9Route 66 (Chicago to Santa Monica)

Often referred to as the “Main Street of America”, Route 66 is a historic road trip that embodies the essence of Americana. Stretching from Chicago, Illinois, to Santa Monica, California, this legendary highway covers 2,448 miles and passes through eight states. Route 66 offers a glimpse into America’s past, with quirky roadside attractions, classic diners, and retro motels. You can explore the Grand Canyon, visit Cadillac Ranch in Texas, and stop in small towns that have retained their old-school charm. It’s a nostalgic journey through the heart of America.