Route 66 Self Drive Holidays
Drive Route 66, the most famous road in the world
Self-drive holidays from £1,999pp
Few journeys capture the spirit of America like Route 66, the legendary “Mother Road.” Established in 1926 as the first true highway linking Chicago to Los Angeles, this iconic route became a symbol of freedom and adventure. During the Great Depression, thousands travelled west along Route 66 seeking new beginnings—creating the diners, gas stations, and motels that still line the road today.
Stretching almost 2,500 miles across eight U.S. states, Route 66 is far more than a drive; it’s a nostalgic journey through time. Explore ghost towns, classic neon motels, quirky roadside attractions and meet the unforgettable characters who keep the spirit of the road alive.
At RouteTrip USA, our UK-based Travel Experts have personally driven Route 66 and use their first-hand knowledge to create your perfect tailor-made itinerary. Stay in a hand-picked mix of historic motels and modern hotels, with options to include side trips to Las Vegas, the Grand Canyon, or Monument Valley. Every holiday is fully flexible—just tell us your preferences, and we’ll design an unforgettable Route 66 adventure, crafted just for you.
In 2022, Google celebrated Route 66 with this fun video
Why book Route 66 with us?
We’re not just another tour operator offering Route 66 holidays. We genuinely know the road, the stops, the people and the experience. We’re passionate about America's “Mother Road”… and once you’ve driven it, you will be too.
Historic Accommodation
We want you to experience the real feel of Route 66 and you’ll stay in restored historic hotels and motels in some locations. Should you prefer modern hotels we are happy to swap these for you.
Authentic Experience
Route 66 is not about driving on the interstate, it is about taking your time on the original route. We’ll tell you the best way to enjoy the trip by stopping at the best locations, diners and museums
We give back to Route 66
We work directly with many independent Route 66 businesses help them thrive. You can help too by eating in a family owned diner instead of a burger chain
Route 66 Traditional Trail
New itinerary for 100 year centennial
Selected specifically for the 100 year anniversary of Route 66, you’ll drive at a slower pace to give more time to enjoy the journey. This jouney includes our favourite stops giving you the perfect Route 66 itinerary.
22 nights from £2,799pp
including flights
Route 66 Classic Trail
Best Seller!
Great for those who want to drive Route 66 and are either time or budget conscious. This 2 weeks long trip will let you see most of Route 66, The Grand Canyon and Las Vegas. Extra days can be added.
14 nights from £1,999pp
including flights
Route 66 Ultimate Trip
Limited Time Only
Discover the ultimate 20-night Route 66 adventure, from Chicago to Santa Monica with iconic stops including Monument Valley and the Grand Canyon, plus a breathtaking helicopter tour over the Las Vegas Strip — the definitive Mother Road experience.
20 nights from £2,799pp
including flights
Route 66 + Highway 1
Limited Time Only
Experience America’s iconic highways on a 20-night journey from historic Route 66 to California’s Pacific Coast Highway. Explore classic diners, desert landscapes, neon cities and breathtaking ocean views on this unforgettable Chicago–San Francisco adventure.
20 nights from £2,999pp
including flights
Route 66 - East or West Half
Drive Route 66 one half at a time
Enjoy the Route 66 over two separate trips to make the most of it. Drive the eastern half from Chicago to Texas and then come back another year and cruise the western section of from Texas to Santa Monica.
12/14 nights from £1,999pp
including flights
Convertible on 66
Limited Time Only
Drive the Mother Road in unforgettable style with our 14-night Convertible Route 66 adventure from Santa Monica to Chicago. Enjoy epic scenery, iconic roadside stops, neon towns, the Grand Canyon, and classic Americana on the ultimate open-top USA road trip.
14 nights from £2,399pp
including flights
Route 66 - Choose East or West Half
Route 66 Eastern Half
Discover the Eastern Half of Route 66 on this 12-night self-drive holiday from Chicago to Texas. Explore Pontiac, St Louis, Tulsa and Oklahoma City before ending with two unforgettable nights in Fort Worth. Fully flexible and tailor-made.
12 nights from £1,999pp
including flights
Route 66 Western Half
Enjoy the Western Half of Route 66 on this 14-night adventure from Dallas to Los Angeles. Explore Oklahoma, Texas, New Mexico, Arizona and California before finishing at the iconic Santa Monica Pier. Fully customisable, with historic motels and unforgettable landscapes.
14 nights from £2,099pp
including flights
Speak to a Travel Expert
Our team have travelled extensively across the USA & Canada to ensure that they can give first hand, unrivalled experience when discussing our holidays.
Call: 01234 938066Enquire NowBook Virtual AppointmentWhy choose RouteTrip USA?
Clients rate us 5/5 through Feefo
We’re multi-award winners
Your trip is fully ATOL Protected
Our support is second to none