Bob Cole has escorted Route 66 on 3 previous occasions and will again be on hand to give you tips and advice as you make your way across the USA. 

Route 66 passes through a diverse cross-section of American scenes, from the cornfields of Illinois all the way to the golden sands and sunshine of Los Angeles. It passes by numerous landscapes including the Grand Canyon, the Native American communities of the desert southwest, the small-town Midwest heartlands of Oklahoma and the Ozarks, as well as the gritty streets of St. Louis and Chicago. Whether you are motivated by an interest in history, feel a nostalgic yearning for the “good old days” Route 66 has come to represent, or simply want to experience first-hand the amazing diversity of people and landscapes that line its path, Route 66 offers an unforgettable journey into America, then and now.

Route 66, America’s ‘Mother Road,’ readies for its Centennial -
All of the eight states traversed by America’s defining highway are getting it ready for its 100th anniversary in 2026. States are handing out grants to restore vintage neon signs along the highway. In addition the Route 66 Centennial Commission, are planning numerous events around the anniversary.

The Route 66 Mother Road Festival, Springfield, Illinois will be hosting a double celebration as in addition to it being the 100th Anniversary of Route 66, The festival will be celebrating its 25th Anniversary! 100's of cars, the music, the fun and nostalgia that Route 66 has brought to generations will return for a 25th year, rolling into historic downtown Springfield on 25th to 27th September 2026. 

When is the best time to drive Route 66 - The season starts in May and runs through to the end of October. Before or after that you risk running into cold weather, especially in the mid-west and the higher elevation portions of Route 66. From our experience, the best time to drive Route 66 is mid-September to late-October.