Motorcycle USA
Route 66 Motorcycle Tour
Chicago to Los Angeles
Duration: 15 days
Motorcycle Tours
Tour code: ER66
  • Chicago to Los Angeles, crosses three time zones
  • 8 States: Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona and California
  • Route 66's classic roads, restaurants, gas stations, and nostalgic landmarks are preserved just as they were in the 1950’s

Ride the original Route 66, that is 4491km down the "Mainstreet of America" from Chicago to Los Angeles. Diring the 50's thousands of cars traversed the "Mother Road" creating the need for many iconic, and now classic road houses, restaurants, unique hotels and landmarks. Explore the western frontier as they did in the 50's on this tour of good old Americana.


Chicago, Il - Arrival

Welcome to Chicago located on the Great Lakes with the beautiful backdrop of Lake Michigan, and an enormous range of museums, restaurants and cafes, amazing bars and nightclubs that exude the Chicago's jazz and blues heritage. Tonight is our Orientation Meeting at the hotel, to meet up with your group of fellow passionate riders followed by a great Welcome Dinner and fun downtown. Welcome to the bucket list ride, Route 66.

Chicago, IL - Springfield, IL

Pick up your bike and we head off down the legendary Route 66 through the state of Illinois to the Pacific Ocean. We head south down the Pontiac Trail, through Joliet, past the Launching Pad Giant, arriving in Pontiac at the Route 66 Museum.

Springfield, IL - St. Louis, MO

We are now off to through small towns and agricultural fields to "Gateway to the West,"St. Louis! When entering St Louis we will cross the Mississippi on The Chain of Rocks Bridge. St Louis has had vibrant revamp over the past few years to have a vibrant live music and BBQ scene. Enjoy the vies across the Mississippi River from the top of he tallest man-made national monument in the United States, the Gateway Arch, which commemorate Thomas Jefferson and those settlers’ expansion into western America.

St. Louis, MO - Joplin, MO

Leaving St Louis, we sett off through the rolling Missouri hills until we reach the famous World’s Largest Rocking Chair in Fanning for a group photo. Then its off winding our way through Devil’s Elbow! We will stop  at Gay Parita’s a Route 66 gas station which is a time capsule of Route 66 memorabilia . Joplin, tonight's stop over, is a city that was hit by a huge tornado in 2011 that flattened 8,400 houses, 450 businesses and destroyed 18,000 cars.

Joplin, MO - Oklahoma City, OK

Headed to the soul of Route 66, Oklahoma City, we leave Joplin riding through the Oklahoma hills, the small towns like  Miami, Claremore and Catoosa, (Blue Whale lives here). For lunch, its a diner in Tulsa. A lot of the land we pass through belonged to a number of Native American tribes like Chickasaw and Cherokee. We ride west through El Reno into Oklahoma City.

Oklahoma City, OK - Amarillo, TX

Today we head for Amarillo Texas down one of the oldest sections of Route 66 originally used in the mid 1800’s as a cattle trail to drive herds from Texas to Kansas. Next stop is Clinton’s Route 66 Museum, after riding through Yukon and El Reno. We thyen cross the Texas border into the Panhandle. Dinner tonight is at Amarollo's famous "The Big Texan Steakhouse". We travel in style to the restaurant in a fleet of old Caddies, and YES, these Caddies are equipped with Texas Longhorns across the hood.

Amarillo, TX - Santa Fe, NM

We are off to New Mexico – after passing by the world famous Cadillac Ranch we enter the land of the Comanche Indians, magnificent mesas, cactus & mountains as we climb the High Plains to Santa Fe, New  Mexico. Settle in for 2 nights here as explore Santa Fe at your leisure in one of Americas oldest, yet stunning cities.

Santa Fe, NM - FREE DAY

At nearly 400-years-old, Santa Fe city is a place to relax and savour on this day of relaxation. The Mexican influence blended with the southwestern architectural style is New Mexico’s capital cities appeal. Maybe you would like to ride along the river valley to Taos, known for historic adobe buildings such as Taos Pueblo, a multi story adobe complex inhabited by Native Americans for centuries. Maybe a 35 min ride to Pecos National Historical Park

Santa Fe, NM - Gallup, NM

Today we ride south to to the heart of New Mexico’s to its largest city, Albuquerque. This is where the road south meets the east /west roads. We ride west across the Rio Grande into Navajo territory passing mesas and bluffs to Laguna, Grants onwards to Gallup. In the heart of Native America, this old railroad town is enriched by the cultures of First Nations, including Zuni, Hopi, Laguna Pueblo and Navajo. This town is meeting place for bike riders from all over he world and tonight we stay in a biker friendly hotel.


Gallup, NM - Grand Canyon, AZ

We head to the Arizona border to check out the Petrified Forest National Park. Explore this stunning landscape of fossilized prehistoric gigantic trees and loose yourself in this vast wilderness Next we head to the Route 66 icons, Wigwam Hotel in Holbrook when we get to Winslow we’ll stand on the corner!…remember “Are you from Standin'-On-A-Corner-In-Winslow, Arizona?” The lyrics from the song “Take It Easy”, written by Jackson Browne and Glenn Frey, made famous by “The Eagles”. Next stop is one mile from the South Rim of the Grand Canyon to enjoy the Grand Canyon’s South Rim sunset, of course with a cold adult beverage.

Grand Canyon, AZ - Laughlan, AZ

How about a morning helicopter ride over the South Rim. Time now to ride the rim and take in the amazing views. definitely a camera day! We head back to Williams to pick up Route 66 again, and head to the Route 66 towns of  Seligman, Peach Springs, and Hackberry.

Laughlan, AZ - Las Vegas, NV

Lets now detour to visit Las Vegas,  hmmmm. On the way we will ride through the Old West Ghost Town of Oatman, and over Hoover Dam! Only a short visit to Vegas, Don’t party too hard, as we pick up Route 66 tomorrow right where we left off yesterday.

Las Vegas, NV - Victorville, CA

Finally Route 66 meets California! Are you ready for some of the most dramatic scenery in Southern California, as we cross the Mojave Desert enjoy the beautiful Joshua Trees and everything that makes up this magnificent desert. Its our last night on “The Mother Road”, so time to reflect on what we have seen and the new friendships made.

Victorville, CA - Los Angeles, CA

Pacific Ocean here we come, today reach the end of Route 66 on the Santa Monica Pier! On the way we take in the highway that is lauded as the best motorcycle ride in southern California, the Angeles Crest Highway through the mountainous terrain of Angeles National Forest rising to 2300 meters. Next we head down the mountain to the Los Angeles Basin and the end of the road at the Santa Monica Pier. Mixed emotions rise as we stand at the "End of the Trail" sign. There is a sense of joy and sadness as you have completed a journey most people can only dream about. Tonight we celebrate at our Farewell Dinner with our new friends.

Los Angeles, CA - Farewell

Today its goodbye, or  let us know if you need an extra night or two in L.A. Maybe we can even arrange a discounted motorcycle rental! Cheers!

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