This tour includes:

•    Return flights
•    15 days' trike hire with one tank of fuel
•    15 nights’ hotel accommodation
•    Full digital documentation kit including daily driving route plans

Full Itinerary

Day 1: UK – ChicagoUpon arrival at Chicago International Airport, make your way to the Eaglerider depot in central Chicago tol collect your trike (motorcycle) hire and drive to The Whitehall Chicago (or similar) for a two-night stay on a room-only basis. Enjoy your first night in Chicago at leisure. Perhaps take a stroll along Magnificent Mile, then sample a traditional Chicago-style deep dish pizza for dinner. 

Day 2: Chicago
Enjoy a free day to experience the best of the ‘Windy City’. Lou Mitchell’s is a great spot for breakfast and particularly popular with Route 66 travellers due it its close proximity to the official starting point of Historic Route 66 – don’t forget to head to the corner of Michigan and Adams after breakfast to get a photo by the sign. After, perhaps stroll the lakefront and city parks, browse the shops, grab a Chicago Dog, or explore the city’s incredible sights and architectural treasures, including Willis Tower, one of the tallest buildings in North America.

Day 3: Chicago – St. Louis
This morning, your unforgettable journey along Historic Route 66 gets underway. This legendary old road passes through a variety of pure Americana landscapes and takes in some of the country’s biggest, oldest, and most peculiar sites along the way. Follow the traditional east-to-west path of Route 66, from Chicago to St. Louis, Missouri, cruising through endless cornfields and flat prairies. En route, don’t miss Wilmington’s larger-than-life green Gemini Giant, and Atlanta’s Bunyan Giant. In Springfield, stop at the Cozy Dog Drive-In, the birthplace of the corn dog, and explore the legacy of Abraham Lincoln with a visit to the Lincoln Home National Historic Site. Once in St. Louis, the largest city along Route 66, you can follow in the footsteps of legendary explorers by visiting the historic sites found throughout the city, including the Gateway Arch, the nation’s tallest monument. You will spend one night in St. Louis at The Hotel Majestic St. Louis (or similar) on a room-only basis.

Day 4: St. Louis – Springfield
Today, continue through southern Missouri to Springfield, recognized as the birthplace of Route 66. En route, stop at Meramec Caverns, an extensive set of natural limestone caves. These unique and colourful caves were once used as a hideout by Jesse James, who took advantage of the underground river to escape through the ‘back door’. You will spend one night in Springfield at Best Western Route 66 Rail Haven (or similar) on a room-only basis.

Day 5: Springfield – Tulsa – Oklahoma City
This morning, cut through the south-eastern corner of Kansas on your way to Oklahoma City. En route, stop to view the beloved 20-foot tall cement Blue Whale in Catoosa, a landmark along Route 66, and the Cyrus Avery Route 66 Memorial Bridge in Tulsa. Once in Oklahoma City, the state’s capital, be sure to check out the old Route 66 motels, gas stations, and numerous vintage buildings. You will spend one night at Sheraton Oklahoma City Downtown Hotel (or similar) on a room-only basis.

Day 6: Oklahoma City – Amarillo
Continue along the Historic Route 66 to Amarillo, located in the pancake-flat plains of the Texas Panhandle. This area of Texas was once the buffalo-rich grasslands of the Great Plains, inhabited by bands of Kiowa and Comanche Indians. Stop at the Route 66 Museum in Clinton where you can experience six decades of Route 66 history. See Shamrock’s Tower Station and the U-Drop Inn Cafe whose towering spire is still a reminder of the booming business it once saw. See the first restored Phillips 66 gas station in McLean, and in Groom the leaning water tower and a 150-foot tall stainless steel cross. Once in Amarillo, be sure to stop at Big Texas Steak Ranch, where, if you’re hungry, you can attempt their 72oz. steak challenge. You will spend one night in La Quinta Inn by Wyndham Amarillo West Medical Center on a room-only basis. 

Day 7: Amarillo – Albuquerque
Before leaving Amarillo be sure to visit Cadillac Ranch. This unique art instillation features a row of ten colourfully painted Cadillac cars buried nose-first in the ground. Continue to the MidPoint Café in Adrian, famous for its ‘ugly crust’ pies. From Adrian, you’ll continue along Route 66 to Albuquerque, New Mexico’s largest city. You will spend three nights in Albuquerque at Best Western Plus Rio Grande Inn (or similar) on a room-only basis.

Day 8: Albuquerque
Spend today exploring Downtown Albuquerque’s Central Avenue, a treasure trove of Route 66 landmarks. Historic Old Town offers a taste of New Mexico’s Spanish colonial past, while the Indian Pueblo Cultural Center, owned by the state’s 19 different Pueblo communities, traces the history of the region’s Native American cultures.

Day 9: Santa Fe
To get a true sense of the Old Route 66, today you will detour to New Mexico’s state capital, Santa Fe. Founded on the ruins of an abandoned Indian village and steeped in history, Santa Fe is the oldest capital in the U.S., and although it lost its place on Route 66 in 1938, it remains one of the most picturesque cities in the state. Plan to visit one of Santa Fe’s famous art galleries, art markets, or museums full of traditional and contemporary art, or shop for authentic creations you just won’t find anywhere else. After a day of sightseeing, return to your hotel in Albuquerque for the evening. 

Day 10: Albuquerque – Holbrook
Today, you’ll enter the state of Arizona, which welcomes Route 66 travellers with an overwhelming display of trading posts. View huge concrete tepees that stand at the foot of brilliant red-rock mesas en route to Petrified Forest National Park. Here you will come face-to-face with over 13,000 years of human history and one of the world’s largest and most colourful assemblies of petrified wood, historic structures, and archaeological sites. Catch a sunset over the Painted Desert from the park’s Kachina Point before heading to Holbrook. You will spend one night in Holbrook at Best Western Arizonian Inn (or similar) on a room-only basis. 

Day 11: Holbrook – Grand Canyon/Williams
Continue to Meteor City, a true vintage trading post whose distinctive dome can be seen for miles along this stretch of Route 66. Pass through Flagstaff and Williams en route to Grand Canyon National Park, a stunning natural wonder. Spend the day discovering the distinctive South Rim of the Canyon. Stop at one of the numerous overlooks and walk part of the Rim Trail or along the historic Hermit Road. You will spend one night at Grand Canyon Railway Hotel (or similar) on a room-only basis.

Day 12: Grand Canyon/Williams – Las Vegas
Leaving the town of Williams and the Grand Canyon behind, today you will make your way to Seligman. Continue through Kingman, whose old Route 66 cafés and motels still flourish, to one of Arizona’s hidden treasures – the Hoover Dam. Considered the largest single public works project in the history of the U.S., Hoover Dam straddles the mighty Colorado River, which forms the border between Nevada and Arizona, and brings much-needed water and power to the southwest. Continue on to the dazzling lights of the city of Las Vegas, where you will spend two nights at Luxor Hotel & Casino (or similar) on a room-only basis. 

Day 13: Las Vegas
Enjoy a full day today in the ‘Entertainment Capital of the World’. Walk the famous Las Vegas Strip, lined with mega-resorts and flashing neon lights, place a bet at one of the many casinos, dine at world-class restaurants, catch the latest must-see show, or simply lay by the hotel pool.

Day 14: Las Vegas – Santa Monica – Los Angeles Area
This morning, head through the Mojave Desert to Calico Ghost Town, California’s authentic silver mining town and one of the few original mining camps of the Old West. Re-join Route 66 in Barstow where a collection of historic photographs and artefacts related to Route 66 and the Mojave Desert communities are on display at the Route 66 Mother Road Museum. Continue through Pasadena, Los Angeles, West Hollywood, and Beverly Hills to Santa Monica for a true Hollywood ending to your cross-country journey. Park up and travel the last few blocks on foot to view the ‘End of the Trail’ sign on Santa Monica’s Pier. This sign officially marks the western end of Historic Route 66. You will spend two nights in the Los Angeles area at Hilton Anaheim (or similar) on a room-only basis.

Day 15: Los Angeles Area
Today is yours to spend as you wish. Perhaps visit Universal Studios Hollywood or Anaheim’s original Disneyland Park; explore Hollywood – the playground of the rich and famous; or spend the day in Santa Monica. 

Day 16: Los Angeles - Departure

Return your rental car at Eaglerider’s Los Angeles depot, conveniently located 10 minutes from the International Airport, before making your way to check in for your flight back to the UK.

NOTE THAT HOTEL NAMES ARE A GUIDE ONLY AND MAY BE SUBJECT TO CHANGE DUE TO AVAILABILITY.