In 2026, Route 66 turns 100. This is the centennial celebration of a road that defined the spirit of freedom, adventure, and connection that is the great American road trip. Added to this once in a lifetime opportunity for a memory making road trip is the 250th anniversary of the United States.

If you're the kind of person who hears a symphony in the roar of an engine, thinks of chrome as a color, and sees the tail fin as the height of automotive design, we have a revved-up road trip for you. Two Lane America’s Guided Midwest Motorhead Caravan is your ticket to a once-in-a-lifetime ride through the historic heartland of the American auto industry.

Stars, stories, and the magic of the Mother Road are all part of a Route 66 adventure with Two Lane America. So, if you’ve been dreaming about a real-deal American road trip filled with neon nights, vintage motels, storytellers, and roadside oddities, you’re in the right place.