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Route 66 Holidays

Route 66 Holidays

Holiday on the Main Street of America: 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 and the people you meet on the way. You’ll drive through ghost towns which are now just a shadow of their former glory, you’ll drive narrow and rough roads and you’ll eat and perhaps stay in some restored buildings along the route which existed back in its heyday.

We don’t just sell this holiday, we help you experience it to the fullest: you’ll receive a full road trip pack with information on to stay on Route 66, how to make the most of your trip, information on roadside attraction and trivia. We’ll also give you some useful recommendations for cafes, restaurants and things to do along the way. 

Many holiday companies include Las Vegas in their Route 66 trips as standard although “Sin City" was never actually part of the "Mother Road". We have a great selection of trips which take routes as close as possible to the original “Main Street of America” and other ones which do also include Las Vegas. Most of these itineraries also include a side trip to the Grand Canyon which is just 60 miles north of Route 66.

route 66 map holiday


Here are a few of our standard holidays. Remember - All our road trips can be shortened or extra nights added to suit your own requirements. We love building tailor made holidays!

  • Not sure which holiday to choose?

    Speak to one of our Route 66 Travel Experts on Live Chat 

route 66 las vegas

Route 66: Classic Trail

Our most popular Route 66 holiday

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

Includes SUV car
as standard

Fast
Pace

14 nights
or more

From
£1999 pp

includes flights, hotels and car hire

MORE INFO
route 66 holiday

Route 66: Traditional Trail

For Route 66 purists

This itinerary sticks as close as possible to historic Route 66 and runs at a perfect pace to let you enjoy. Doesn’t include Las Vegas.

Includes SUV car
as standard

Steady
Pace

19 Nights
or more

From
£2499 pp

includes flights, hotels and car hire

MORE INFO
route 66 monument valley

Route 66: Ultimate Trip

A slower pace, plus Monument Valley!

You’ll drive at a slower pace to give more time to enjoy the journey. This includes Grand Canyon, Las Vegas and spectacular Monument Valley

Includes SUV car
as standard

Steady
Pace

21 Nights
or more

From
£2699 pp

includes flights, hotels and car hire

MORE INFO
route 66 convertible

Convertible on 66

Cruise Route 66 in a Convertible Car!

You’ll drive at a slower pace to give more time to enjoy the journey. This includes Grand Canyon, Las Vegas and spectacular Monument Valley

Includes Convertible
car as standard

Fast
Pace

14 Nights
or more

From
£1999 pp

includes flights, hotels and car hire

MORE INFO
route 66 san francisco

Route 66 + Highway 1

Route 66 & The Pacific Coast Highway

You’ll drive Route 66 with sidetrips to Grand Canyon and Las Vegas. From Santa Monica you’ll then head up scenic Highway 1 to San Francisco

quick map

Includes SUV car
as standard

Fast
Pace

20 Nights
or more

From
£2499 pp

includes flights, hotels and car hire

MORE INFO
route 66 road trip

Route 66 Western Half

Route 66 from Oklahoma to Cali

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.

quick map

Includes SUV car
as standard

Steady
Pace

14 Nights
or more

From
£1999 pp

includes flights, hotels and car hire

MORE INFO
route 66 holidays

Route 66 Eastern Half

Route 66 from 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

quick map

Includes SUV car
as standard

Steady
Pace

10 Nights
or more

From
£1699 pp

includes flights, hotels and car hire

MORE INFO
route 66 harley

Route 66 Motorbike Tour

Cruise 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.

quick map

Harley-Davidson®
Motorbike included

Fast
Pace

Group Tour
14 Nights

From
£3929 pp

includes flights, hotels and car hire

MORE INFO
ez66 map

Route 66 Guides

When you book your Route 66 holiday with us, you will receive the EZ66 Guide (left) in your road trip pack.

Click the button below for more information on three of our favourite Route 66 guides to help you along your way. There’s also a link to buy them if you wish!

MORE INFO

We know Route 66, and it knows us.

We’re not just selling a trip which we know sells well. Our travel experts know Route 66 and the community extremely well, including the people, motels, businesses, road conditions, side trips and museums. When you book your “Main Street of America” holiday with us, we will ensure you are booking the correct trip for you which includes duration, overnight stops and any side trips.

When you travel along the historic highway, you’ll likely meet people who also know us, such as Jerry McClanahan, renowned Route 66 artist and author of the EZ66 guide you’ll be using (who will be happy to sign your book!) and owners of various historic motels and business too.

We’re active members of various associations

We’re not just another tour operator offering Route 66 holidays. We’re passionate travellers ourselves, who spend a lot of time working with state associations, various groups and communities to keep this historical highway alive.

We have active business memberships with various associations including the Missouri Route 66 Association and the New Mexico Route 66 Association who work to try and obtain historic status of key sites and funding for restoration of Neon signs, buildings and landmarks.

We’re actively contributing to keep it alive

Route 66 has famously been bypassed by the interstate (motorway) which led to the abandonment of towns and businesses. Whilst the old highway has become a bucket-list holiday, with the continued loss of mainstream traffic to the interstates, those old businesses still need as much help as possible to stay operating.

As a business, we should arrange easy-to-book chain operated hotels for our clients... However as a business run by passionate travellers, unless you request otherwise, where possible we will book you into well-restored, clean and safe, well respected historical motels and hotels which survive from the highway's heyday. These are known as "mom ’n’ pop” businesses and we are confident you will enjoy the authentic experience as much, if not more than staying in a modern hotel.

Within your road trip pack, you will also have information on where you can eat and drink or visit during your trip giving you the opportunity to experience the real culture of Route 66 and feel that you too are helping to contribute to these businesses, even if it just eating lunch in an old cafe or buying a t-shirt in a general store.

We’re helping restore the history

Route 66 is fortunate in that groups of passionate people get together to restore or maintain some of the old buildings, bridges and other items which may otherwise be lost through time. Whilst we cannot physically be there to help, we have made various small financial contributions to assist in these restorations and try to help publicise the funding drives where possible.

Buildings like the Painted Desert Trading Post in Arizona, seen by many enthusiasts as one of the “Holy Grail” buildings and the Shamrock Court Motel  in Missouri have both been stabilised and strengthened in the past couple of years. These buildings are part of the history and we cannot let them disintegrate as various other building have.

Additional Route 66 information coming soon...

All Holidays Include
  • Fully Insured Vehicle Hire

    One-Way Vehicle Rental Fees

    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 the Travel Vault (#675) which further protects your money 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, luggage straps and a USA mobile phone with SatNav***

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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. **Subject to availability. ***On request, subject to availability and refundable deposit required