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Self-Drive: Ultimate Route 66 Road Trip

17 days from £2047 per person

Old and rusty petrol pump surrounded by cacti and desert

NO ONE-WAY DROP OFF FEES!* Saving over $500!

Experience the ‘Mother’ of all road trips as you cruise along never-ending stretches of open highways through the beating heart of America in classic style. Enjoy an authentic slice of true Americana as you embark on a journey of a lifetime along the iconic Route 66, taking in the wacky, wonderful and nostalgic stops as you go.

In this itinerary we’ve included slight detours to two iconic hot-spots, the mighty Grand Canyon and the dazzling lights of Las Vegas; adding a little extra pizzazz to your ultimate road trip adventure. All of our Route 66 itineraries can be modified to suit your personal style of travel, holiday duration and requirements. So, get in touch with one of our Route 66 specialists today to start planning your dream Route 66 road trip!

Route: Chicago – Springfield - St Louis – Springfield – Oklahoma City – Amarillo – Albuquerque – Gallup – Holbrook – Grand Canyon – Las Vegas – Santa Monica – Los Angeles

*Please Note: The 'no one-way drop off fee' offer only applies for car hire collected from Chicago O'Hare Airport and dropped off at Los Angeles Airport. Please ask for full details. Subject to availability.

Itinerary Highlights

Head to Downtown Chicago to take a photo next to the sign that marks the start of Route 66, the ultimate American road trip.

In Saint Louis, journey to the top of the Gateway Arch to enjoy impeccable views across the city and great Mississippi River.

Whilst in Holbrook, don your cowboy hat and boots for a night at the rodeo before retreating to your wigwam-style accommodation.

  • Itinerary
  • What's Included

Itinerary: Ultimate Route 66 Road Trip

Today you begin your journey by boarding your international flight to Chicago. On arrival you will collect your hire car from the airport and drive to your centrally located hotel. Spend an afternoon at leisure in Chicago, you might choose to stroll along Michigan Avenue, enjoying a spot of world-class shopping or admire the impressive architecture in the vibrant business district. Pay a visit to the Willis Tower (formerly the Sears Tower), standing at 108 stories high - Chicago's tallest building. (N)

Accommodation in Chicago: Raffaello Hotel Chicago (or similar) 

Today is again free for you to enjoy this bustling city at your own leisure. Boat cruises are available on the Chicago River and Lake Michigan which make for a relaxing change of pace. Make sure you head Downtown and take a photo next to the sign that marks the start of Route 66. This evening, be sure to swing by one of Chicago's famous blues clubs. (N)

Accommodation in Chicago: Raffaello Hotel Chicago (or similar) 

Your Route 66 adventure really gets going today, with your journey out west beginning with a drive through picturesque farmlands and corn fields to Springfield, Illinois. En route, stop at little towns such as Atlanta and Pontiac, where you will find the Route 66 Hall of Fame. (N)

Accommodation in Springfield: Ramada Springfield North (or similar)

Cross the border into Missouri today and enjoy the scenery of woodlands, rivers and bridges as you cruise towards Saint Louis. Located on the banks of the Mississippi River, Saint Louis welcomes visitors with its famous Gateway Arch, commemorative of Thomas Jefferson and his quest for the westward expansion of the USA. (N)

Accommodation in Saint Louis: Hampton Inn Gateway Arch (or similar) 

Travel onwards through the beautiful countryside of Missouri, past many billboards advertising the Meramec Caverns. This 4.6-mile cave system was formed from the erosion of large limestone deposits over millions of years, and is well worth a visit. Continue on to Springfield. (N)

Accommodation in Springfield: Best Western Route 66 Rail Haven (or similar) 

Journey on to the capital of Oklahoma today. You might choose to visit the Myriad Botanical Gardens or one of Oklahoma City's many museums, such as the National Cowboy and Western Heritage Museum, where you will find a showcase of western art. (N)

Accommodation in Oklahoma City: Best Western Plus Broadway Inn & Suites (or similar) 

Bid farewell to Oklahoma City today and visit the town of Anadarko (‘Indian Capital of the Nation’), home to an outdoor museum of a Native American dwelling. After travelling past vast stretches of open land and over the border into Texas, you will arrive into Amarillo where you will spend the night. Visit the eye-catching Cadillac Ranch and if you’re up for a challenge, give the mighty steak eating competition a go at the Big Texan Steak Ranch, next to where you are staying. (N)

Accommodation in Amarilo: Big Texan Motel (or similar) 

Be sure to turn your watch back an hour when you travel across the state line into New Mexico today. Journey through the historic hunting grounds of the Comanche Indians until you reach Albuquerque, the city of the Rio Grande and New Mexico's ‘Big City’ which is surrounded by the beautiful Sandia Mountains. Perhaps stop off to stroll around Old Town Albuquerque or visit the Pueblo Indian Museum on the Rio Grande. (N)

Accommodation in Albuquerque: Doubletree by Hilton Hotel Albuquerque (or similar) 

Next drive on to Gallup, another famous stop on all Route 66 holidays that is notable for its mix of indigenous people and native culture. (N)

Accommodation in Gallup: El Rancho Hotel (or similar) 

Enter Arizona and visit the colourful Petrified Forest National Park. This area was once the site of an ancient forest later covered by lava flow. Don your cowboy hat as you spend the afternoon visiting a working ranch or attending a local rodeo, before retreating to your Wigwam accommodation. (N)

Accommodation in Holbrook: Wigwam Motel Holbrook (or similar) 

Head from Holbrook through Route 66 towns such as Winslow and Flagstaff and perhaps visit Meteor Crater and the impressive Sunset Crater Volcano National Monument. Then head north from Route 66 towards the majestic Grand Canyon South Rim. (N)

Accommodation in Grand Canyon: Best Western Premier Squire Inn (or similar) 

Via Williams you will travel along one of the longest remaining segments of the historic Route 66. Continue to Las Vegas. Through the desert cross over into the state of Nevada and reach the Entertainment Capital of the World, Las Vegas. The ‘Strip’ will mesmerise you with its glittering lights and mega-hotels. (N)

Accommodation in Las Vegas: Luxor Las Vegas (or similar) 

Revel in the sights and sounds of Las Vegas today, or simply catch a few desert rays at the hotel pool. If you fancy watching one of the top shows this evening, we can help with arranging tickets to your preferred performance. (N)

Accommodation in Las Vegas: Luxor Las Vegas (or similar) 

Journey through the Mojave Desert from Las Vegas to Los Angeles today. Along the way visit Calico Ghost Town. Cross the San Bernardino Mountains and enter the sprawling metropolis of Los Angeles: the city of dreams, sunshine, big cars and beautiful people. This is where Route 66 becomes Santa Monica Boulevard, winding its way through Hollywood and Beverly Hills until it suddenly ends at the Santa Monica Boardwalk and the Pacific Ocean. (N)

Accommodation in Los Angeles: Americas Best Value Inn Los Angeles/Hollywood (or similar) 

Spend today relaxing, or exploring Los Angeles and the surrounding area. You may like to check out Santa Barbara, Redondo Beach or cruise around the sights of Hollywood and Beverly Hills. (N)

Accommodation in Los Angeles: Americas Best Value Inn Los Angeles/Hollywood (or similar) 

Your adventure of a lifetime ends today. You'll check out of your hotel and return your car to Los Angeles airport, where you will board your international flight back to the UK. (N)
Today you will arrive back into the UK, where you will continue your journey home. (N)
**KEY: N = No meals, B = Breakfast, L = Lunch, D = Dinner

What To Do Next?

We design unique, tailor-made holiday itineraries to suit you, by combining your ideas with our knowledge and experience. Once you have an idea of what you’re looking for, or if you require some advice, please call us or complete the enquiry form online for a quotation.

01892 515 966 Enquire Online

What's included

  • International flights from the UK
  • Hotel accommodation and taxes
  • Car hire as specified

What's not included

  • Cost of visas
  • Travel Insurance
  • Expenses of a personal nature
  • Meals unless specified

Guide to Price

The above price is based on two people travelling together and sharing accommodation in low season. The price is only a guide and can vary according to selected airlines, hotels and date of travel. If you wish to travel with your family, friends or on your own we will be very happy to assist you with your arrangements.

Contact Us

01892 515 966 Enquire Online

View On The Map

View On The Map

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USA: Route 66 Holiday Review

We had an unbelievable holiday. It really was a holiday of a lifetime and something both of us will never forget. For me, my favourite part of the trip was the last 3 stops - Grand Canyon, Vegas and Santa Monica. Lots to do and see and we had more time at those places so we got to explore more. I would 100% recommend this holiday to other people, however, I would maybe suggest stretching it out as much as possible so that the drives aren’t as long and you have more time to explore and do more activities.

On the Monday night that we arrived in Santa Monica, we took a stroll down to the beach to watch the sunset and I asked Spencer to marry me so we have come home engaged! Definitely, something we won’t be forgetting. We had an unbelievable time and want to say a massive thank you for taking the time to organise everything for us. We will now be hunting for honeymoons!!

DC & SB - USA: Route 66 - August 2018
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