquarium, and eclectic array of restaurants and shops, invites travellers to relax and savour the end of their long journey.
California: Beyond the Road
Though Route 66 ends in California, the Golden State itself is a destination worth exploring. From the rugged peaks of the Sierra Nevada to the lush vineyards of Napa Valley, California’s natural beauty is as diverse as it is breathtaking. The state’s cities—Los Angeles, San Francisco, and San Diego, among others—buzz with creativity and innovation. Whether it’s the cutting-edge tech of Silicon Valley or the glitz and glamour of Hollywood, California is a place where dreams are born and history is made.
In every sense, California is more than just the end of Route 66; it’s a place where the journey continues, filled with endless possibilities and stories waiting to be discovered.
We look forward to helping you have the Route 66 experience you have dreamt of. Fill out the form below and you will have taken your first step to making it happen.
Want to join the Ride The World Motorcycle Tours Recon tour?
Riding Historic Route 66, affectionately known as “the mother road,” is an exceptional journey that offers several compelling reasons to embark on this iconic road trip:
Rich Historical Significance: Route 66 is steeped in history, representing the American spirit of adventure and exploration. It was one of the original highways in the U.S., connecting Chicago to Los Angeles and serving as a vital route for migrants and travellers during the 20th century.
Nostalgic Americana: As you Ride along Route 66, you’ll encounter an array of classic roadside attractions, vintage motels, and retro diners, taking you back to experience the charm and allure of mid-century America.
Breathtaking Landscapes: The road winds through diverse landscapes, showcasing the stunning beauty of the American Southwest. You’ll witness some of the country’s most picturesque vistas, from rolling plains to rugged mountains.
Cultural Immersion: Route 66 allows you to immerse yourself in various regional cultures as you pass through different states, each with unique traditions, art, and cuisine.
Quirky Roadside Stops: The route is dotted with quirky and fascinating roadside attractions, like the Cadillac Ranch in Texas or the Wigwam Village Motels in Arizona, making the journey entertaining and memorable.
Personal Achievement: Completing this epic cross-country road trip can be a significant personal achievement as you conquer a historical and legendary route that has captivated the imaginations of countless travellers over the years.
In summary, Riding Historic Route 66 is an unparalleled opportunity to connect with America’s past, experience its diverse landscapes and cultures, and create lasting memories that celebrate the essence of the open road.
DEPARTURE / RETURN LOCATION
Chicago / Los Angeles or Los Angeles / Chicago
Map –
ITINERARY WESTBOUND
Day 01: Departure – Arrival Chicago
Tomorrow marks the beginning of your long-awaited departure day as you arrive in Chicago. Upon landing at the Chicago airport and collecting your luggage from baggage claim, exit the arrival hall to the traffic island with the “red” sign labelled “Hotel and Courtesy Shuttles.” Look for a mini-bus with the hotel name, conveniently close to the airport, offering a free shuttle bus service every 30 minutes. One of our friendly tour guides will greet you at the hotel reception. Please note that check-in at the hotel is not allowed until 3 PM (15:00).
After all tour participants have arrived in the evening, we will gather for a welcome reception and refreshments, introducing everyone and kicking off the program designed to get to know each other. Visiting a local bar nearby is an option for those still full of energy after the journey.
Day 02: Chicago – Bloomington, IL (Riding day 1: 212 km/132 miles)
The following day is the commencement of our Route 66 adventure! We embark on the 2,600-mile-long Ultimate Route 66 tour as everyone gets ready on their bikes. Chicago fades into the background as we head west for an adventure of history and fun. Our journey takes us to Joliet, home of the Blues Brothers, and then to Wilmington with “The Gemini Giant,” where we’ll have lunch. Riding Route 66, we pass the old gas station at Odell before visiting the Pontiac Museum and finally reaching Bloomington, our end stop for the day.
Day 03: Bloomington – St. Louis, MO (Riding day 2: 273 km/170 miles)
The next day promises traditional riding on Route 66 and spectacular nature. We’ll explore many villages, ancient towns, and historic Route 66 landmarks. Stops include Springfield, Abraham Lincoln’s home town, Mt. Olive, the Soulsby old Route 66 gas station, and a break in Hamel at a traditional Route 66 diner. We then journey to St. Louis, crossing the Mississippi River on the historic Chain of Rocks bridge, stopping at “The Gateway Arch,” and spending the evening capturing the spirit of this iconic city.
Day 04: St. Louis – Springfield, MO (Riding day 3: 372 km/231 miles)
We continue southwest through the stunning mountain scenery of the Ozarks along Route 66, with a stop at Stanton and the Jesse James Museum in Meramec Mines. Our adventure takes us through the heart of the United States, with picturesque Cuba, Lebanon, and a look at the legendary Munger Moss Motel in Springfield, the home of President Abraham Lincoln, being our final stop for the day.
Day 05: Springfield – Oklahoma City, OK (Riding day 4: 494 km/312 miles)
Continuing along exciting Route 66, we visit the famous “Gay Parita Sinclair” gas station, Ride through Kansas, and stop at the “4 Women on the Route” and Marsh Rainbow Arch Bridge. Passing through Tulsa, Stroud, and the Rock Café, we enjoy Oklahoma’s beautiful and lush scenery before reaching our final stop for the day: Oklahoma City, the 31st largest city in the U.S.
Day 06: Oklahoma City – Amarillo, TX (Riding day 5: 427 km/267 miles)
After experiencing Oklahoma City, we continued our Route 66 adventure, passing through Yukon, El Reno, and Weatherford, moving into Cowboy Country and Texas. Stops include Elk City for the National Route 66 Museum, McLean for a traditional Route 66 steakhouse lunch, and Cavender’s Boot City in Amarillo. The day ends with a visit to the “Big Texan Steakhouse,” where the challenge of the famous 2.2 kg (72 oz.) steak awaits.
Day 07: Amarillo – Santa Fe, NM (Riding day 6: 451 km/280 miles)
It’s a hot Riding day in cowboy country, featuring a visit to the famous “Cadillac Ranch” and a stop at Adrian, the midpoint of U.S. Route 66. Riding into New Mexico, we pass through Tucumcari, visit the “Blue Swallow,” and continue to Santa Fe, one of the most beautiful cities in the western United States. Santa Fe will be our home for the next two nights.
Day 08: Santa Fe (Explorer and fun day)
Having covered over half the distance on our Route 66 adventure, we take a day off to recharge and further explore the wonders of Santa Fe. The city, situated high in the mountains with scenic views of “Sangre de Cristo,” is rich in Spanish and Native American history. The day is yours to use, whether relaxing by the pool, visiting art galleries, exploring Santa Fe on a guided city tour, or enjoying the local cuisine. The evening includes visiting a real cowboy restaurant to savour steak and experience the authentic cowboy way of life.
Day 09: Santa Fe – Gallup, NM (Riding day 7: 367 km/226 miles)
Leaving cowboy country, we enter Indian native territory with a visit to Madrid, known for the “Wild Hogs” movie. Our journey continues to the Route 66 Casino near Albuquerque, then to Acoma Sky City, the Acoma Indians’ holy city. The day concludes with a Ride to Gallup.
Day 10: Gallup – Williams, AZ (Riding day 8: 390 km/244 miles)
This day brings desert Riding and unique nature, including a visit to the Petrified Forest and the Painted Desert in Navajo and Apache territories. Stops at Holbrook, Winslow, and the “corner” precede our arrival in Williams, one of the coolest destinations on Route 66, where we’ll spend a fun night.
Day 11: Williams – Grand Canyon – Kingman, AZ (Riding day 9: 433 km/271 miles)
A highlight awaits us as we journey to the Grand Canyon. After experiencing the Grand Canyon’s Visitor Center and watching the world’s most-viewed Imax movie, we ride into the Grand Canyon to capture this year’s holiday photo. The day continues with stops in Seligman, Hackberry, and Kingman, featuring desert Riding, scorching conditions, and stunning scenery.
Day 12: Kingman – Las Vegas, NV (Riding day 10: 229 km/143 miles)
Starting with a spectacular Ride to Oatman, an old western town, we continue Route 66 to Las Vegas, “The Adult Playground” or “Sin City.” Las Vegas offers everything from stunning buildings to unique shows, casinos, and entertainment. Enjoy the city’s vibrant atmosphere, and take in the sights of famous landmarks.
Day 13: Las Vegas – Big Bear Lake, CA (Riding day 11: 352 km/219 miles)
A day of city, highway, and desert Riding awaits, featuring a ride along the strip and a group photo in front of the famous “Welcome to Las Vegas” sign. Heading towards Los Angeles, stops include Calico Ghost Town and lunch in Barstow. The day concludes at the beautiful vacation resort, Big Bear Lake, for our last magical evening on the road.
Day 14: Big Bear Lake – Los Angeles, CA (Riding day 12: 248 km/154 miles)
We conclude our tour with a spectacular ride on one of the U.S.’s best motorcycle roads: the Angeles Crest Highway (CA-2). This breathtaking riding experience offers spectacular views, making it a once-in-a-lifetime experience. After several stops and a memorable ride on Angeles Crest Highway, we head towards Los Angeles, return our bikes, and check into the hotel. The day concludes with a visit to Santa Monica Pier, the end of Historic Route 66, and our farewell party.
Day 15: Departure – Travel Home
Checking out of the hotel, we catch a shuttle bus to the airport for our journey home. Thanks for a great ride and good times, and we sincerely appreciate your choice to travel with us. Note: Due to the time difference, travellers from Europe will arrive home on the date/day after departing the US. This program serves as a guideline, and while deviations may occur, our positive tour leaders will strive to execute the program as described to provide positive surprises along the way.
Tours.
Tour
Date from
Date to
Booking deadline
Route 66 Westbound
19-May-25
2-Jun-25
19-Apr-25
Route 66 Westbound
15-Jul-25
29-Jul-25
15-Jun-25
Route 66 Westbound
21-Sep-25
5-Oct-25
21-Aug-25
Route 66 Westbound
19-May-26
2-Jun-26
19-Apr-26
Route 66 Westbound
14-Jul-26
28-Jul-26
14-Jun-26
Route 66 Westbound
22-Sep-26
6-Oct-26
22-Aug-26
ITINERARY EASTBOUND IS THE REVERSE OF THE ABOVE ITINERARY.
Please note that we reserve the right to remain adaptable to unforeseen circumstances and weather conditions that may arise while on tour; the daily schedule may be adjusted accordingly. The client’s tour remains paramount; we will ensure the tour meets your fullest expectations.
Tour
Date from
Date to
Booking deadline
Route 66 Eastbound
4-May-25
18-May-25
4-Apr-25
Route 66 Eastbound
1-Jul-25
15-Jul-25
1-Jun-25
Route 66 Eastbound
6-Oct-25
20-Oct-25
6-Sep-25
Route 66 Eastbound
3-May-26
17-May-26
3-Apr-26
Route 66 Eastbound
29-Jul-26
12-Aug-26
29-Jun-26
Route 66 Eastbound
7-Oct-26
21-Oct-26
7-Sep-26
Prices (USD)
2 people / 1 vehicle / 1 shared room: From $4,495.00 per person
2 people / 2 vehicles / 1 shared room: From $5,995.00 per person
1 person / 1 vehicle / 1 single room: From $7,570.00 per person
Currency Converter (use this useful tool to quickly convert currency values)
Inclusions and Exclusions.
INCLUDED
Motorcycle/Car rental with unlimited mileage 1st choice vehicle model class Shared rooms in biker-friendly hotels Continental breakfast at most hotels National Park Entrance fees Welcome meeting Multi-lingual Tour leader Transport to rental company Support van State min. SLI insurance Loss damage Waiver Half-shell helmet Tour route descriptions Pictures from the tour
NOT INCLUDED
Airfare Optional attractions Vehicle model guarantee Fuel Security deposit for LDW Food and beverages LDW Zero & insurance upgrades Anything not listed in “INCLUDED” above
This tour can be taken as a self-ride; contact us for details.
The above should be taken as a guide only as things can change. If you have any questions, please contact us.