Cross Country: Route 66

Cross Country: Route 66

51 Day Cross-Country Bike Tour

Tour Information

Date: 04/28/18 - 06/17/18
Meet: Chicago, IL
Tour Price: $11290
Single Upgrade: $4000

Join us for our newest cross-country tour – Route 66! One of the first highways in the country, it’s also referred to as the Main Street of America. We’ll begin in Chicago and head southwest through Illinois, Missouri, Oklahoma, Texas, New Mexico, and Arizona, before we end on the beach in Santa Monica, California.

Call Us!

The tour is filled, but call us. We may be able to squeeze you in.



Total of 2539 miles with an average of 52 miles per day. The terrain starts out relatively flat. It gradually gets more hilly as the route heads southwest, crossing the Ozarks and then the Continental Divide.

All lodging, breakfasts, dinners and snacks on riding days, SAG support along the route, detailed maps and cue sheets, one bike maintenance class, mechanical instruction and support, state line crossing parties, luggage transfer, send-off banquet, celebration dinner and commemorative item.


Cross Country: Route 66

Not available for cross-country tours. Everyone should train on her own bicycle and know that it fits and works properly. We will provide you with details on getting your bicycle to and from the tour.

Fly into Chicago, IL and out of Los Angeles, CA.

Patty Jackson

Patty Jackson
Tour Leader/Chef

Emily Rose

Emily Rose
Tour Leader/Chef

Cindi West

Cindi West
Tour Leader

Tour Details

Relatively flat, Route 66 quickly became popular among truck drivers once it was officially established in 1926. Since the Dust Bowl years of the 1930s, it also became popular among families looking for better jobs in California. When interstates started taking over much of its traffic in the 1960s and 1970s, and pieces of it were commandeered for other routes, it was officially decommissioned as a route in 1985.

Since then, Route 66 has experienced a revival. Various sections of the road are now on the National Register of Historic Places and listed as Scenic Byways. Designed to connect the Main Streets of small towns across the country, we will cycle through these small towns and the bigger cities that they’ve become. It is also Adventure Cycling’s newest cross-country route. We’ll follow the expertly designed route, staying in hotels with dry, warm beds and hot showers every night.

There will be 8 rest days over the course of the trip. We schedule these at scenic and historic stops where there is an opportunity to explore the area. We strongly believe in giving everyone time to see the natural wonders of our country and to relax to keep our bodies healthy and strong.

We offer a reasonable price. You’ll find we have the cheapest per day rate for any hotel cross-country bike touring company.

We carry your luggage, and you, if necessary.

We offer healthy, home-cooked meals prepared by our traveling chef who understands the “performance food” needed to undertake such a challenge. She'll accommodate food allergies and provide a non-meat protein source for vegetarians, but if you require a vegan or gluten-free diet, there will be a small surcharge.

We support the tour with two vehicles equipped with supplies, first aid, food and water.

We limit the group size to around 25 plus staff. You’re neither alone nor anonymous. We guarantee you’ll make some lifelong friends along the way.

Join us to “Get Your Kicks on Route 66!”

TO JOIN: Register on-line or call us at 800-247-1444 to make your nonrefundable registration deposit of $300. The first payment of $2,000 is due October 1, 2017 and is nonrefundable and nontransferable. The second payment of $3000 is due December 1, 2017. The balance of the trip fee is due January 28, 2018. Save 2% if you make your payments by check.

DISCOUNTS: Sign up for any shorter, domestic WomanTours trip in 2017 when you register for the 2018 Route 66 tour and receive a 10% discount on the shorter tour. Make your payments by check and save 2%.

CANCELLATION & REFUNDS: The $300 registration fee is nonrefundable and nontransferable. The first payment of $2,000 due October 1 is also nonrefundable and nontransferable. If you cancel after you’ve made your second payment but prior to January 28, then $2500 is refundable. The remainder of your payments is nonrefundable and nontransferable.

TRIP INSURANCE: We will provide you with a source for trip cancellation/interruption insurance. We strongly recommend insurance, especially for a trip of this magnitude.

TOUR DETAILS: Help on training, transportation, packing, and an itinerary will be sent upon receipt of your registration fee. We will also mail you periodic Prep Talk newsletters to help you prepare for the trip. For more information, including links to blogs kept by past cross-country participants, read the testimonials or contact us and we’d be happy to send you more details. Our cross-country trips usually have wait lists, so don’t hesitate. Sign up today!

SAG VOLUNTEERS: We use 4 volunteers to drive a support car during this tour. Each driver works once every fourth day supporting the riders until the last cyclist finishes for the day. She provides food, drinks, flat tire assistance and moral support, and becomes an integral part in the success of the tour. In return, each volunteer receives a discount of 40% off the full tour price. If you’re interested in a position, please email or call us.

Cross-country: Route 66 Itinerary

Date Location Miles
Apr 28, 2018 Chicago, IL 0
Apr 29, 2018 Matteson, IL 46
Apr 30, 2018 Pontiac, IL 80
May 1, 2018 Bloomington, IL 38
May 2, 2018 Springfield, IL 68
May 3, 2018 Springfield, IL 0
May 4, 2018 Litchfield, IL 50
May 5, 2018 St. Louis, MO 65
May 6, 2018 St. Louis, MO 0
May 7, 2018 Pacific, MO 40
May 8, 2018 Rolla, MO 78
May 9, 2018 Lebanon, MO 65
May 10, 2018 Springfield, MO 55
May 11, 2018 Springfield, MO 0
May 12, 2018 Carthage, MO 78
May 13, 2018 Miami, OK 54
May 14, 2018 Claremore, OK 70
May 15, 2018 Stroud, OK 82
May 16, 2018 Edmond, OK 49
May 17, 2018 El Reno, OK 41
May 18, 2018 Weatherford, OK 44
May 19, 2018 Elk City, OK 43
May 20, 2018 Elk City, OK 0
May 21, 2018 Shamrock, TX 57
May 22, 2018 Amarillo, TX 91
May 23, 2018 Vega, TX 42
May 24, 2018 Tucumcari, NM 80
May 25, 2018 Tucumcari, NM 0
May 26, 2018 Santa Rosa, NM 62
May 27, 2018 Las Vegas, NM 69
May 28, 2018 Santa Fe, NM 72
May 29, 2018 Santa Fe, NM 0
May 30, 2018 Albuquerque, NM 77
May 31, 2018 Grants, NM 76
Jun 1, 2018 Gallup, NM 100
Jun 2, 2018 Chambers, AZ 51
Jun 3, 2018 Holbrook, AZ 70
Jun 4, 2018 Winslow, AZ 39
Jun 5, 2018 Flagstaff, AZ 62
Jun 6, 2018 Flagstaff, AZ 0
Jun 7, 2018 Seligman, AZ 73
Jun 8, 2018 Peach Springs, AZ 26
Jun 9, 2018 Kingman, AZ 59
Jun 10, 2018 Needles, CA 73
Jun 11, 2018 Needles, CA 0
Jun 12, 2018 Ludlow, CA 107
Jun 13, 2018 Barstow, CA 50
Jun 14, 2018 Victorville, CA 44
Jun 15, 2018 Glendora, CA 72
Jun 16, 2018 Santa Monica, CA 48
Jun 17, 2018 Home 0