Small groups of up to 14, a road captain on every trip

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White Route 66 shield painted on a two-lane road through wheat fields in the Texas Panhandle

8 states, 35 stops

Route 66 stops, state by state

From the Begin sign on Adams Street in Chicago to the End of the Trail sign on Santa Monica Pier: 35 stops in 8 states, each on at least one of our guided trips. Pick a stretch of road, then a state.

States
8Illinois to California
Stops
35Towns, signs, museums, parks
Trips
163 end to end
From
$179Per person

2 states

The Midwest: Illinois and Missouri

9 stops, 6 trips.

Ambler's Texaco, a small white station with two red pumps on Route 66 in Dwight, Illinois
6 trips

Route 66 in Illinois

Chicago and the Begin sign, Joliet and the Gemini Giant, Pontiac, Springfield, Illinois

Best months
May to Jun, Sep to Oct
From
$249
Brick row of rooms and the tall sign of the Munger Moss Motel, Lebanon, Missouri
5 trips

Route 66 in Missouri

St. Louis and the Chain of Rocks Bridge, Cuba, the mural city, Devils Elbow, Springfield, Missouri

Best months
May to Jun, Sep to Oct
From
$2,190
All 6 trips in The Midwest: Illinois and MissouriCompare dates and prices with filters for month, length and budgetSee the trips

3 states

The Plains: Kansas, Oklahoma and Texas

12 stops, 8 trips.

Cracked deck of the white Brush Creek Rainbow Bridge near Riverton, Kansas, with a road shield
5 trips

Route 66 in Kansas

Galena, Riverton and the Rainbow Bridge, Baxter Springs

Best months
May, Sep to Oct
From
$2,290
Pale yellow trusses of the Pony Bridge repeating over the Canadian River in Oklahoma
7 trips

Route 66 in Oklahoma

Miami and the Ribbon Road, The Blue Whale of Catoosa, Tulsa, Arcadia: the Round Barn and POPS

Best months
Apr to May, Sep to Oct
From
$179
Restored 1929 brick gas station with orange pumps and a vintage tank truck in McLean, Texas
6 trips

Route 66 in Texas

Shamrock and the U-Drop Inn, Groom, Amarillo and Cadillac Ranch, Adrian, the midpoint

Best months
Apr to May, Sep to Oct
From
$2,290
All 8 trips in The Plains: Kansas, Oklahoma and TexasCompare dates and prices with filters for month, length and budgetSee the trips

2 states

The Southwest: New Mexico and Arizona

10 stops, 10 trips.

Old La Bajada road switchbacks climbing a dark basalt mesa in the New Mexico high desert
8 trips

Route 66 in New Mexico

Tucumcari, Santa Rosa and the Blue Hole, Santa Fe, Albuquerque and Central Avenue

Best months
Apr to May, Sep to Oct
From
$2,390
The Museum Club log roadhouse in Flagstaff, Arizona, with pines and melting snow
8 trips

Route 66 in Arizona

Petrified Forest and the Painted Desert, Winslow, Grand Canyon South Rim, Seligman

Best months
Apr to May, Oct
From
$1,190
All 10 trips in The Southwest: New Mexico and ArizonaCompare dates and prices with filters for month, length and budgetSee the trips

1 state

California to the Pacific

4 stops, 5 trips.

Glass bottles in green, blue and amber on rusty poles at Elmer's Bottle Tree Ranch, California
5 trips

Route 66 in California

Amboy and Roy's, Barstow and the Mojave, San Bernardino and the Wigwam Motel, Santa Monica Pier

Best months
Mar to Apr, Oct
From
$2,190
All 5 trips in California to the PacificCompare dates and prices with filters for month, length and budgetSee the trips

On the map

All 35 stops on the map

Every pin is a place our trips stop at or stay in, from Lake Michigan to the Pacific. Tap a pin for the trips and the from-price.

Map tiles © Esri, HERE, Garmin, map data © OpenStreetMap contributors.

Free advice, no obligation

Not sure which stretch?

Tell us how many days you have, when you can travel and your budget. A trip advisor in Tulsa replies with two or three trips that fit.

How to book