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Scenic Guided Motorcycle Tours Across The United States

The Mother Road – Rt 66 Motorcycle Tour

The Route 66 Mother Road Tour will be from May 30th to June 12th. The Tour Prices include the following:

Day 1 – (Friday) We will meet at our hotel in downtown Chicago. Those who need rental motorcycles will need to pick them up in the afternoon. We will help with that entire process. We would like everyone to check-in prior to 6:00 PM and be ready for the group welcome dinner at 7:00 PM. Dinner will give everyone a chance to get acquainted with those we will be riding with for the next two weeks. There will be a tour and safety presentation so we all understand how we will be riding together.

Day 2 – (Saturday) We will leave the hotel at 9:00 AM and ride to the starting point of Route 66 for photos and a kick-off to our adventure. Leaving Chicago and its suburbs is an experience in itself. We will ride and stop at many Route 66 landmarks throughout the day before we stop for the evening in Springfield, Illinois approximately 230 miles later.

Day 3 – (Sunday) A great day of riding from Springfield, IL to St. Louis, MO. This is an easy day’s ride of 165 miles. It will be a busy day because of all the sites we will stop and see.

Day 4 – (Monday) St. Louis to Springfield, MO – a great day of riding as we continue west into the Ozark Mountains of Missouri – 215 miles

Day 5 – (Tuesday) Springfield, MO to Tulsa, OK – 220 miles – We ride from Missouri into Kansas for 13 miles before heading into Oklahoma

Day 6 – (Wednesday) Tulsa, OK to Clinton, OK – 200 miles – A great day of riding through rural Oklahoma with stops in some quaint small towns for a home cooked meal and some Route 66 history.

Day 7 – (Thursday) Clinton, OK to Amarillo, TX – 185 miles – We will have our mid-tour group dinner in Amarillo at a “famous” Texas steak house. It will be the perfect ending of a great day’s riding and sight seeing.

Day 8 – (Friday) Amarillo, TX – Rest Day. Those that want to ride can ride with us to Palo Duro Canyon State Park. This canyon is the “Grand Canyon of Texas” and is the second largest canyon in the United States. The Palo Duro canyon is 120 miles long, 20 miles wide and 800 feet deep. This will be a very easy and enjoyable day ride.

Day 9 – (Saturday) Amarillo, TX to Albuquerque, NM – 300 miles – This is a long and interesting riding day. We leave the agricultural area of the Texas panhandle and ride through the desert of New Mexico. There will be some very interesting sights today including the Cadillac Ranch.

Day 10 – (Sunday) Albuquerque, NM to Flagstaff, AZ – 325 miles – Most of RT 66 is on I-40 as we continue west. We will ride through the Petrified Forest, Painted Desert and stop at the “Corner” in Winslow, Az before we get to Flagstaff.

Day 11 – (Monday) Flagstaff – Grand Canyon – Flagstaff – 200 miles – Today we ride to the Grand Canyon. Be ready to see one of the natural wonders of the world and one of the most amazing places on earth. Today is one continuous photo opportunity so be sure you’re prepared.

Day 12 – (Tuesday) Flagstaff, AZ to Las Vegas, NV – 275 Miles – We will ride the longest undisturbed length of the RT 66. from Ash Fork to Kingman before we ride north to Hoover Dam on our way to Las Vegas.

Day 13 – (Wednesday) Las Vegas, NV to Needles, CA – 210 Miles – We head back south to Kingman and back onto RT 66. We will ride over the mountains to Oatman where the donkeys freely roam the streets. Oatman is a town that has changed little since the mining days.

Day 14 – (Thursday) Needles to Barstow Ca – 160 miles – We will ride the National Old Trails Highway and stop at The Mother Road Museum. It will be a hot day so we will not ride as long as we have been.

Day 15 – (Friday) Barstow to Los Angeles – 130 Miles – We arrive in Los Angeles and will have a departure dinner for everyone to complete our tour of Historic Route 66.

Day 16 – (Saturday) Depart for Home

The Tour Prices include the following:

  • Lodging for fifteen nights (We stay in only clean and comfortable hotels/motels)
  • A Welcome dinner the first night in Chicago
  • A departure dinner the last night in the LA Area
  • A dinner mid-trip at a great plan along Route 66
  • Tour Book, Toure Sheets and GPS files
  • Tour Photos and Video DVD
  • Support Vehicle with Trailer for luggage and passengers
  • Transfers from airport or hotel to motorcycle rental agency

Not included with the tour:

  • Airfare
  • Motorcycle shipping back to Chicago (We will help you with return shipping of your motorcycle back to Chicago)
  • Motorcycle rental and required insurance
  • Fuel, oil or any repairs to your motorcycle
  • Meals (not specified above). Snacks, drinks, water, and tips
  • State and National Park Entrance Fees
  • Trip cancellation, personal travel or health insurance
  • Riding gear, you must provide your own helmet and rain gear
  • Shipping of any luggage, personal items, riding gera, or souvenirs, etc.

Tour on 2, Inc uses Harley-Davidson rental motorcycles from authorized HD rental dealers. We use their motorcycles because we believe they are the best maintained, have the lowest mileage and provide the most reliable service. There will be a support vehicle to carry your luggage and the occasional passenger that may be tired of riding. We stay and eat at clean, comfortable and motorcycle friendly hotels. We will eat at the best places we can find. As on all of our tours, drinking is not allowed during the riding day but is allowed after the motorcycles are parked for the evening. All of our tour guides are selected because of their riding skills and their abilities to safely lead our rides. Space is limited so reserve your place today!

To book this tour or for more information contact: Bill Gade at: or call 630-660-4733

Motorcycle Tour Payments

We offer the ability to pay in installments for all tours but they must be paid in full at least 30 days prior to the tour start date. If we purchase your airfare it must be paid at the time of booking and will be charged to your credit card. We will continue to offer customized tour packages for individuals, groups or organizations. If you are planning a business conference this winter in warm places such as Arizona, we can arrange a group outing for you and your colleagues that would include rental motorcycles.

Please Note!! All tours include your lodging! The "Ship, Fly and Ride" tours include shipping your bike round trip and your lodging! Rental motorcycles are available through Harley-Davidson Authorized Rental Dealers! Our 3-day weekend tours include lodging and all meals. Tours also include at least one group dinner, most breakfasts, route sheets, guides and much more.

Tour On Two offers a great motorcycle riding experience at a great price!

What Our Riders Say About Tour On Two...

“Truly were a great experiences. (Blue Ridge Parkway/the DRAGON….the ultimate motorcycle roads in U.S.) and a fantastic trip in Arizona from Grand Canyon to the Mexican Border. They were all super organized, flexible, thoughtful and the BEST motorcycle tour experiences. The ONLY “worry free” way to GO !!! ” John S.

Motorcycle Tour
Details & Pricing

May 30 - June 12


15/Appr 2,900 miles

Ride Days/Miles



2 Grp Dinners


Not Included


Call for Pricing

Rental Motorcycle & Insurance

Not Included

Fuel For Rental Motorcycle


Rider Shared Room


Ride Private Room


Rider with Passenger


Rider Skill Level

Tolls/Park Entrance Fees


Motorcycle Transport

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