Route 66 Anniversary Tour 2026

The eagerly anticipated departure day has arrived at last: Welcome to Chicago!

Upon the arrival of all tour participants, we gather for a welcoming reception accompanied by refreshments, where both tour participants and leaders are introduced. The evening’s agenda is dedicated to fostering connections and getting to know each other better. For those with energy to spare after the long journey, there’s an option to unwind at a nearby local bar, providing an informal setting for further socializing and shared experiences.

(Driving day 1: 212 km/132 miles)

Today marks the commencement of our much-awaited Route 66 adventure! Once everyone is geared up and ready, we kick off our journey on the 2,600-mile-long Historic Route 66 tour. Chicago gradually fades into the distance as we embark on a westward ride, promising a unique adventure brimming with history and enjoyment.

Our initial destination is Joliet, the famed home of the Blues Brothers, setting the stage for a musical and cultural experience. Next on our route is Wilmington, where we’ll encounter “The Gemini Giant” and pause for a delightful lunch.

Continuing along Route 66, we pass the historic gas station at Odell, showcasing a prime example of the many day-open stations that once lined this iconic highway. Our exploration takes us to the museum in Pontiac before culminating in Bloomington, our destination for the day and a testament to the rich tapestry of Route 66’s legacy. Get ready for an adventure filled with history, fun, and the open road!

(Driving day 2: 273 km/170 miles)

Get ready for a day brimming with the time-honored charm of Route 66 and breathtaking encounters with nature. Our route unfolds through numerous villages, ancient towns, and historic Route 66 landmarks. Our first pause is in Springfield, the hometown of Abraham Lincoln, adding a touch of historical richness to our journey.

Continuing our adventure, we make our way to Mt. Olive, where the renowned Soulsby old Route 66 gas station awaits. Next on our route is Hamel, where we take a refreshing break at a traditional Route 66 diner, basking in the warmth of the sun.

As we traverse through several small towns, the grandeur of St. Louis beckons. Crossing the mighty Mississippi River on the historic Chain of Rocks bridge, we make a stop at one of the USA’s most iconic landmarks—the “Gateway Arch,” a tribute to the pioneers who ventured west. Visible from a distance of 6 km, the Arch serves as a symbolic milestone. Following the path of the real pioneers, we ride by the Arch, pausing to capture the significance of the moment. The evening unfolds in St. Louis, offering a chance to soak in the rich history and vibrant atmosphere of this city on the banks of the Mississippi.

(Driving day 3: 372 km/231 miles)

Our journey continues to unfold in the breathtaking southwest, traversing the mesmerizing mountain landscapes of the Ozarks—an unrivaled spectacle along Route 66. Be sure to keep your cameras ready to capture the beauty of this scenic stretch!

Our first stop brings us to Stanton and the Jesse James Museum in Meramec Mines, offering a unique opportunity to explore the caves where Jesse James and his gang concealed the spoils from their infamous raids.

Venturing through the very heart of the United States, we follow the original path that travelers took on Route 66, brimming with diverse experiences and impressions. Our next destination is the picturesque town of Cuba, setting the stage for a charming encounter with the essence of this iconic route. We then proceed to Lebanon, where the legendary Munger Moss Motel awaits our exploration.

Our final stop for the day is Springfield, a city steeped in history as the home of President Abraham Lincoln. As we conclude this leg of our journey, reflect on the tales of the past and anticipate the adventures that lie ahead on the storied road of Route 66.

(Driving day 4: 318 km/198 miles)

(Driving day 5: 588 km/365 miles)

Having immersed ourselves in the allure of Tulsa and the anniversary, our Route 66 odyssey presses on. Our next destination is Yukon, the hometown of the renowned country music artist Garth Brooks. From there, we journey to El Reno before setting our sights on Weatherford.

Transitioning into cowboy country and the vast expanse of Texas, our route takes us through prairie landscapes, featuring some straight-line stretches. Aptly, this day is also designated as “the steak” day, promising a culinary delight.

Our initial stop is Elk City, where we explore the National Route 66 Museum and capture moments in front of the iconic Route 66 sign. En route to Amarillo, we make a pit stop in McLean at a traditional Route 66 steakhouse for a delectable lunch. The establishment, known for its tender steaks, personally sources all beef to ensure the highest quality.

Upon reaching Amarillo, we embark on a series of enjoyable stops, including Cavender’s Boot City, where we stock up on cowboy accessories.

Following check-in at the hotel, we embark on a visit to a Route 66 legend—the “Big Texan Steakhouse.” Here, the renowned 2.2 kg (72 oz.) steak awaits, and those daring enough to finish the entire meal within 60 minutes (including the steak, baked potato, salad, shrimp cocktail, butter, and bread) earn the meal for free. A challenge attempted by many, conquered by a select few. Are you ready to take on the legendary Big Texan Steakhouse challenge?

(Driving day 6: 451 km/280 miles)

Prepare for a sun-soaked journey through the expansive landscapes of cowboy country, featuring long stretches of flat fields and countryside. Our route may include sections on I-40, as some parts of the old Route 66 are no longer drivable in this area.

Our first noteworthy stop is the iconic “Cadillac Ranch,” where you have the opportunity to leave your mark on a unique work of art. We then proceed to Adrian, home to the “Midpoint U.S. Route 66,” marking the halfway point on our journey to Los Angeles. A stop at the local Midpoint diner for a cup of coffee precedes our exit from Texas and entry into New Mexico.

Continuing our adventure, we arrive in Tucumcari, where a visit to the friendly “Blue Swallow” motel awaits. Lunch in Tucumcari fuels us for the drive to Santa Rosa.

Our final destination for the day is Santa Fe, hailed as one of the most beautiful cities in the western United States and the capital of New Mexico. Santa Fe will graciously host us for the next two nights. Within minutes of navigating Santa Fe’s narrow streets, you’ll find yourself enamored with the city and its welcoming population. Get ready to fall in love with the charm of Santa Fe!

(Driving day 7: 367 km/226 miles)

Embarking on a cultural transition from cowboy country to the sacred territory of Native Americans, today promises an enriching journey through landscapes inhabited by indigenous peoples for centuries. Our adventure commences with a ride along small, winding roads leading to Madrid. Once a historic coal mining town turned ghost town, Madrid has transformed into a vibrant community boasting over 40 shops and galleries, several restaurants, a spa, and a museum.

Following our exploration of Madrid, we continue our drive just outside Albuquerque to the Route 66 Casino, where a delicious lunch awaits. Our journey then takes us directly to Acoma Sky City, the revered holy city of the Acoma Indians perched atop a lofty mesa. Arriving at the base, we park outside the Acoma Museum, secure tickets, and board a bus for the ascent to the holy city—walking up independently is strictly prohibited. Once at the top, we remain together and close to the guide, with ample opportunities to acquire unique handmade Native American art.

As the day unfolds with cultural exploration and breathtaking scenery, we conclude our journey by driving to Gallup, reflecting on the rich heritage and traditions of the indigenous lands we’ve traversed.

(Driving day 8: 390 km/244 miles)

Anticipate a day of desert driving and encounters with unique natural wonders. Our journey begins in the expansive territories of the Navajo and Apache as we make our way to the Petrified Forest and the Painted Desert. Is it stone or wood? Is the sand truly painted? These questions linger as we traverse this captivating nature reserve, leaving indelible memories.

Our route then leads us to Holbrook and Winslow, where we pause at the iconic “corner.” For Eagles fans, it’s a moment to connect with the lyrics, “Standing on a corner in Winslow, Arizona.” Lunch in Winslow provides a chance to refuel.

After our glucose recovery, we continue our adventure along Route 66 to Williams, a destination that stands out as one of the coolest stops on this historic route. Our stay in Williams promises a night filled with fun and memorable experiences. Get ready to immerse yourself in the charm and allure of Williams on Route 66!

(Driving day 9: 433 km/271 miles)

Welcome to the Grand Canyon—a day that promises to be the tour’s pinnacle for many. Our journey commences with a drive to the Grand Canyon Visitor Center, offering you the opportunity to witness the world’s most-viewed Imax movie. As the film unfolds, the experience is nearly akin to standing within the majestic Grand Canyon itself. Following this cinematic encounter, we embark on a ride into the Grand Canyon, capturing this year’s holiday photo amidst its breathtaking vistas. Note: Helicopter rides must be pre-booked for this extraordinary experience.

Once we bid farewell to the Grand Canyon, our route leads us to the charming town of Seligman, a staunch advocate for Route 66’s origin. Seligman exudes a playful, cozy, and traditional Route 66 ambiance, providing ample photo opportunities. The remainder of the day unfolds with desert driving, soaring temperatures, and enchanting scenery. A stop in Hackberry, a small, historic Route 66 gas station frozen in time like a scene from an old movie, invites us to savor ice cream or cola in the shade. Our journey then cruises to Kingman, another pivotal city on this iconic route.

(Driving day 10: 229 km/143 miles)

Embark on the day with a breathtaking drive to Oatman, a historic western village nestled in Mohave County, founded by two gold prospectors in 1915. The journey to Oatman unfolds along narrow, winding roads that traverse varying elevations, offering stunning vistas of mountain and desert landscapes—a cinematic experience and a highlight of the tour. In Oatman, be sure to secure your bikes, and keep an eye out for donkeys and playful “outlaws” roaming the streets.

Continuing our adventure along Route 66, we proceed straight to the dazzling lights of Las Vegas—the city often referred to as “The Adult Playground” or “Sin City.” Here, the possibilities for entertainment are limitless, from stunning architectural wonders to unique shows, world-class casinos, and a plethora of entertainment options. Las Vegas is a city that never sleeps, ensuring a vibrant and dynamic atmosphere throughout your stay.

Highly recommended stops include iconic landmarks such as Caesars Palace, Bellagio, MGM, Stardust, Treasure Island, The Venetian, Mirage, and the Wyatt. In the evening, indulge in the spectacle of volcanic eruptions every 15 minutes at the Mirage, where the garden transforms into a mesmerizing flame show. Inside the casino, encounter rare white tigers, and don’t miss the captivating water show outside the Bellagio—a memory to last a lifetime. Las Vegas offers an unforgettable experience, where every corner holds a new adventure waiting to unfold.

(Driving day 11: 352 km/219 miles)

Embark on a day filled with diverse driving experiences, navigating through cityscapes, highways, and the desert, where temperatures can soar. To ease the impact of the heat, we recommend donning a hydration (cooling) vest for a more comfortable ride. After a hearty breakfast, our journey begins with a drive along “the strip,” culminating in a memorable group photo session in front of the iconic “Welcome to Las Vegas” sign.

Our route then leads us towards Los Angeles, with a pit stop at the captivating Calico Ghost Town. Lunch awaits us in the historic town of Barstow. Following our midday break, we continue our journey to the picturesque vacation haven of Big Bear Lake, where we savor the enchantment of our final evening on the road. Get ready to immerse yourself in the beauty of Big Bear Lake, creating lasting memories as we conclude this magical adventure.

(Driving day 12: 248 km/154 miles)

Concluding our tour with a grand finale, today promises an exhilarating ride along one of the United States’ finest motorcycle routes—the Angeles Crest Highway (CA-2). Brace yourself for a breathtaking journey with roads that weave through magical landscapes, offering spectacular views that are sure to be etched in the annals of motorcycle history. Ensure your cameras are not only ready but fully charged, as this is a ride that encapsulates a once-in-a-lifetime experience.

Our adventure along Angeles Crest Highway includes strategic stops to fully absorb the awe-inspiring surroundings before we set our course toward Los Angeles. Upon returning our bikes and checking into the hotel, we continue our celebration with a drive to the iconic Santa Monica Pier—the symbolic endpoint of Historic Route 66 and the venue for our farewell party. Let’s bid adieu to this remarkable journey in style at the historic terminus of Route 66.

As we check out of the hotel, a shuttle bus awaits to transport us to the airport for our journey back home. We extend our heartfelt appreciation for choosing to travel with us and creating unforgettable memories on this incredible ride.

Note: Please be aware that due to the time difference, travelers from Europe will arrive home on the date/day following their departure from the US.

Kindly note that this program serves as a comprehensive guide for the activities and experiences on the tour. While occasional deviations may occur, we assure you that our dedicated tour leaders will exert every effort to execute the program as described, to the best of their ability and in accordance with prevailing circumstances. We are committed to ongoing improvements, so be prepared for positive surprises throughout your journey with us. Safe travels and we hope to welcome you back for more adventures in the future!