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 15-20 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.

2026 Dates:

• June 20-July 2 (90% full)

• All other dates are sold out.

2026 Pricing Per Person:

$2750 per person for dual occupancy ($5500 total), $3350 per person for single occupancy

2027 Dates:

• May 22-June 3

• June 12-June 24

• September 11-23

• September 25-October 7

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!

Click here for vehicle and physical requirements for the trip.

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

Yellowstone and Mt. Rushmore Car Caravans

Fall Colors of New England Car Caravans

Southern Adventure Caravans (Nashville to New Orleans)

Midwest Motorhead Madness Car Caravans

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

Start your morning with iconic Route 66 photo stops at filling stations in Dwight and O’Dell before arriving in Pontiac, Illinois, where you’ll explore the Route 66 Hall of Fame and the Pontiac Car Museum. Enjoy a quick dessert stop in Atlanta, IL before heading down to Springfield for Lincoln’s Tomb, and then it’s off to Litchfield, IL for the night.

Featured Stops: Ambler Texaco Station, Pontiac Route 66 Museum, Pontiac Oakland Car Museum, Standard Oil Station of O'Dell, Lincoln's Tomb

Included Meals: Breakfast

Hotel: Holiday Inn Express Litchfield, IL

We'll hit one more iconic filling station, Soulsby Station, before heading across the Mississippi for STL! We'll park our cars on arrival and a charter bus will take us around STL so you can explore the city without driving! Enjoy a trip to the top of the Gateway Arch, taste some frozen custard at Ted Drewes, a Route 66 icon, tour of one of America’s grandest cathedrals, the Cathedral Basilica, and finally learn about beer and horses on a tour of the Budweiser brewery.

Featured stops: Soulsby Station, Gateway Arch National Park, Ted Drewes Custard, Cathedral Basilica, Budweiser

Included meals: Breakfast

Hotel: Hampton Inn Downtown

Start with a guided tour of Meramec Caverns, a Jesse James hideout, before continuing on to the next location in Missouri where you’ll enjoy a stop at the iconic Wagon Wheel Motel for photos and shopping. From there, we’ll head to Springfield with photo stops at Fanning’s Outpost, formerly the “World’s Largest Rocking Chair,” Munger Moss Motel, and the Lebanon Route 66 Museum before arriving in Springfield, MO, the birthplace of Route 66.

Featured Stops: Meramec Caverns, Wagon Wheel Motel, MO-Hicks BBQ, Fanning Outpost, Uranus Fudge Factory, Lebanon Route 66 Museum

Included Meals: Breakfast, Lunch

Hotel: Fairfield Inn

Our first strop is at Gary’s Filling Station, a favorite for all Route 66 travelers. After, we take a quick jaunt to Galena, Kansas for some fun photo stops and cross into Oklahoma. We’ll make a quick stop at Mickey Mantel’s boyhood home then drive through Oklahoma's tribal lands with roadside attractions like the Blue Whale of Catoosa and POPs Soda Ranch.

Featured Stops: Gary's Filling Station, Cars on the Route, Mickey Mantle's Boyhood Home, Coleman Theatre, Blue Whale of Catoosa, Route 66 Bowl, Pops Soda Ranch

Included Meals: Breakfast, Lunch

Hotel: Courtyard OKC Downtown/Bricktown

Start the morning with a moving tour of the Oklahoma City National Memorial and Museum before having the afternoon free to check out the National Cowboy Museum or the Botanical Gardens. Spend the rest of the afternoon relaxing in Oklahoma City’s hip Bricktown neighborhood.

Featured Stops: Oklahoma City Bombing Memorial & Museum

Included Meals: Breakfast

Hotel: Courtyard OKC Downtown/Bricktown

Your morning begins with a stop at the Stafford Air and Space Museum before heading to the Oklahoma Route 66 Museum. After, we'll head to Erick, Oklahoma for a quick stop at the town’s charming museum. From Erick, you’ll cross into Texas and spend some time exploring Shamrock and the iconic Tower Conoco Station and U-Drop Inn, as seen in the movie Cars. After Shamrock, we’ll stop at the Devil’s Rope Barbed Wire Museum and World’s Largest Cross before arriving in Amarillo. Dinner is on your own tonight, but we'll arrange for you to check out the Big Texan Steak Ranch!

Featured Stops: Stafford Air & Space Museum, OK RT66 Museum, 100th Meridian Museum, U-Drop Inn, Devil's Rope Barbed Wire Museum, Giant Cross, Big Texan Steak Ranch

Included Meals: Breakfast

Hotel: Holiday Inn Express

After spray painting your name on the Cadillacs at Cadillac Ranch, we’re heading to New Mexico with stops at the Midpoint Cafe in Adrian, Russell’s Travel Center, Tucumcari to visit the Blue Swallow Motel, Roadrunner Lodge, and TeePee Curios, and the Route 66 Auto Museum in Santa Rosa before arriving in Albuquerque. Enjoy dinner at the iconic 66 Diner in Albuquerque, New Mexico.

Featured Stops: Cadillac Ranch, Midpoint Cafe, Russell's Travel Center, Tucumcari motels/shops, Route 66 Auto Museum, 66 Diner

Included Meals: Breakfast, Dinner

Hotel: TownePlace Suites Old Town or similar

Take a quick hop up the highway to Santa Fe in New Mexico, one of the most beautiful towns of the southwest. Enjoy a guided city tour and plenty of free time before returning to Albuquerque via the Turquoise Trail.

Featured Stops: Santa Fe

Included Meals: Breakfast

Hotel: TownePlace Suites Old Town

We’ll start at the El Rancho Motel, where all of the western stars stayed, then journey across the Painted Desert and cruise through the Petrified Forest National Park, the only park to have Route 66 pass through. We’ll make a quick stop in Holbrook at the Petrified Wood Store and a photo stop at the iconic Wigwam Motel before heading Jack Rabbit Trading Post then to Winslow where you’ll “Stand on the Corner” just like the Eagles song. Finish your day at the historic La Posada Hotel

Featured Stops: El Rancho Motel, Petrified Forest National Park, Wigwam Motel, Jack Rabbit Trading Post, Standin' on the Corner Park

Included Meals: Breakfast

Hotel: La Posada

Start your morning with a visit to the Cameron Trading Post where you’ll have the opportunity to buy authentic Native American gifts. After, we enter the Grand Canyon, one of the great wonders of the world. Spend the afternoon taking in the breathtaking sights before we drive to Williams, Arizona, a truly one-of-a-kind Route 66 town!

Featured Stops: Cameron Trading Post, Desert View Watchtower, Grand Canyon Village, Williams

Included Meals: Breakfast

Hotel: Holiday Inn Express Williams

Spend the day going through some of the Route’s most memorable towns like Seligman, where the famed barber “Angel” has his shop. Angel was a major consultant for the movie Cars and is credited for saving Route 66 after the interstate came along. Next, it’s on to the funky trading post, Hackberry General Store, and Andy Devine’s very own Kingman before heading to the old mining town of Oatman with its wild burros roaming the town. We’ll make one last stop at Roy’s Motel and Café before landing in Barstow, California for the night.

Featured Stops: Angel's Barber Shop, Seligman, Hackberry General Store, Kingman, Cool Springs Station, Oatman, Roy's Cafe (Amboy)

Included Meals: Breakfast

Hotel: Holiday Inn Barstow (or similar)

Today it’s all about making it to the end of our Route 66 adventure in Santa Monica where you’ll get pictures with the End of the Trail Route 66 sign on the pier. We’ll make a quick stop at the California Route 66 Museum, too before making our way to the hotel in LA. After arriving in LA, a charter bus will take us to celebrate the end of the trip at the Santa Monica Pier and then dinner with your new and old friends at Mel's Diner at the OFFICIAL end point of Route 66.

Featured Stops: Barstow Harvey House, Elmer's Bottle Tree Ranch, CA Route 66 Museum, 66-to-Cali, Santa Monica Pier, Mel's Diner

Included Meals: Breakfast, dinner

Hotel: Homewood Suites LAX