Your daily itinerary along Route 66

Explore this iconic road trip crafted by World Journeys Plus. Every classic journey along the legendary Route 66 can be tailored to your ideal pace, group size, and travel style.

Day 1: Arrival in Chicago, Illinois
Arrive in the Windy City and find your way to the historic start sign on Adams Street. Settle into your hotel and enjoy a welcome briefing before hitting the road.

Days 2 & 3: Chicago to St. Louis, Missouri
Cruise past vintage diners, giant roadside attractions, and retro gas stations through Illinois farm country before catching your first glimpse of the Gateway Arch in St. Louis.

Days 4–6: The Ozarks through Oklahoma
Wind through the rolling hills of Missouri and across the historic ribbons of asphalt in Kansas and Oklahoma, visiting legendary trading posts and the Route 66 Museum in Clinton.

Days 7–9: The Texas Panhandle to Santa Fe, New Mexico
Cross the vast Texas plains past the iconic Cadillac Ranch and into the high-desert landscapes of New Mexico, soaking in the turquoise art galleries and adobe architecture of historic Santa Fe.

Days 10–12: Petrified Forest, Flagstaff, and the Grand Canyon
Travel across Arizona to marvel at the painted desert, take a classic detour to the awe-inspiring Grand Canyon, and stroll through neon-lit vintage towns along the Mother Road.

Days 13–15: Mojave Desert to Santa Monica, California
Drive through the sun-bleached Mojave Desert, traverse the San Bernardino mountains, and roll into Los Angeles to celebrate your journey at the famous end-of-the-trail sign on the Santa Monica Pier.

Every itinerary is fully customisable to your preferred pace, stops, and travel dates.