Route 66 Holidays & Fly Drives • Freedom Destinations
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Route 66 Road Trips By car, motorhome or Harley Davidson

Route 66 Holidays

Watch America unfold as you journey through eight states and three different time zones on one of the most iconic road trips in the world, Route 66. Choose how you’d like to cruise:

  • By Car – hassle free Route 66 self drive packages including car hire and hotels
  • By Motorhome – from 2 berth campervans to fully equipped A-Class RVs
  • By Motorcycle – ride the ‘Mother Road’ on a Harley Davidson!

You can also add city stays, hotels, flights and more – just let our team of America Experts know what you’d like to do and they’ll make it happen.

Plan your holiday

Route 66 Holiday Ideas

You can book these itineraries as they are or let one of our America Experts design a tailor made Route 66 holiday for you.

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America’s Route 66

Chicago | St. Louis | Springfield | Oklahoma City | Amarillo | Albuquerque | Grand Canyon | Las Vegas | Los Angeles

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Route 66 by RV

Chicago | Springfield | Tulsa | Oklahoma | Albuquerque | Amarillo | Santa Fe | Grand Canyon | Las Vegas | Los Angeles

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Route 66 on a Harley

Chicago | Springfield | Tulsa | Clinton | Amarillo | Santa Fe | Gallup | Flagstaff | Williams | Laughlin | Victorville | Los Angeles

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Route 66 Motorcycle Tour

Chicago | Springfield | St Louis | Joplin | Oklahoma | Amarillo | Santa Fe | Gallup | Grand Canyon | Las Vegas | Los Angeles

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Route 66 & National Parks

Chicago | St. Louis | Springfield | Oklahoma City | Amarillo | Albuquerque | Grand Canyon | Las Vegas | Los Angeles | Sequoia | Yosemite

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Route 66 & California Coast

Chicago | Tulsa | Albuquerque | Grand Canyon | Las Vegas | Los Angeles | Santa Margarita | Santa Cruz | San Francisco

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America’s Route 66 (East)

Chicago | St. Louis | Springfield | Tulsa | Oklahoma City | Sulphur | Grapevine | Dallas

Available in reverse
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America’s Route 66 (West)

Grapevine | Duncan | Oklahoma City | Amarillo | Santa Fe | Albuquerque | Flagstaff | Kingman | Santa Monica | Los Angeles

Available in reverse
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Route 66 by Rail

Chicago | St Louis | Albuquerque | Williams | Grand Canyon | Los Angeles

Choose Your Ride

Discover America’s Route 66 in your very own home on wheels, or travel by car or motorcycle – we can also help you plan your accommodation along the way.

More Great American Holidays

From exciting guided tours to scenic rail journeys and cruises, our experts can design a holiday tailor made to you.

Free Planning Service

Tell us where you want to go and what you would like to do and we will create your perfect holiday – at a price you can afford.

call us on 0333 234 0922 or

Planning a Route 66 Holiday

When you picture an American road trip, it’s hard not to conjure up images of driving along wide roads, passing old service stations, historic motels and rugged desert. What you’re envisioning is America’s Route 66. Beginning in the vibrant city of Chicago, you journey through the rolling plains of Texas and end in laid back coastal California. This road trip is an icon of America, immortalised in culture, films and songs, and once you’ve travelled it, you’ll understand why.

Our team of America Experts can help you put together your dream Route 66 holiday, just simply tell them where, when and how you’d like to travel, and we’ll design tailor made trip for you.

How long does it take to drive Route 66?

Typically, it will take a minimum of two weeks for you to drive the 3,940km of road and still have time to stop and enjoy the sights. A holiday on Route 66 can be completed in eight days if you were to drive long hours with minimal breaks, though we would recommend the longer the better, and it’s not uncommon for people to take up to a month to complete the route.

Where does Route 66 start and end?

Most holidays on Route 66 begin in Chicago, Illinois, where the road originally began, and end in California’s Santa Monica. You journey through eight other states including New Mexico, Texas, Oklahoma, Kansas and Missouri. Route 66 can also be driven in reverse and is often a cheaper alternative.

What is there to do and see along Route 66?

With such a vast area to cover, there’s plenty to do and see along the way. Our favourite Route 66 landmarks and highlights include:

  • Get a photo of yourself at the iconic Route 66 sign in Chicago – marking the beginning of America’s ‘Mother Road’
  • Visit the Route 66 Hall of Fame Museum in Pontiac and learn more about this historic route and view iconic memorabilia
  • Stop at the surreal Cadillac Ranch in Amarillo, a unique art installation of graffitied cars buried in the desert
  • Get unparalleled views of St Louis city from the top of Gateway Arch, a 630 ft monument that holds the title as the worlds tallest arch
  • Embark on an exciting helicopter flight over the Grand Canyon
  • Visit the Petrified Forest National Park in Arizona and take in its unique landscape of brightly coloured petrified trees
  • Catch an exciting Cirque du Soleil show in Las Vegas
  • Spot your favourite stars on Hollywood’s iconic Walk of Fame in Los Angeles
  • Take a selfie at the iconic ‘Route 66 – End of the Trail’ sign at Santa Monica Pier

What vehicle is best for me?

The three most popular ways to travel Route 66 are by car, motorhome or motorcycle.

We have available a large range of cars to suit couples and families of all sizes, with everything from compact cars to large SUVs. You can choose to just hire a car or alternatively take advantage of our America’s Route 66 self drive itinerary that includes car hire, one way fees and accommodation pre-booked for you.

Hiring a motorhome is a great choice for couples and families looking for an economical and convenient way to travel. All of our motorhomes are equipped with kitchens, so you can make your own meals, and as your accommodation comes with you it removes the need to pack and unpack each day.

If you are looking for a more adventurous way to travel, there’s nothing like cruising America’s ‘Mother Road’ on a Harley Davidson! We offer a variety of touring, sport and classic motorbikes for hire, as well as a popular 15 day self guided Route 66 Motorcycle Tour including bike hire, travel guide app and pre-booked hotels or motels.

How much does it cost to drive Route 66?

Route 66 holidays can vary in cost depending on duration, seasonality and the choice of vehicle hired. Our popular 16 day America’s Route 66 self drive is from £1629 per person, including car hire, pre-booked hotels and one way fees.

How do I plan a Route 66 road trip?

A great place to start is by browsing our range of holiday ideas. Or you can simply talk to one of our Travel Consultants who can design a bespoke Route 66 itinerary just for you. All of our team have either lived in or travelled America extensively, and would love to use their expert knowledge to help you plan a tailor made Route 66 holiday.

Plan your road trip

For a holiday designed for you, call 0333 234 0922 or Enquire online