MAY 7 : Chicago Arrival

We will be met at Chicago Airport and transferred to the hotel, where our guide will be present to give us information about the upcoming adventure. Tonight we can visit the local blues clubs and night life of the windy city or get a good night’s sleep.
 

MAY 8 : Chicago - Springfield

We pick up our vehicles and start getting ready for the adventure. We head south through Chicago, the old truck stop town of McLean and roar through the coalmining area of Illinois along the Pontiac Trail before entering Springfield, the Illinois state capital. Overnight.
 

May 9 : Springfield - Rolla

Today we continue our ride further south, cross the state line into Missouri and head toward St. Louis, which is one of the more significant cities here. As we enter Missouri, we will soon be reminded that this is the state where the forests meet the prairie and the Mississippi River meets the Missouri River. We head for the Mississippi River and visit the famous “Chain of Rocks Bridge” and – if time allows – we will make at stop at Miramec Caverns en route. Today we ride up to Rolla, the gateway to Mark Twain National Forest. Overnight.

May 10 : Rolla - Tulsa

From Rolla, we continue our ride deep into the Ozark Mountains, which occupy most of southern Missouri and northern Arkansas. This area remained frontier territory until the timber companies moved in at the end of the 19th century. We ride through the towns of Lebanon and Conway and make a stop in Carthage to see the beautiful old courthouse before we enter the state of Oklahoma. Oklahoma is a state that does not often get to crow about being the best in the country but as far as Route66 is concerned, Oklahoma is definitely number one! Containing more miles of the old Highway than any other state and in far better condition, this is a mecca for bikers and old-road fans out here. We travel all the way up to Tulsa, where we overnight.
 

May 11 : Tulsa - Clinton

Here is where the pavement of Route 66 follows the contour of the land as if it’s always been there. We cover a part of the old west’s Indian country between Tulsa and Oklahoma City. We head west through El Reno, over the mile long bridge, near Bridgeport and into Clinton, the heart and soul of route 66 country! Overnight.

May 12 : Clinton - Amarillo

We rise early for our journey into Texas full of prickly pear and into the "panhandle" continuing through the oil town of Shammrock. We’ll gas up at one of the original gas stations of the old Route 66 and then on to McLean. Get ready for a steak "Texas Style", like a 4 1/2 pounder! We ride up to Amarillo, up in the northern Panhandle. Amarillo may seem cut off from the rest of Texas, but it stands on one of the great American cross-country routes. Overnight.
 

May 13 : Amarillo - Santa Fe

Today we head out of Texas and into "The Land of Enchantment", New Mexico, after passing through Cadillac Ranch. Have you ever experienced the ghost town of Glen Rio where you can stand with one foot in New Mexico and the other in Texas? With 5 states behind us and 3 ahead of us, we roar through the land of the Commanche and into Tucumcari. Then we head up into the high plains and altitude of Santa Fe in central New Mexico. Overnight.
 

May 14 : Santa Fe

Today is a day of leisure. We will enjoy Santa Fe, a city that for the last 20 years has ranked among one of the most popular destinations in the US. Overnight.