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
(2026 Dates coming in March 2025. Prices will be slightly higher in 2026.)