Bob has escorted Route 66 on 2 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.

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 personal experience, the best time to drive Route 66 is mid-September to mid October, however, Route 66 is a drive of a lifetime no matter what time of year or what the weather’s like!

The weather for driving Route 66 is generally at its best between mid-May and mid-October and it will add to the loveliness of your drive. There’s always a good chance you’ll see rain, as Route 66 is more than 2,400 miles long through varied terrain.