Route 66 Holidays

Route 66 Holidays

Cruise the most famous road in the world: Drive through 8 States along legendary Route 66

Few roads are as well known as Route 66. Often known as “The Mother Road” or “Main Street of America”, Route 66 was established in 1926 as the first true interstate highway and soon became a busy route from Chicago to Los Angeles during the Great Depression as people travelled west in the hope of prosperity in California. As you will learn during your trip, these migrants often set up home along the route with cafes, gas stations and other businesses suited to the weary traveller. 

Covering almost 2500 miles and eight US states, driving Route 66 is a road trip holiday like no other: it isn’t as much about reaching the destination, it is more about the journey itself. You’ll drive through ghost towns, see abandoned motels, gas stations, diners, derelict neon signs and meet some real characters along the way!

Many holiday companies “sell” Route 66 trips, but don’t really know it well. Our Travel Experts have all driven the route multiple times and know what they’re talking about. We will make sure your trip is perfect for you and you’ll often stay in some of the historic hotels and motels which existed in the route’s heyday which have been restored to a high standard.

Las Vegas was never actually part of the "Mother Road". Some of our trips include Vegas and others don’t. Just let us know what you want to do and we’ll make sure the trip is perfect for you.

Remember!!! These are just a few example holidays. If you don’t see a suitable itinerary, please click here and we will build a bespoke trip for you, at no extra cost. We love building tailor made holidays!

route 66 map holiday
  • 3 Great Reasons
    to book with us

    We’re not just another tour operator offering Route 66 holidays. We know the route, the people, the buildings and we're passionate about America's “Mother Road”… once you’ve driven it, you will be too.

  • Historic
    Accommodation

    We want you to experience the essence of Route 66 and this means you’ll stay in historic, restored and well maintained hotels and motels where possible, unless you prefer upgraded accommodation

  • 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’re active members of several state Route 66 associations and try to help those businesses which make the trip so special. You can help too by eating in a family run diner instead of a  burger chain

route 66 las vegas

Route 66: Classic Trail

 Fast Pace. Our most popular Route 66 trip

Great for 1st time travellers who want to see most of Route 66, Grand Canyon and visit Las Vegas and are time or budget conscious.

Self
Drive

14 nights
or more

From
£2499 pp

includes flights, hotels and car hire

route 66 holiday

Route 66: Traditional Trail

 Steady Pace. For Route 66 Purists

This itinerary sticks as close as possible to historic Route 66 and runs at a slower pace, giving you more time to enjoy the route. It doesn’t include Las Vegas.

Self
Drive

19 nights
or more

From
£2899 pp

includes flights, hotels and car hire

route 66 monument valley

Route 66: Ultimate Trip

 Steady Pace. Includes Monument Valley

You’ll drive at a slower pace to give more time to enjoy the journey. This includes Grand Canyon Monument Valley and Las Vegas with a helicopter tour over the strip!

Self
Drive

20 nights
or more

From
£3199 pp

includes flights, hotels and car hire

route 66 san francisco

Route 66 + Highway 1

 Fast Pace. See Route 66 & Pacific Coast Highway

Drive Route 66 with side trips to the Grand Canyon and Las Vegas. From Santa Monica you’ll then head up scenic Highway 1 to San Francisco

Self
Drive

20 nights
or more

From
£3299 pp

includes flights, hotels and car hire

route 66 road trip

Route 66 Western Half

 Steady Pace. Oklahoma to Santa Monica

Enjoy the Western section of Route 66 from Oklahoma to LA. You’ll drive over half the route and also visit Dallas, the Grand Canyon and Las Vegas.

Self
Drive

14 nights
or more

From
£2299 pp

includes flights, hotels and car hire

route 66 holidays

Route 66 Eastern Half

 Steady Pace. Chicago to Oklahoma

This is the first section of Route 66 from Chicago to Oklahoma City. You’ll drive just under half of Route 66 and also visit Dallas, Texas

Self
Drive

10 nights
or more

From
£2099 pp

includes flights, hotels and car hire

route 66 convertible

Convertible on 66

 Fast Pace. Drive Route 66 in a Convertible Car!

This Route 66 trip includes a convertible car as standard. You’ll drive from LA to Chicago via Las Vegas and the Grand Canyon.

Includes
Convertible

14 nights
or more

From
£2599 pp

includes flights, hotels and car hire

route 66 harley

Route 66 Motorbike Tour

 Fast Pace. Route 66 on a Harley-Davidson!

This group tour includes flights, Harley-Davidson® motorcycle hire and biker friendly accommodation. There are also side trips to Las Vegas and the Grand Canyon.

Harley-Davidson®

14 nights
Group Tour

From
£4129 pp

includes flights, hotels and car hire

ez66 map

Route 66 Guides

When you book your Route 66 holiday with us, you will receive the EZ66 Guide (top left) in your road trip pack.
Click below to find out more about our favourite Route 66 guides to help you along your way. There’s also a link to buy them if you wish!

FIND OUT MORE

Useful Info

When to go

May- June & September- October:
Weather is likely to be pleasant for the entire trip. The midwest shouldn’t be too cold and the southwestern states shouldn’t be too hot. These are our most popular months for Route 66

Weather

We would expect maximum temperatures to be in the 20°C - 30°C range in the midwest and 25°C - 35°C in the south and southwestern states  

Times

Flight times to/from Chicago is around 8 hours and Los Angeles is approx 11 hours.

You’ll drive through 3 time zones. Chicago is 5 hours and Los Angeles is 8 hours behind the UK.

Most Holidays Include
  • Fully Insured Vehicle Hire

    Return Flights from the UK

    Outbound Airport Lounge Pass

    Handpicked Accommodation

    Personalised Itinerary

Double Financial Protection
  • We take your financial protection seriously. RouteTrip USA hold ATOL Licence 11486 and from the moment you pay your deposit, your entire holiday package will be fully protected.

    We are also members of Protected Trust Services (PTS) which further protects your money within a trust account and in compliance with the UK The Package Travel, Package Tours Regulations 1992

Your Travel Pack
  • Before you go on your trip, we'll send you a travel pack including vouchers for your flights, car and hotels, personalised itinerary, airport lounge passes, all on our handy Travel Companion App and free mobile data during your holiday***

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All per person prices (pp) shown on this website are based on two adults sharing. Where hotel ratings are shown, these are US ratings, half stars are rounded up to the next full star. RouteTrip USA and RouteTrip are registered trademarks of RouteTrip USA Ltd. *T&Cs Apply. **On most full packages subject to availability. ***Free mobile data is included for most packages during your USA or Canada holiday and subject to usage limits.