Route 66 - Chicago to Santa Monica


Chicago, United States
Santa Monica, California, United States
5 more places
Oklahoma City , United States
St. Louis , United States
Texas, United States
New Mexico, United States
Los Angeles, United States
From Sep 14, 2026 to Oct 3, 2026 (Flexible)

Trip Details

Join me on an epic road trip along Route 66 from Chicago to Santa Monica! We'll explore national parks, go hiking, camping, and kayaking along the way.

Kick off in Chicago, grab breakfast at Lou Mitchell’s, and visit the Route 66 Hall of Fame! 🥞

Explore the Meramec Caverns and the birthplace of Route 66 in Springfield, MO🔦

Snap a selfie at the Blue Whale of Catoosa and explore quirky Galena. 🐋

Tag a car at Cadillac Ranch and stop by the art deco U-Drop Inn. 🎨

Stay at the historic Blue Swallow Motel and explore vibrant Santa Fe. 🌙

Cruise through the Petrified Forest, visit Seligman, and finish at the Santa Monica Pier. 🎡

Let's make the trip of the life fun 🚗🏞️🏕️


Meetup Point

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Trip created by $Bee
From Chicago, United States ; 43 Years Old

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