Trip reference number: AAYLI3

Trip Operator: America As You Like It

The Best of Route 66

From: £1365.00

Experience the ‘Main Street of America’ on this fly-drive from Chicago to Santa Monica, including such highlights as the Chicago’s Magnificent Mile, the St Louis Arch, the Anheuser Busch Brewery, the Ozark Mountains, Native American culture, the Grand Canyon and the beautiful beaches of California. The ‘Mother Road’ as it was also known, no longer exists in its 2448 mile entirety, however our Route 66 Fly-drive takes in the stretches of the road that are still used today and are dotted with roadside cafes, motels and service stations, giving a true ‘Americana’ experience.


Day 1 - Chicago. 

Arrive in Chicago where you will stay for 2 nights


Day 3 -  Springfield, IL

Fill up with breakfast at Lou Mitchell's legendary Route 66 café on Jackson Boulevard in Chicago. Meander past many delightful all-American haunts, including the Polka Dot Café, Dixie Truck Stop and Shea's Gas Station Museum. Overnight in Springfield. 


Day 4 -  St Louis, MO

Drive into Missouri and make a stop at the Old Chain of Rocks Bridge - this original Route 66 span over the Mississippi River has been reopened as the world's longest pedestrian and biking bridge. The bridge offers a great view of the river and the downtown St Louis skyline.

Overnight in St. Louis.


Day 6 -  Springfield, MO

Heading through the rolling hills of the Ozark Mountains, remnants of the old Route 66 are everywhere just off the highway. Much of the old highway frontage has been preserved along St Louis Street.

Overnight in Springfield. 


Day 7 -  Oklahoma City, OK

Take a break in Baxter Springs. Explore the Decades of Wheels Museum. Enjoy some road trip food at Rita’s Café on the Route and head over to Rita’s Roost for some live music and decadent desserts.  Cross into Oklahoma and experience a change in scenery and culture. This is a cattle country and the area gave rise to the era of American cowboy.


Day 8 - Amarillo, TX

Drive along Amarillo Boulevard, the original Route 66, still dotted with 1950s motels that are so iconic of an American road-trip.


Day 9 - Albuquerque, NM

New Mexico still has the most miles of the original Route 66 that are driveable today. Even in its heyday, the number of roadside businesses that sprung up along the Mother Road here was exceptional.


Day 11 -  Flagstaff, AZ

Head to Flagstaff, where are many of the old bricks buildings in the downtown area are original to Route 66. Visit the Museum Club, a historic roadhouse .


Day 12 -  Barstow, CA

Route 66 continues from Flagstaff west into California through the high Arizona desert from Seligman to Kingman. Then drive on Barstow, where the Main Street is a section of Route 66.


Day 13 - Santa Monica, CA

The last stretch of your journey will take you to the California coast and Santa Monica, where Route 66 reaches the Pacific Ocean. Today Santa Monica is a haven for beach lovers with a boardwalk, pier, amusements, street performers, side walk cafes and bars and a true California atmosphere.


Day 15 - Depart


This trip has no fixed departures but restrictions may apply - check operator website

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America As You Like It