Route 66 Chicago to LA Motorcycle Tour

| 11 Day 10 Night | 15 Day 14 Night | 16 Day 15 Night Ultra Mountain | |
|---|---|---|---|
| All Inclusive Guided Driver | $5700 |
$6990 |
$7560 |
| All Inclusive Guided Passenger | $2999 |
$3980 |
$4264 |
| Self Drive Double Occupancy | $2786 | $3700 + $550 one way |
$3978 + $550 one way fee |
| Self Drive Single Occupancy | $3661 | $4925 + $550 one way |
$5291 + $550 one way fee |

RT 66 All Inclusive – $550 return fee included at no extra charge to you, Breakfast, Gas, Tour Guides, Support Vehicle, basic Insurance, Park Fees, Motorcycle, Lodging.
#Lunch and Dinner not included in RT 66 Tours. #Food plan available. We still arrange all meals and give options, and you can eat with the group or separate. It is up to you.
Self Guided / Drive - Motorcycle, Route, Lodging, support – Add $550 return fee for Self Guided Tours
2012 Tours are being offered in May, June, July, August, September, and October
Contact me for desired dates. We will be setting the exact dates per request. Contact Us Here for Dates
Ride with a smaller more intimate group than most RT 66 Tours out there, or we can take your custom large private group.
ITINERARY BELOW
11 Day 10 night is the same as Option 1 / Traditional but take out: Blommington, Durango, Williams, Big Bear), tour over after dinner day 10
Option 1 – 15 Day 14 Night – Traditional Route 66
This is the Traditional Route 66 Tour
Option 2 – 16 Day 15 Night – Ultra Mountain Route 66
This is the traditional Route 66 Tour, BUT with a couple of extras.
This takes the traditional RT 66 Tour and steps it up another notch. My personal favorite.
We add in some incredible mountain exploring to Durango, Colorado and cool Big Bear Mountain Lake, California instead of Victorville.
OPTION 1: 15 DAY 14 NIGHT – OPTION 2: 16 DAY 15 NIGHT ULTRA MOUNTAIN
BELOW THIS ITINERARY
Day 1 – Arrive in Chicago
We meet after lunchtime at the hotel.
We also do an orientation with the bikes.
Then we go out for dinner to discuss our big adventure!
Day 2 – Chicago to Blommington – 150 miles
Short Tour out of Chicago. Let’s go!
We settle into our bikes, and aim for California. This is our first night on the road.
See icons such as the “Gemini Giant”, “Rocket Man”, “Old Log Cabin”, the old “Marathon Oil Station”. We also stop at the RT 66 Museum in Joliet.
Day 3 – Blommington to Saint Loius, MO – 175 miles
Breakfast at the “Dixie Truckers Home”. Riding Rt 66. Exploring St. Louis. The Gateway Arch welcomes travelers heading East or West. The famous Budweiser Brewery. Maybe a blues bar tonight?
Day 4 – St Louis to Joplin, MO – 284 miles
Riding Rt 66 through neat little towns. We have really fallen into synch with our Harley Davidsons now. We will help support the town of Joplin rebuild. Americana. Devils Elbow is amazing.
Day 5 – Joplin to Oklahoma City – 217 miles
Great section of RT 66 with all the Googie Architecture. A really great ride. Great old diners.
This is RT 66!
Day 6 – Oklahoma City to Amarillo, Texas – 259 miles
Elk Cit Rt 66 Museum. Welcome to Texas! The panhandle of Texas. Big Texan Steakhouse for dinner?
Day 7 – Amarillo to Santa Fe Springs, New Mexico – 279 miles
Cadillac Ranch. Welcome to Santa Fe. Art galleries, great restaurants, great walking around…. This is really an amazing Southwest city to spend time in.
DAY 8 – Santa Fe Springs to Gallup – 191 miles plus excursions
We follow the Route 66 path, and end at the little town of Gallup, at the Rancho Hotel.
The historic El Rancho Hotel and Motel has hosted a numerous array of movie stars including John Wayne, Ronald Reagan, Humphrey Bogart, Spencer Tracy, Katharine Hepburn, Joan Crawford, Kirk Douglas, Doris Day, Gregory Peck, and Burt Lancaster. The rugged terrain surrounding Gallup was popular with Hollywood film makers during the 1940′s and 1950′s for the on-location shooting of Westerns. Actors and film crews would stay at the hotel during filming.
Day 9 – Gallup to Grand Canyon National Park – 283 miles
First, we will stand on a corner in Winslow, Arizona. Next we ride down the main drag on Rt 66 through Flagstaff. Then, we stay on top of the Canyon and watch the sunset the first night. The Grand Canyon. “That’s one big hole!”, enough said.
Day 10 – Grand Canyon to Williams, AZ – 51 miles
Hike down a trail the next am. into the Grand Canyon. Ride the donkeys down the trail into the canyon?
Check out the Watchtower. Lots of great things to see. We get a full day in The Grand Canyon. When we are done here, we start heading back down the mountain and stop if you want for a helicopter or plane ride into the Canyon. Or maybe an old train ride? We then work our way down the hill after an amazing day to Williams for dinner and a night on the little town. Or sleep. Ready to hit the road the next am for an amazing day.
Day 11 – Williams to Laughlin, NV – 190 miles
An amazing Old RT 66 day! All the RT 66 shopping you could think of. We will be on the forgotten RT 66 a lot of the day. Grand Canyon Caverns, Peach Springs, Kingman…Towards the end of the day we will work our way on an incredible slow winding road to the old mining town of Oatman. Wild burros, real old 49er gold miners with real Colt 45s on their hips to protect their gold. A forgotten town. Not much has changed here the past 100 years. It is almost unbelievable that is winding mountain road was the main East West road until 1953 when Rt 66 was re routed. Time has held still since then in Oatman.
Laughlin is a little Gambling town on the way to Vegas on the Colorado River. Let’s get you ready for the Big Time tomorrow.
Ribeye Steak tonight!
Day 12 – Laughlin, NV to Las Vegas, NV – 97 miles
An early morning ride out beats the heat, and gets us to Vegas early for a full day….
But first the Hoover Dam!
Vegas – Pools, shows, fun. We will have most of the day to explore Vegas, and the whole evening.
Day 13 – Las Vegas, NV to Victorville, CA – 190 miles
( or we can do Big Bear Lake Option if want, see Ultra Tour below )
We follow the original path of Old Route 66 where we can, and explore the amazing Mojave desert.
Day 14 – Victorville to Santa Monica Pier! – 100 miles. plus exploring and Malibu Coast Ride!
Over the famous Cajon Pass, then we drop into LA, freeways, civilization. We make it through all the way to the end. The Santa Monica Pier. We can go to Hollywood Blvd today, or we can explore the refreshing California Coast. Malibu, Venice Beach, Santa Monica… let’s keep the Ride Free tradition of ending the tour by putting our feet into the cold Pacific!
We turn the bikes in at the end of the day.
A victory dinner tonight!
Day 15 – Los Angeles Departure
We say our goodbyes, and plan for our next adventure. There is so much more to see in the USA in the future.
A shuttle will take you to the LAX.
ROUTE 66 ULTRA MOUNTAIN TOUR ITINERARY 16 DAY 15 NIGHT
Day 1 – Arrive in Chicago
We meet after lunchtime at the hotel. We also do an orientation with the bikes.
Then we go out for dinner to discuss our big adventure!
Day 2 – Chicago to Blommington – 150 miles
Short Tour out of Chicago. Let’s go!
We settle into our bikes, and aim for California. This is our first night on the road. See icons such as the “Gemini Giant”, “Rocket Man”, “Old Log Cabin”, the old “Marathon Oil Station”. We also stop at the RT 66 Museum in Joliet.
Day 3 – Blommington to Saint Loius, MO – 175 miles
Breakfast at the “Dixie Truckers Home”. Riding Rt 66. Exploring St. Louis. The Gateway Arch welcomes travelers heading East or West. The famous Budweiser Brewery. Maybe a blues bar tonight?
Day 4 – St Louis to Joplin, MO – 284 miles
Riding Rt 66 through neat little towns. We have really fallen into synch with our Harley Davidsons now. We will help support the town of Joplin rebuild. Americana. Devils Elbow is amazing.
Day 5 – Joplin to Oklahoma City – 217 miles
Great section of RT 66 with all the Googie Architecture. A really great ride. Great old diners.
This is RT 66!
Day 6 – Oklahoma City to Amarillo, Texas – 259 miles
Elk Cit Rt 66 Museum. Welcome to Texas! The panhandle of Texas. Big Texan Steakhouse for dinner?
Day 7 – Amarillo to Santa Fe Springs, New Mexico - 279 miles
Cadillac Ranch. Welcome to Santa Fe. Art galleries, great restaurants, great walking around…. This is really an amazing Southwest city to spend time in.
option1 – 2nd layover here, or Durango trip the next day.
option2 – Just one day here.
Day 8 – Santa Fe Springs to Durango, Colorado – 241 miles
We take a break today from the straights of Route 66, and climb into the mountains of Colorado. Winding mountain roads, beautiful scenery. Welcome to an old cow town. The next am reconnecting with Route 66.
DAY 9 – Durango to Gallup, New Mexico – 180 miles
We end at the little town of Gallup at the Rancho Hotel.
The historic El Rancho Hotel and Motel has hosted a numerous array of movie stars including John Wayne, Ronald Reagan, Humphrey Bogart, Spencer Tracy, Katharine Hepburn, Joan Crawford, Kirk Douglas, Doris Day, Gregory Peck, and Burt Lancaster. The rugged terrain surrounding Gallup was popular with Hollywood film makers during the 1940′s and 1950′s for the on-location shooting of Westerns. Actors and film crews would stay at the hotel during filming.
Day 10 – Gallup to Grand Canyon National Park – 283 miles
We stay on top of the Canyon and watch the sunset the first night. The Grand Canyon. “That’s one big hole!”, enough said.
Day 11 – Grand Canyon to Williams, AZ – 51 miles
Hike down a trail the next am. into the Grand Canyon. Ride the donkeys down the trail into the canyon?
Check out the Watchtower. Lots of great things to see. We get a full day in The Grand Canyon. When we are done here, we start heading back down the mountain and stop if you want for a helicopter or plane ride into the Canyon. Or maybe an old train ride? We then work our way down the hill after an amazing day to Williams for dinner and a night on the Western town. Or sleep. Ready to hit the road the next am for an amazing day.
Day 12 – Williams to Laughlin, NV – 190 miles
An amazing Old RT 66 day! All the RT 66 shopping you could think of. We will be on the forgotten RT 66 a lot of the day. Grand Canyon Caverns, Peach Springs, Kingman…Towards the end of the day we will work our way on an incredible slow winding road to the old mining town of Oatman. Wild burros, real old 49er gold miners with real Colt 45s on their hips to protect their gold. A forgotten town. Not much has changed here the past 100 years. It is almost unbelievable that is winding mountain road was the main East West road until 1953 when Rt 66 was re routed. Time has held still since then in Oatman.
Laughlin is a little Gambling town on the way to Vegas on the Colorado River. Let’s get you ready for the Big Time tomorrow.
Ribeye Steak and Mico Brewery tonight!
Day 13 – Laughlin, NV to Las Vegas, NV – 97 miles
An early morning ride out beats the heat, and gets us to Vegas early for a full day….
But first the Hoover Dam!
Vegas – Pools, shows, fun. We will have most of the day to explore Vegas, and the whole evening.
Day 14 – Las Vegas, NV to Big Bear Lake, CA – 224 miles
We take a little Rt 66 excursion up into the amazing San Bernardino mountains. A last long hard ride through the desert, we are covered in desert dust. Our bikes are covered in road grime. They and we look and feel like we really did something. We have. Then a climb up into the twisty mountains brings us to an awaiting pool in the cool alpine town of Big Bear Lake.
Day 15 – Big Bear Lake to Santa Monica Pier! – 113 miles
It is not over yet! We ride the Rim of The World. An incredible ride on the top of a mountain range, with the clouds below. One of our most amazing rides.
Then we drop into LA, freeways, civilization. We make it through all the way to the end. The Santa Monica Pier. We can go to Hollywood Blvd today, or we can explore the refreshing California Coast. Malibu, Venice Beach, Santa Monica… let’s keep the Ride Free tradition of ending the tour by putting our feet into the cold Pacific!
We turn the bikes in at the end of the day.
A victory dinner tonight!
DAY 16 – Los Angeles Departure
We say our goodbyes, and plan for our next adventure. There is so much more to see in the USA in the future.
A shuttle will take you to the LAX.




