Holiday Overview
Travel one of the world's most famous roads and get your kicks on Route 66, spanning 2400 miles, eight states and three time zones. Nostalgia lovers treasure Route 66's long, colourful history and small town ambiance. Getting there isn't half the fun, it's all the fun!
Duration: 16 days / 15 nights
Start: Chicago
Finish: Los Angeles
US States you will visit: Illinois, Missouri, Oklahoma, Texas, New Mexico, Arizona, Nevada, California.
Highlights of this holiday are:
- The big city buzz of Chicago
- The Cadillac Ranch
- Historic Santa Fe
- The Grand Canyon
- Las Vegas
- Los Angeles
Route 66 Fly Drive Holiday includes:
- Return flights from the UK
- Car Hire - Intermediate Car
- Intermediate Car with Gold Cover - Unlimited mileage, Full tank of fuel, 3 additional drivers, Collision Damage Waiver (CDW), $1 million liability coverage, Zero excess in the USA
- 2 nights accommodation in Chicago
- 1 night accommodation in St Louis
- 1 night accommodation in Springfield
- 1 night accommodation in Oklahoma
- 1 night accommodation in Amarillo
- 3 nights Accommodation in Albuquerque
- 1 night accommodation in Holbrook
- 1 night accommodation in Williams
- 2 nights accommodation in Las Vegas
- 2 nights accommodation in Los Angeles
Day 1 - Arrive in Chicago
Arrive in Chicago and independently transfer to hotel
Featured accommodation
Raffaello Hotel Chicago
Day 2 - Chicago - Explore the Windy City
Day at leisure to explore Chicago, perhaps grab breakfast at Lou Mitchells, a route 66 Icon, or stroll along the lakefront. In the evening visit one of Chicago's Blues Bars.
Featured accommodation
Raffaello Hotel Chicago
Unmissable Experiences
Chicago Experiences
Day 3 - Chicago - St Louis 297 miles
Pick up your chosen car and embark on Route 66
Featured accommodation
Courtyard St Louis Downtown
Day 4 - St Louis - Springfield 216 miles
Continue through the Ozark Highlands to Springfield, En Route stop at Meramec Caverns, an extensive set of Limestone caves once used as a hiding place by the outlaw Jessie James.
Featured accommodation
Vib Best Western Springfield
Day 5 - Springfield - Oklahoma 286 miles
Travel onwards to Oklahoma, via Tulsa and the Cyrus Avery Route 66 Memorial Bridge. Once in Oklahoma check out the old Route 66 motels gas stations and vintage buildings.
Featured accommodation
Sheraton Downtown Oklahoma City
Day 6 - Oklahoma - Amarillo 260 miles
Continue to Amarillo, located in the flat plains of Texas, stop at the Route 66 museum in Clinton and the resorted Phillips 66 gas stations in McLean and Groom
Featured accommodation
Holiday Inn Express Amarillo
Day 7 - Amarillo - Albuquerque 289 miles
Head onwards past the famous Cadillac Ranch onto the Midpoint Café, in Adrian perhaps sampling one of their famous "ugly crust" pies.
Featured accommodation
Fairfield Inn Marriott
Day 8 - Albuquerque
Spend the day exploring Albuquerque, a treasure trove of Route 66 landmarks. The Old Town offers a taste of New Mexico's Spanish colonial past and the Indian Pueblo Cultural Centre traces the history of the regions Native Americans.
Featured accommodation
Fairfield Inn Marriott
Day 9 - Albuquerque
Take a side trip to the charming and picturesque city of Santa Fe, Santa Fe is the nations oldest State Capital and full of history, take in one of the cities art galleries and enjoy a meal in one of Santa Fe's many restaurants.
Featured accommodation
Fairfield Inn Marriott
Day 10 - Albuquerque - Holbrook 233 miles
Head onwards to Arizona, stop off at the Petrified Forest National Park, the only National Park on Route 66, enjoy a sunset over the Painted Desert from Kachina Point before arriving in Holbrook.
Featured accommodation
Super 8 Wyndham
Day 11 - Holbrook - Wiiliams 123 miles
Continue onwards to Meteor City, pass through Flagstaff and Williams onto the awe inspiring Grand Canyon, spend the day at the South Rim, walk part of the Rim Trail and visit a photo hot spot, before returning to Williams for the night.
Featured accommodation
Ramada by Wyndham
Day 12 - Williams - Las Vegas 220 miles
Next stop the bright lights of Las Vegas, drive through Seligman and Kingman where old Route 66 cafes and motels still flourish. Visit the Hoover Dam beforearriving in Las Vegas
Featured accommodation
Luxor
Day 13 - Las Vegas
Enjoy a full day of leisure in Las Vegas, walk along the famous strip, dine in world class restaurants, take in the latest show and perhaps try your luck in one of the many casinos that are synonymous with Las Vegas
Featured accommodation
Luxor
Unmissable Experiences
Las Vegas Experiences
Day 14 - Las Vegas - Los Angeles 270 miles
Drive through the Mojave Desert and stop at Calico, an old silver mine Ghost Town continue through Pasadena, Hollywood and Beverley Hills, before arriving at the "end of the trail" sign at Santa Monica Pier
Featured accommodation
Hilton Anaheim
Day 15 - Los Angeles
A full day of leisure in L.A. Visit Hollywood and the walk of fame perhaps do some Star spotting in Beverly Hills, or visit one of L.A.s famous theme parks
Featured accommodation
Hilton Anaheim
Day 16 - Depart from Los Angeles
Return your rental car at Los Angeles Airport prior to departure
Raffaello Hotel Chicago
Raffaello Chicago offers boutique accommodations centrally located on Michigan Avenue and the famed Magnificent Mile in the heart of the Gold Coast. The hotel offers modern amenities with rooftop terraces, surrounded by all that downtown Chicago has to offer. The trademark personalized service from the warm staff ensures your downtown Chicago stay will be memorable. We are at your service at the Raffaello.
Courtyard St louis
Located right in the heart of downtown, Courtyard St. Louis Downtown/Convention Centre is just steps away from countless restaurants and locales, including Busch Stadium, the City Museum and America's Convention Centre Complex.
Vib Best Western Springfield
Located in the thriving heart of the city, Vib Springfield is just minutes from a variety of area attractions such as the Wonders of Wildlife Museum, the downtown entertainment district, Missouri State, Drury and Evangel Universities, and all the facilities of “Medical Mile”.
Sheraton Downtown Oklahoma City
Expect a memorable experience at Sheraton Oklahoma City Downtown Hotel. This contemporary hotel boasts an ideal location in the area's most dynamic neighbourhood. Offering a direct connection to the Cox Convention Centre, just steps from Bricktown's wealth of dining and entertainment opportunities, the hotel taps into the pulse of Oklahoma City
Holiday Inn Express Amarillo
Conveniently located on the West side of Amarillo, Texas, the hotel is accompanied by some of Amarillo's finest dining as well as the United Artist Movie Theatre
Fairfield Inn Marriot
The Fairfield Inn Marriott, Albuquerque, University Area Hotel offers outstanding service and will make your stay easy and comfortable.
Super 8 Wyndham Holbrook
Pull into our Super 8 Holbrook hotel after a long day of sightseeing for some well-deserved relaxation. Located just off I-40/Old Route 66, our location near Petrified Forest National Park offers a comfortable stop to hang your hat in west central Arizona.
Ramada by Wyndham
The Ramada by Wyndham Williams/Grand Canyon Area hotel is just an hour from the majestic sights of the Grand Canyon. Just off I-40, our location gives you easy access to the area's best hiking and skiing trails. Plus, you can board the Grand Canyon Railway nearby to get a direct route to one of the world's greatest wonders.
Luxor Hotel
The pyramid at Luxor Resort in Las Vegas, with its beam of light, provides a striking visual even on the overtly glamorous Las Vegas Strip. One of the most recognizable structures in Las Vegas, the 30-storey pyramid – an architectural wonder – invites curiosity, while the inside rewards visitors with equal parts excitement, mystery and intrigue.
Image Gallery
Route 66 Road
Cadillac Ranch
Grand Canyon
Las Vegas
Route 66 Road Sign
Santa Fe
Chicago
St Louis Arch
Route 66 Mural - view on our route 66 fly drive holiday
Oklahoma City
Flagstaff
Williams
Grand Canyon
Las Vegas
Hollywood
Los Angeles Beach
USA Holiday Stopovers
Why not add in the 'Land of Fire and Ice' - Iceland -on your way to your holiday in the USA. We have put together a great stopover in Iceland for 2 or 3 nights which includes accommodation and the Golden Circle Trip which includes visits to the Gullfoss Waterfall, the geo thermal area of Geysir and Thingvellir National Park.
If you are travelling to the west coast of America, why not add a couple of nights stay in New York which includes accommodation and tickets for the 'Top of the Rock' observation platform for an iconic view of the city skyline. This can be done either on your way out or on the way back.
Alternative My Canada Trips Holidays That May Interest You
Below you will find a small selection of 2024, 2025 My Canada Trips holidays that may interest you. Remember, we tailor-make each holiday to your exact needs, so please call us on 0800 021 7732 and let one of our Canada Holiday experts design the perfect trip for you
USA Road Trips
Pacific Coast Highway Road Trip
- 7 Nights
- Los Angeles
- Pismo Beach
- Monterey / Carmel
- Yosemite National Park
- San Francisco
USA Road Trips
Canyon Adventure Fly Drive Holiday
- 7 Nights
- Las Vegas
- Bryce Canyon
- Moab
- Mesa Verde
- Grand Canyon
USA Fly Drive Holidays
California Fly Drive
- 11 Nights
- San Francisco
- Sonoma
- Lake Tahoe
- Yosemite National Park
- Death Valley
- Los Angeles
- San Diego
USA Road Trips
Blues & Booze USA Road Trip
- 12 Nights
- Chicago
- Indianapolis
- Louisville
- Nashville
- Memphis
- Vicksburg
- New Orleans
USA Self Drive Holidays
Talkin' Texan Self Drive Holiday
- 12 Nights
- Dallas
- Austin
- Fredericksburg
- Bandera
- San Antonio
- Corpus Christi
- Houston
USA Fly Drive Holidays
The Wild West Fly Drive Holiday
- 15 Nights
- Denver
- Cheyenne
- Rapid City
- Cody
- Jackson
- Salt Lake City
- Moab
- Durango
- Colorado Springs
USA Fly Drive Holidays
Best of New England Fly Drive
- 14 Nights
- Boston
- Portland Maine
- Bar Harbour
- White Mountains
- Key West
- The Berkshires
- Mystic
- Yarmouth MA
USA Road Trips
Boston to New York By The Beaches Road Trip
- 8 Nights
- Boston
- Yarmouth
- Martha's Vineyard
- Mystic
- Riverhead
- The Hamptons
- New York City
USA Self Drive Holidays
The Classic West Self Drive Holiday
- 13 Nights
- Los Angeles
- Laughlin
- Grand Canyon
- Kayenta
- Lake Powell
- Bryce Canyon
- Las Vegas
- Death Valley
- Yosemite National Park
- Lake Tahoe
- San Francisco
USA Fly Drive Holidays
Legends and Landscapes of the Old West
- 13 Nights
- Denver
- Cheyenne
- Deadwood
- Minneapolis
- Badlands
- Fargo
- Bismarck
- Medora
- Casper
- Buffalo WY
USA Self Drive Holidays
Great Lakes Inn-Sider Self Drive Holiday
- 12 Nights
- Chicago
- Door County
- Middleton
- Winona
- Minneapolis
- Bayfield
- Marquette
- Mackinac Island
- Saugatuck
USA Fly Drive Holidays
Route 66 Fly Drive Holiday
- 15 Nights
- Chicago
- St Louis
- Springfield
- Oklahoma City
- Amarillo
- Albuquerque
- Holbrook
- Williams
- Las Vegas
- Los Angeles
USA Fly Drive Holidays
Western Trails
- 14 Nights
- Salt Lake City
- Lava Hot Springs
- Boise
- McCall
- Coeur d’Alene
- Whitefish
- Helena
- Yellowstone
- Jackson Hole
- Casper
- Cheyenne
- Denver
USA Fly Drive Holidays
Best of the Great American West
- 20 Nights
- Rapid City
- Deadwood
- Medora
- Theodore Roosevelt National Park
- Sheridan
- Billings
- Helena
- Whitefish
- Glacier National Park
- Butte
- Yellowstone
- Cody
- Riverton
- Jackson
- Ketchum
- McCall
- Boise
USA Fly Drive Holidays
Giant Trees and Ancient Forests Road Trip
- 5 Nights
- San Francisco
- Chester, CA
- Lake Tahoe
- Oakhurst
USA Fly Drive Holidays
Explore Kentucky
- 7 Nights
- Newport, KT
- Lexington
- Bowling Green
- Paducah
- Owensboro
- Louisville
USA Self Drive Holidays
Best of Florida Self Drive Holiday
- 9 Nights
- Orlando
- Clearwater
- Naples
- Miami
USA Fly Drive Holidays
The Florida Keys Fly Drive Holiday
- 7 Nights
- Miami
- Islamorada
- Key West
- Key Largo
USA Road Trips
Coasts and Mountains of the South Road Trip
- 7 Nights
- Atlanta
- Asheville
- Charlotte
- Myrtle Beach
- Charleston
- Savannah
USA Road Trips
Wild Wild West USA Road Trip
- 12 Nights
- Los Angeles
- San Diego
- Tucson
- Las Cruces
- Santa Fe
- Durango
- Kayenta
- Williams
- Las Vegas
USA Self Drive Holidays
Volcanic Peaks to Sparkling Shores Self Drive
- 9 Nights
- Portland
- Astoria
- Port Angeles
- Seattle
- Ashford
- Welches
- Grants Pass
- Coos Bay
USA Road Trips
Historic Cities of the Mid-Atlantic Road Trip
- 11 Nights
- Washington DC
- Baltimore
- Philadelphia
- Gettysburg
- Luray
USA Fly Drive Holidays
Wonders of Alaska Fly Drive Holiday
- 7 Nights
- Anchorage
- Seward
- Talkeetna
- Denali
USA Fly Drive Holidays
Great North Music Tour Fly Drive
- 12 Nights
- Chicago
- Detroit
- Cleveland
- Pittsburgh
- Philadelphia
- New York
- Boston
USA Fly Drive Holidays
Utah's Red Rocks and Canyons
- 12 Nights
- Las Vegas
- Zion National Park
- Bryce Canyon
- Torrey
- Moab
- Kanab
USA Fly Drive Holidays
Route 66 Best of the West
- 14 Nights
- Los Angeles
- Palm Springs
- Kingman
- Williams
- Holbrook
- Santa Fe
- Chicago
USA Fly Drive Holidays
San Antonio & Texas Hill Country
- 9 Nights
- San Antonio River Walk
- San Antonio Hill Country
- Bandera Dude Ranch
- San Antonio
USA Self Drive Holidays
Northwest Inn-Sider Self Drive Holiday
- 13 Nights
- Friday Harbor
- Whidbey Island
- Port Townsend
- Cannon Beach
- Portland
- Eugene
- Ashland
- Eureka
- Sonoma
USA Road Trips
Mountains and Canyons Fly-Drive
- 14 Nights
- Denver
- Glenwood Springs
- Moab
- Kayenta
- Page
- Williams
- Las Vegas
