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Guided Route 66 Car Caravan

a 13-day Mother Road adventure from Chicago to LA

2024 Dates:

  • 2024: May 18-30

  • 2024: June 15-27

  • 2024: Aug 24-Sept 5

  • 2024: Sept 7-19

  • 2024: Sept 21-Oct 3

2024 Pricing Per Person:


Dual Occupancy

(i.e. 2 people, 1 car, 1 room)


Single Occupancy

(i.e. 1 person, 1 car, 1 room)

Check the dream off your bucket list with our Route 66 guided caravans...


The fabled “Mother Road” is a bucket-list trip for millions of people. Be one of the Road Warriors that make the dream a reality!

Imagine hitting the pavement on this 13-day trip of a lifetime with zero planning required.

Starting in Chicago, you'll travel in a caravan of no more than 15 cars with turn-by-turn directions, suggested photo stops, dozens and dozens of included activities, and a tour guide with years of Route 66 experience for 13 days of unforgettable fun.

You bring the car or truck of your choice. We'll do the rest.

Scroll & Click to Learn More


Learn about what you'll discover on the Mother Road


Learn how the trips function and our general policies


Learn what makes us the perfect choice to show you the way


Don't miss your chance for a Route 66 adventure.

Contact us for custom car/hotel variation pricing or group discounts.

What's included:

All hotel accommodations

(Comfortable modern hotels)

18 Meals

(13 breakfasts, 2 lunches, 3 dinners)

All group sightseeing activities

(2 national parks, tons of museums)

Lead car showing you the way

(Staffed by a Route 66 expert)

Other inclusions:

  • Trip tote bag

  • All parking fees and highway tolls

  • Souvenir-quality guide book

  • All museum and park admissions

  • Guided tour of Santa Fe, NM

  • On-the-road snacks/water

  • Custom Spotify music playlists

Itinerary Basics:

Trip Start: Chicago, IL

Trip End: Los Angeles, CA

States: 8 (IL, MO, KS, OK, TX, NM, AZ, CA)

Mileage: Approx. 2,400

Day 1: Chicago, IL

Day 2: Chicago to Litchfield, IL

Day 3: Litchfield to St. Louis

Day 4: St. Louis to Springfield, MO

Day 5: Springfield to OKC

Day 6: Oklahoma City

Day 7: OKC to Amarillo

Day 8: Amarillo to Albuquerque

Day 9: Santa Fe Day Trip

Day 10: ABQ to Winslow, AZ

Day 11: Winslow to Grand Canyon to Williams, AZ

Day 12: Williams to Barstow, CA

Day 13: Barstow to LA

Want more info? Email for an info packet. Also, subscribe below for updates:

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