Follow America’s legendary Mother Road on an unforgettable self-drive adventure from the golden beaches of Santa Monica to the iconic skyline of Chicago. Travelling across eight diverse states, this epic journey combines breathtaking natural landscapes, fascinating history and classic Americana into one extraordinary road trip. Discover nostalgic towns that have proudly preserved the spirit of Route 66, marvel at world-famous national parks including the Grand Canyon and Petrified Forest, and uncover quirky roadside attractions, vintage diners, neon-lit motels and hidden gems along the way. From the deserts of California and Arizona to the rolling plains of the Midwest, every day brings new scenery, unique experiences and unforgettable stories. Whether you’re photographing iconic landmarks, exploring vibrant cities, meeting welcoming locals or simply enjoying the freedom of the open road, this legendary adventure captures the very essence of America’s most famous highway.
Itinerary Highlights
Drive the full length of Historic Route 66
Explore the Grand Canyon South Rim
Visit classic diners, neon motels and roadside attractions
Experience Sedona’s famous red rocks
What’s included
Rental Car included
Meet & greet airport service
Luxury or boutique accommodation at your chosen level
Expert guides in select destination
flexibility
This is an example itinerary. It is fully flexible; you can add or detract days and include hotels at your chosen budget. It departs daily.
19
Nights
Price Guide
From $5,500 per person
Our quotes are bespoke for your customised trip. The prices displayed are indicative only, read more
Day 1
Fly to Los Angeles
Day 1
Santa Monica
Your Route 66 adventure begins as you arrive in the vibrant coastal city of Santa Monica, where the relaxed Californian lifestyle sets the perfect tone for the journey ahead. Overlooking the Pacific Ocean, Santa Monica has long been one of Southern California’s most iconic beach destinations, blending golden sands, palm-lined boulevards and a lively dining scene. After your journey, spend the afternoon unwinding with a stroll along Santa Monica Beach, take in the ocean views from the historic Santa Monica Pier or browse the shops, cafés and street performers of Third Street Promenade. As the sun sets over the Pacific, it’s easy to see why this is considered the perfect starting point for one of the world’s most legendary road trips.
Day 2
Route 66 Kickoff: Santa Monica to Barstow
Today your Route 66 adventure officially begins as you leave the Pacific coastline behind and head east along America’s legendary Mother Road. Following much of the original alignment, you’ll travel through Los Angeles and Pasadena before gradually leaving the city behind as the landscape transforms into the rugged beauty of the Mojave Desert. Along the way, discover some of Route 66’s most famous landmarks, including the iconic Wigwam Motel, the fascinating California Route 66 Museum and the colourful Bottle Tree Ranch, where hundreds of handcrafted sculptures have become one of the highway’s most photographed attractions. If time allows, make a short detour to the historic Calico Ghost Town before arriving in Barstow, where vintage motels, railway history and classic Americana provide a fitting introduction to life on Route 66.
Day 3
Desert Neon & Donkey Town: Barstow to Kingman
Today’s drive showcases some of the most iconic desert scenery along Historic Route 66. Leaving Barstow, follow the old highway through remote stretches of the Mojave Desert, where vast open landscapes and endless blue skies create the classic American road trip experience. Stop at the famous Roy’s Motel & Café in Amboy, one of Route 66’s most recognisable landmarks, before continuing towards the Colorado River and crossing into Arizona. One of today’s highlights is the colourful mining town of Oatman, where free-roaming burros still wander the wooden boardwalks and historic storefronts. The spectacular drive across Sitgreaves Pass offers sweeping mountain views before descending into Kingman, a town proud of its rich Route 66 heritage and welcoming atmosphere.
Day 4
High Desert to Sacred Canyon: Kingman to the Grand Canyon
Continue your journey through Arizona today as Route 66 winds its way past some of the highway’s most celebrated historic towns. Visit Hackberry General Store, one of the most photographed stops on the Mother Road, before travelling through Peach Springs and the colourful town of Seligman, widely regarded as the birthplace of the Route 66 preservation movement. Continue to Williams, the last town to be bypassed by Interstate 40, where classic diners, vintage cars and nostalgic shopfronts capture the spirit of a bygone era. Leaving Route 66 behind, head north towards Grand Canyon National Park, where one of the world’s most spectacular natural wonders awaits. Arriving at the South Rim, you’ll be treated to breathtaking panoramic views that are guaranteed to be one of the highlights of your journey.
Day 5
Red Rock Descent: Grand Canyon to Sedona
This morning offers one final opportunity to admire the breathtaking scenery of the Grand Canyon before beginning the drive south towards Sedona. Passing through forests of ponderosa pine near Flagstaff, the scenery changes dramatically as you descend through the spectacular curves of Oak Creek Canyon, widely regarded as one of Arizona’s most scenic drives. Towering sandstone cliffs, lush creek crossings and numerous lookouts make the journey as memorable as the destination itself. As you arrive in Sedona, the landscape opens into a remarkable panorama of glowing red rock formations that have made the region famous around the world. Spend the remainder of the day exploring Sedona’s galleries, boutique shops and relaxed cafés, or simply admire the ever-changing colours of the surrounding cliffs as the sun begins to set.
Day 6
Red Rocks to Trading Posts: Sedona to Gallup
Leaving Sedona behind, today’s journey follows Historic Route 66 through the heart of northern Arizona before crossing into New Mexico. Stop in the mountain town of Flagstaff before continuing to Winslow, forever associated with the famous Eagles song Take It Easy. One of today’s highlights is the drive through Petrified Forest National Park and the Painted Desert, where colourful badlands, ancient fossilised trees and remnants of the original Route 66 combine to create one of the most unique landscapes anywhere along the route. Continuing east, you’ll arrive in Gallup, a town renowned for its Native American heritage and historic trading posts. It’s also home to the famous Hotel El Rancho, where Hollywood stars once stayed during the golden age of western filmmaking.
Day 7
Trading Posts to Turquoise Skies: Gallup to Albuquerque
Today’s drive continues across the wide-open landscapes of New Mexico, where dramatic mesas, colourful desert scenery and centuries of Native American and Spanish history create a fascinating backdrop to your journey. Along the way, you’ll pass traditional pueblos, roadside trading posts and charming small towns that still celebrate their deep connection to Historic Route 66. Arriving in Albuquerque, New Mexico’s largest city, you’ll discover a vibrant blend of Native American, Hispanic and Western cultures. Explore the beautifully preserved Old Town, browse local galleries and artisan markets or sample authentic New Mexican cuisine featuring the region’s famous red and green chillies. With its rich history and colourful atmosphere, Albuquerque provides the perfect place to pause before continuing east along the Mother Road.
Day 8
Neon & Open Plains: Albuquerque to Tucumcari
Leaving Albuquerque, continue following Historic Route 66 as the city skyline quickly gives way to New Mexico’s wide-open landscapes and endless blue skies. The journey takes you through charming towns rich in Route 66 history, where vintage motels, colourful neon signs and classic diners evoke the golden age of American road travel. Along the way, stop in Santa Rosa, renowned for its crystal-clear Blue Hole, before continuing across sweeping plains towards Tucumcari. Famous for its beautifully restored neon signs and nostalgic roadside atmosphere, Tucumcari remains one of the best-preserved Route 66 towns in the United States, offering countless opportunities for photography and a genuine taste of classic Americana.
Day 9
Neon Crossings & Texas Horizons: Tucumcari to Amarillo
Today’s drive continues across the wide-open landscapes of New Mexico, where dramatic mesas, colourful desert scenery and centuries of Native American and Spanish history create a fascinating backdrop to your journey. Along the way, you’ll pass traditional pueblos, roadside trading posts and charming small towns that still celebrate their deep connection to Historic Route 66. Arriving in Albuquerque, New Mexico’s largest city, you’ll discover a vibrant blend of Native American, Hispanic and Western cultures. Explore the beautifully preserved Old Town, browse local galleries and artisan markets or sample authentic New Mexican cuisine featuring the region’s famous red and green chillies. With its rich history and colourful atmosphere, Albuquerque provides the perfect place to pause before continuing east along the Mother Road.
Day 10
Panhandle Classics to Bricktown Buzz: Amarillo to Oklahoma City
Today you leave the Texas Panhandle behind and continue east through rolling grasslands and historic Route 66 communities before crossing into Oklahoma. Along the way, discover fascinating roadside attractions, charming small towns and reminders of the highway’s enduring legacy. As you approach Oklahoma City, the scenery transforms into a vibrant metropolitan landscape where modern attractions sit comfortably alongside rich Western history. Spend the evening exploring the lively Bricktown entertainment district, home to scenic canals, excellent restaurants and a thriving nightlife, or visit one of the city’s many museums celebrating the history and culture of the American West.
Day 11
Oklahoma Icons to Kansas Detour: Oklahoma City to Wichita
Leaving Oklahoma City behind, today’s drive follows sections of Historic Route 66 before turning north towards Kansas, the smallest state along the Mother Road but one rich in history and character. Along the journey you’ll pass welcoming country towns, historic service stations and peaceful rural landscapes that highlight a quieter side of America’s heartland. Arriving in Wichita, discover a city known for its aviation history, attractive riverside parks and vibrant arts precinct. Whether exploring local museums, enjoying the lively restaurant scene or taking an evening stroll through the revitalised downtown, Wichita offers a refreshing change of pace while maintaining the spirit of the classic American road trip.
Day 12
Plains to the City of Fountains: Wichita to Kansas City
Today’s journey continues across the fertile plains of Kansas before crossing into Missouri and arriving in one of the Midwest’s most vibrant cities. As the open countryside gradually gives way to an impressive urban skyline, Kansas City welcomes visitors with its famous fountains, rich jazz heritage and world-renowned barbecue. Spend time wandering through the lively Power & Light District, explore fascinating museums or simply enjoy the city’s relaxed atmosphere and welcoming hospitality. Blending historic neighbourhoods with modern attractions, Kansas City provides the perfect balance of culture, entertainment and Route 66 history.
Day 13
Missouri Bound: Kansas City to Columbia
Leaving the bustling streets of Kansas City behind, today’s drive is a relaxed journey through the rolling countryside of Missouri. Travelling along scenic highways, you’ll pass picturesque farmland, charming rural communities and landscapes that showcase the quieter beauty of America’s Midwest. Your destination is Columbia, a lively university city with a welcoming atmosphere, attractive parks and a thriving café culture. Spend the afternoon exploring its historic downtown precinct, browsing boutique shops or enjoying one of the many local restaurants before preparing for the next stage of your Route 66 adventure.
Day 14-15
The Arch Awaits: Columbia to St. Louis
Your journey today takes you across the heart of Missouri towards the mighty Mississippi River and the historic city of St. Louis. Along the way, enjoy an easy drive through rolling countryside before arriving beneath the city’s most recognisable landmark, the magnificent Gateway Arch. Standing 192 metres high, the Arch symbolises America’s westward expansion and offers spectacular views across the city and river. Beyond its famous skyline, St. Louis boasts beautiful parks, fascinating museums, historic neighbourhoods and a vibrant food scene, making it an ideal place to slow down and enjoy a well-earned break from the road. The next day is yours to explore.
Day 16
From the Gateway City to Lincoln Country: St. Louis to Springfield, Illinois
Leaving St. Louis behind, cross the mighty Mississippi River into Illinois, where the final stretches of Historic Route 66 reveal charming small towns, classic roadside attractions and rolling Midwestern countryside. This section of the Mother Road is rich in history, with beautifully preserved service stations, vintage diners and nostalgic landmarks that celebrate the highway’s enduring legacy. Arriving in Springfield, you’ll find yourself in the hometown of Abraham Lincoln, one of America’s most influential presidents. Spend the afternoon exploring the city’s historic sites, impressive memorials and welcoming downtown precinct, where the stories of Lincoln’s life remain woven into the fabric of the city.
Day 17
Prairie to Crossroads: Springfield to Indianapolis
Today’s drive takes you deeper into America’s Midwest, following peaceful highways through fertile farmland and welcoming country communities before reaching the vibrant city of Indianapolis. Although no longer directly on Historic Route 66, the journey offers a glimpse into the agricultural landscapes that have shaped this region for generations. Upon arrival, discover a city renowned for its sporting heritage, attractive parks and revitalised downtown. Wander around Monument Circle, explore the scenic Canal Walk or enjoy the city’s diverse dining scene before settling in for your final driving day tomorrow.
Day 18-19
Final Drive & Farewell Wheels: Indianapolis to Chicago
Today marks the final chapter of your legendary Route 66 adventure as you make your way towards the magnificent skyline of Chicago. Leaving Indiana behind, the excitement builds as the towering skyscrapers of one of America’s greatest cities come into view. Before reaching downtown, consider stopping at the famous Historic Route 66 Begin/End sign on Adams Street, the symbolic conclusion to your incredible cross-country journey. After travelling nearly 4,000 kilometres across eight states, arriving in Chicago is a truly memorable moment. Spend the evening celebrating your achievement with a stroll along the Chicago Riverwalk or enjoy dinner overlooking the sparkling lights of Lake Michigan.
The next day is free to explore the city on your own.
Day 20
Fly home
A note on price
The prices outlined above are a rough guide to give you an idea of costs and enable you to budget for your trip.
Guide prices are generally for private arrangements based on twin share, in well located, good quality accommodation (excluding international flights).
Please note costs are indicative and may vary due to a number of factors such as; travel date, hotel choice, room category, number of people travelling and prevailing exchange rates.
Price Guide From $5,500 per person
When to travel
janfebmaraprmayjunjulaugsepoctnovdec
The weather across the United States varies greatly depending on the region you plan to visit. In general, the summer months tend to be hot and humid in the south, while the west experiences dry heat. The northeast can be milder with occasional rain showers. However, it’s important to always check the weather forecast before traveling to ensure you are prepared for any unexpected changes. Regardless of the weather, there are plenty of exciting destinations to explore in the USA, from the beaches of Florida to the mountains of Colorado.
January is typically a chilly month for travel in the USA. Depending on which part of the country you plan to visit, you can expect everything from snowstorms to rain showers. If you're heading to the Northeast, make sure to pack warm clothes and a coat, as temperatures can drop below freezing. In the South, it may be milder, but don't forget an umbrella as it can be rainy. The West Coast tends to be mild and sunny, but it's always wise to check the forecast before you go. Overall, it's a good idea to be prepared for a variety of weather conditions when traveling in January.
February travel weather in the USA can be quite diverse depending on the region. The Northeast and Midwest regions can still experience cold temperatures and snowstorms, so warm clothes and a coat are necessary. The South may be milder, but there is still a chance of rain, so an umbrella is always a good idea. The West Coast tends to remain mild and sunny, but it's still important to check the forecast for any potential weather changes. Overall, travelers should be prepared for a variety of weather conditions when visiting the USA in February.
March travel weather in the USA can vary depending on the region. The Northeast and Midwest regions can still experience chilly temperatures and occasional snow, while the South may begin to warm up with occasional rain showers. The West Coast typically remains mild and sunny, but it's always wise to check the forecast for any unexpected weather changes. Overall, travelers should be prepared for diverse weather conditions when visiting the USA in March.
Similar to March, the weather in the USA in April can vary depending on the region. The Northeast and Midwest regions may still experience cool temperatures, but the chance of snow decreases. The South tends to warm up further with more frequent rain showers, while the West Coast remains mild and sunny. However, as always, it's a good idea to check the forecast for any sudden changes in weather patterns. Overall, travelers should be prepared for diverse weather conditions when visiting the USA in April.
Similar to April, the weather in the USA in May can vary depending on the region. In the Northeast and Midwest, temperatures tend to warm up with fewer chances of snow. The South continues to experience warm temperatures with more frequent rain showers. On the West Coast, the weather remains mild and sunny. However, sudden changes in weather patterns can occur, so it's always a good idea to check the forecast before traveling. Overall, travelers should be prepared for diverse weather conditions when visiting the USA in May.
The weather in the USA in June can vary depending on the region. In the Northeast and Midwest, temperatures continue to warm up with less chance of snow. The South experiences high temperatures with more frequent rain showers and thunderstorms. On the West Coast, the weather remains mild and sunny. However, sudden changes in weather patterns can occur, so it's always a good idea to check the forecast before traveling. Overall, travelers should be prepared for diverse weather conditions when visiting the USA in June.
The USA in July experiences a variety of weather depending on the region. The Northeast and Midwest typically have warm temperatures with lower chances of snow. The South, on the other hand, may have high temperatures and frequent rain showers or thunderstorms. The West Coast typically remains mild and sunny. However, sudden changes in weather patterns can occur, so it's always a good idea to check the forecast before traveling. Overall, travelers should be prepared for diverse weather conditions when visiting the USA in July.
August is a great time to travel to the USA, but the weather can vary greatly depending on the region. The Northeast and Midwest typically have warm temperatures with lower chances of snow. The South may have high temperatures and frequent rain showers or thunderstorms. The West Coast typically remains mild and sunny. However, sudden changes in weather patterns can occur, so it's always a good idea to check the forecast before traveling. Travelers should be prepared for diverse weather conditions when visiting the USA in August.
September is an excellent time to travel to the USA, with milder temperatures and lower chances of extreme weather conditions. The Northeast and Midwest regions typically have cooler temperatures, while the South may still experience some rain showers or thunderstorms. The West Coast remains mild and sunny, making it a perfect destination for travelers seeking a relaxed and sunny atmosphere. As always, it's essential to check the forecast before traveling to ensure you're prepared for any unexpected weather changes.
October is a great time to visit the USA, with many regions experiencing mild temperatures and lower chances of extreme weather conditions. The Northeast and Midwest regions may start to cool down further during this month, while the South may still experience some rain showers or thunderstorms. The West Coast continues to remain mild and sunny, making it a perfect destination for those looking for a relaxed and sunny atmosphere. As always, it's wise to check the forecast before traveling to ensure you're prepared for any unexpected weather changes.
November marks the transition to winter in many parts of the USA, with temperatures dropping and chances of snow increasing in the Northeast and Midwest regions. However, the West Coast continues to be mild and sunny, making it a great destination for those seeking warmth and relaxation. The South may still experience some rain showers or thunderstorms, but overall the weather is generally calm and pleasant. As always, it's important to check the forecast before traveling to ensure you're prepared for any unexpected weather changes.
December is a month of mixed weather conditions for travel in the USA. The Northeast and Midwest regions are experiencing colder temperatures and higher chances of snowfall, making them great destinations for winter activities. However, the West Coast still remains mild and sunny, while the South may experience some rain showers or thunderstorms. It's important to check the weather forecast before traveling to ensure you're prepared for any unexpected weather changes. Overall, December can be a great time to travel as long as you plan accordingly.
Add on’s
Why stop when the journey can continue? Route 66 pairs perfectly with many of North America’s most iconic destinations, making it easy to tailor your holiday to suit your travel style. Relax on the tropical beaches of Hawaii, experience the bright lights of Las Vegas, or continue east to explore the world-famous sights of New York City and Washington, D.C. Nature lovers may prefer to discover the spectacular Canadian Rockies or Yellowstone National Park, while music enthusiasts can immerse themselves in the vibrant cultures of Nashville and New Orleans. Whether you’re seeking more breathtaking scenery, exciting cities or time to simply unwind, there are endless ways to extend your Route 66 adventure into an even more unforgettable holiday.
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