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.
2025 Dates:
2025 Pricing Per Person:
$2650 per person for dual occupancy ($5300 total), $3250 per person for single occupancy
Have questions? Click here for more info and FAQ about this tour!
We're also always available via austin@2laneamerica.com for any other questions you may have! If you have a specific situation that doesn't fit the regular packages offered, please reach out as well!
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
2 people/1 hotel room (Be sure to select 2 of these at registration so total equals $5300)
1 person/1 hotel room
Includes valet parking, all taxes/fees at the Palmer House (Does not include breakfast)
Includes garage self-parking, all taxes/fees, and breakfast at the Homewood Suites LAX
Many of the places we go have passport "stamps" you can collect in this passport book.
Begin your adventure in America’s third largest city, Chicago, as you meet your fellow travelers for a welcome dinner and trip briefing. This is a perfect opportunity to try Chicago’s famous deep-dish pizza!
Featured Stops: Exchequer Restaurant, "Route 66 Begins" sign
Included Meals: Dinner
Hotel: Palmer House Hilton