Route 66 Westbound (Self-Drive)

After months of anticipation, the moment you’ve been waiting for has finally arrived: Welcome to Chicago! This vibrant city marks the beginning of an unforgettable journey, inviting you to explore its rich history, iconic architecture, and lively cultural scene.

This is the day you begin your Route 66 adventure! Once you’re geared up and ready on your bike, kick off your ride along the 4,000 km / 2,500-mile-long Historic Route 66. With Chicago fading into the distance behind you, you set out westward for a unique journey filled with history and excitement. Your first stop is Joliet, known as the home of the Blues Brothers. Then, it’s off to Wilmington to see “The Gemini Giant” and enjoy lunch.

Continuing along Route 66, you’ll pass by the old gas station at Odell, a prime example of the many vintage stations along the route, before reaching the museum in Pontiac. Finally, you’ll arrive in Springfield, your end stop for the day.

Get ready for a day filled with classic Route 66 riding and stunning natural scenery. Your journey will take you through numerous villages, historic towns, and iconic Route 66 landmarks. Your first stop is Mt. Olive, home to an old Route 66 gas station steeped in history. From there, you’ll continue to Hamel, where you’ll take a break at a traditional Route 66 diner and bask in the sunshine.

As you continue your adventure, you’ll pass through several charming small towns before reaching St. Louis. Here, you’ll have the opportunity to cross the Mississippi River on the historic Chain of Rocks Bridge. Then, it’s time to visit one of the most renowned landmarks in the USA, “The Gateway Arch,” a monument dedicated to the pioneers who ventured westward. Visible from a distance of 6 km, the Arch serves as a symbol of exploration and adventure. Take a moment to capture the essence of the pioneers as you ride by the Arch, marking the end of your day’s journey. You’ll spend the evening in St. Louis, soaking in the atmosphere of this historic city.

As you journey southwestward, you’ll be immersed in the breathtaking mountain vistas of the Ozarks, renowned for their scenic beauty along Route 66. Be sure to keep your camera at the ready to capture the stunning landscapes unfolding before you. Your first stop takes you to Stanton, where you’ll visit the Jesse James Museum in Meramec Mines. Here, you’ll have the unique opportunity to explore the caves where Jesse James and his gang once hid the loot from their infamous raids.

Continuing along the historic Route 66, you’ll traverse through the heart of the United States, encountering a diverse array of experiences and impressions that harken back to the road’s original heyday. Your journey brings you to the picturesque town of Cuba before continuing to Lebanon, where you’ll have the chance to admire the legendary Munger Moss Motel, an iconic landmark along Route 66. Finally, you’ll reach your destination for the day: Springfield, renowned as the hometown of President Abraham Lincoln.

After departing from Oklahoma City, your Route 66 adventure continues with a visit to Yukon. From there, you’ll journey onward to El Reno before making your way to Weatherford, entering the heart of cowboy country and the vast expanse of Texas.

As you traverse the prairie landscapes of Texas, you’ll encounter stretches of straight-line driving, offering a different perspective of the road. And what better way to experience Texas than with a hearty steak meal? Your first stop in Elk City includes a visit to the National Route 66 Museum, followed by a lunch break at a traditional Route 66 steakhouse in McLean. Here, you’ll savor one of the most tender steaks you’ve ever tasted, hand-selected by the owner to ensure the highest quality.

Continuing on to Amarillo, you’ll make several enjoyable stops, including Cavender’s Boot City to stock up on cowboy accessories. Upon arriving at your hotel and checking in, you’ll have the unique opportunity to experience a Route 66 legend: the Big Texan Steakhouse. Here, you can test your mettle by taking on the famous 72-ounce steak challenge. If you can finish the entire meal within 60 minutes—including the steak, baked potato, salad, shrimp cocktail, butter, and bread—you’ll earn the meal for free. It’s a challenge that many have attempted, but few have conquered. Are you ready to take on the challenge?

Today marks a transition from cowboy country to Indian native territory, promising an enriching journey through lands steeped in centuries of indigenous history and culture. Your day begins with a ride along scenic, winding roads to Madrid, a quirky and eclectic town situated on the historic Turquoise Trail. A former mining town, Madrid was reborn in the 70s and 80s as an art colony full of galleries, shops, and historic charm.

Continuing your route, you’ll venture just outside Albuquerque to the Route 66 Casino, where a delicious lunch awaits. From there, your journey leads you straight to Acoma Sky City, a sacred site of the Acoma Indians perched atop a majestic mesa. Accessible only by bus from the Acoma Museum, the holy city offers a profound glimpse into Native American spirituality and heritage. Remember to adhere to the guidance of your tour guide as you explore this revered location, and take advantage of opportunities to acquire authentic handmade Native American artwork.

As the day draws to a close, you’ll ride on to Gallup, concluding another day of adventure and cultural discovery along Route 66.

Prepare for a day of desert landscapes and remarkable natural wonders as you journey through Navajo and Apache territory to the Petrified Forest and Painted Desert. Marvel at the fascinating sights of ancient petrified wood and the vibrant hues of the painted sands, creating a surreal and unforgettable experience. As you traverse through this stunning nature reserve, be sure to capture memories that will last a lifetime.

Next, your route takes you to Holbrook and Winslow, where you’ll have the opportunity to stop at the iconic “corner” immortalized in the lyrics of the Eagles’ famous song. Take a moment to soak in the atmosphere and perhaps enjoy a delicious lunch in Winslow.

Following your break, continue along Route 66 to Williams, a vibrant destination known for its captivating charm. Here, you’ll enjoy a fun-filled evening, soaking up the unique ambiance of this iconic Route 66 stopover. Get ready for a night to remember in Williams!

Begin your day with a breathtaking drive to Oatman, a historic western village nestled in Mohave County. Established by gold prospectors in 1915, the journey to Oatman features narrow, winding roads amidst stunning mountain and desert landscapes, offering prime filming opportunities. Upon arrival, be sure to secure your bikes and keep an eye out for roaming donkeys and “outlaws” on the streets.

Continuing along Route 66, your next destination is the vibrant city of Las Vegas, known as “The Adult Playground” or “Sin City”. Las Vegas offers an array of entertainment options, from stunning buildings to unique shows and world-renowned casinos. Explore iconic landmarks such as Caesars Palace, Bellagio, MGM, and The Venetian, or witness captivating attractions like the volcanic eruptions at the Mirage and the mesmerizing water show at the Bellagio. Las Vegas promises an unforgettable experience with endless excitement and endless possibilities.

Prepare for a day of diverse driving experiences, spanning city streets, highways, and desert landscapes, with temperatures soaring. To combat the heat, we advise wearing a hydration (cooling) vest for added comfort. Begin your day with breakfast and a drive along the iconic Las Vegas Strip, followed by a group photo opportunity at the renowned “Welcome to Las Vegas” sign.

Continuing towards Los Angeles, make a stop at Calico Ghost Town for a glimpse into the Old West before enjoying lunch in Barstow. Afterward, journey to the picturesque vacation destination of Big Bear Lake, where you’ll savor your final evening on the road, surrounded by enchanting scenery and lasting memories.

As you check out of the hotel and board the shuttle bus to the airport, your journey on the Route 66 Self-Drive Tour comes to a close. This adventure has taken you across landscapes filled with history, beauty, and the spirit of the open road. We hope that the miles you’ve traveled have brought you unforgettable experiences, scenic wonders, and a deeper appreciation for the legendary path that is Route 66.

Thank you for choosing our Route 66 Self-Drive Tour. It has been our pleasure to guide you through this iconic journey, and we hope that the memories you’ve made will be cherished for a lifetime. Safe travels home, and we look forward to welcoming you on another adventure in the future.

Please note: Due to time differences, travelers from Europe will arrive home on the date or day after departing from the US.

Additionally: It’s essential to understand that while our itinerary outlines a comprehensive framework for the tour’s planned activities and experiences, deviations may occur. The beauty of a self-drive tour lies in the personal freedom it offers. You are in control, serving as your own guide. This flexibility allows you to choose whether to stick to our suggested path or venture off into detours that catch your eye. Your adventure is yours to shape, providing an opportunity to make the trip uniquely yours, filled with unexpected discoveries and personal highlights.