Tours and Tickets to Experience Route 66

Q: How much does it cost to visit Historic Route 66 in 2026?

Historic Route 66 runs cross-country between Chicago and Los Angeles, but most travelers only experience a small section. Grand Canyon day trips from Las Vegas with a Route 66 detour cost from around US$350, while some Chicago tours visit the start of the route, at prices from around $65.

Q: How long does it take to drive all of Historic Route 66?

Historic Route 66 runs for 2,400 miles (3,862 kilometers) across the US. So, if all you did was drive, you could cover the distance in less than a week. However, it’s best to allow at least two weeks, and you might spend three weeks or more.

Q: What’s the best time of year to road trip Historic Route 66?

Historic Route 66 spans an impressive range of weather conditions, which can include snow. To avoid scalding desert heat in summer and the bitter chill of the Windy City in midwinter, plan your Route 66 road trip for spring or fall (March through May and September through November).

Q: What are the must-see attractions along Historic Route 66?

The signature Historic Route 66 attractions are slices of vintage Americana, such as the Wigwam Motel (located in Holbrook, Arizona, and San Bernardino, California), the grandiose Conoco Tower Station, the Route 66 Drive-In, and The Ariston Cafe. Natural attractions include the Meramec Caverns and Petrified Forest National Park.

Q: What states and major cities are on Historic Route 66?

Route 66 runs through eight states: Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona, and California. Besides its terminal cities of Chicago and Los Angeles, it runs through the major cities of Springfield in Illinois, St. Louis in Missouri, Tulsa and Oklahoma City in Oklahoma, and Albuquerque in New Mexico.

8 results

Auto-translated

Best Seller

5.0

(20)

Chicago Scenic Driving Tour

Free Cancellation
2 hours

from $315

Per group

Chicago Audio Guided Walking Tour 3h and 25 Audio Commentaries

Chicago, a city with undeniable charm, awaits you for a walking exploration of its 25 must-see attractions. From the Riverwalk to Marina City to the famous Cloud Gate, this tour takes you through the history and architecture of Windy City. See iconic venues like the Chicago Theatre and Willis Tower, while learning fascinating stories about Al Capone and Prohibition. An enriching experience for architecture, history and gastronomy lovers, all in one day. - 7.2 km tour through points of interest in Chicago - Discover the historical and modern heritage of the city - Explore at your own pace with captivating audio stories - Ideal for travelers in a hurry or those on a quick visit to Chicago

...More

Chicago Audio Guided Walking Tour 3h and 25 Audio Commentaries

Free Cancellation
3 hours

from $7

Per group

Downtown Chicago Loop Walking Tour (Private)

Discover the stories, styles, and spirit that built Chicago into the architectural capital of the world. On this walking tour through the Loop, you’ll explore the birthplace of the skyscraper, visit landmarks like the Chicago Theatre, the Pablo Picasso at the Daley Plaza, and Millennium Park, and see how the city rose from the Great Fire to define modern design. Led by a friendly local guide who’s passionate about Chicago’s history and architecture, this tour brings the skyline to life one building, story, and photo stop at a time. Whether you’re an architecture enthusiast, a first-time visitor, or a curious local, you’ll walk away seeing Chicago in a whole new way.

...More

Downtown Chicago Loop Walking Tour (Private)

Free Cancellation
2 hours

from $27

Special Offer

Chicago and All MidWest Self Guided AI Audio Tours for 7 Days

With this AI app, you're no longer restricted to crowded group tours or rigid scripts. Explore iconic Chicago sites like Millennium Park and the Magnificent Mile—or dive deep into 1920s mobster hangouts and hidden Prairie Style masterpieces. Ask about literally anything that catches your eye—from a Gilded Age historic district to a secret jazz club or a towering steel-and-glass skyscraper. The Windy City's deepest secrets are entirely yours to uncover. Point & Discover: Snap a photo of any monument or museum masterpiece to instantly receive a captivating and accurate story. It’s like having a historian in your pocket! Ultimate Freedom: Navigate seamlessly with interactive map-based audio tours. Your schedule, your pace, your rules. Choose Your Vibe: Select a narrator persona that matches your style—from a deep-diving scholar to a fun companion for the kids. Get Started: 7 Days of Premium Access available instantly for iPhone and Android.

...More

5.0

(2)

Chicago and All MidWest Self Guided AI Audio Tours for 7 Days

Free Cancellation
7 days

from

$12

Likely to Sell Out

Holiday Walking Tour: Underground Chicago via the Pedway

Descend below street level to discover Chicago’s famed subterranean Pedway—and pair your adventure with stops at top landmarks and above-ground attractions. Meet your guide downtown, and head underground: stroll the Chicago Loop's Pedway and learn about its history, see the city’s famed Tiffany dome, visit the origin of Route 66, and finish at one of Chicago’s most iconic sculptures.

...More

5.0

(27)

Holiday Walking Tour: Underground Chicago via the Pedway

Free Cancellation
3 hours

from $65

Amarillo, Palo Duro Canyon and Route 66 Day Trip

We are the ONLY tour company in Amarillo! We want to make your trip memorable by providing everything you need for an unforgettable experience! This tour takes you on the most visited sights in Amarillo. We start with a tour of Downtown Polk St where you'll see the most historic buildings and learn the history of Amarillo. Then we take you to the Palo Duro Canyon to experience its true beauty as well as learning about the rock formations. We'll take a quick hike to the Big Cave and see Goodnights Dugout as well as stopping for some shopping. After that, take a break in Canyon Square for lunch and more shopping. Then we'll explore some of Amarillo's art scene with a trip to the Cadillac Ranch. Finishing up in the Historic Route 66 district, where you will hear the history and see some of the unique murals.

...More

3.9

(15)

Amarillo, Palo Duro Canyon and Route 66 Day Trip

Free Cancellation
6 hours

from $779

Per group

Likely to Sell Out

Bike Adventure Tour in Beverly Hills, Santa Monica and Venice

See the sights of Los Angeles on this electric or standard bike tour that will take you all over the city, including to Beverly Hills, Venice, Melrose, Santa Monica, and to where you can see the best view of the Hollywood sign. You’ll also stop for lunch along the way, but this is an additional expense. Put on your included helmet and safety vest, and then follow your guide for this adventure.

...More

Bike Adventure Tour in Beverly Hills, Santa Monica and Venice

Free Cancellation
5 hours

from $325

Likely to Sell Out

Private Grand Canyon National Park South Rim Tour from Las Vegas

Switch the human-made sights of Las Vegas for the might of Mother Nature on this private day trip to the Grand Canyon South Rim and other locations. Smooth private transportation lets you cover multiple sights, while the customizable itinerary means you can tailor your sightseeing and pace. View the Hoover Dam, visit Route 66, and get several hours at the south rim to follow the trails, hike in the canyon, and enjoy the Visitor Center and viewpoints.

...More

5.0

(3)

Private Grand Canyon National Park South Rim Tour from Las Vegas

Free Cancellation
11 to 12 hours

from $1,595

Per group

Route 66

5.0

(67)

USA

Know before you go

Historic Route 66 with Joshua Trees deep inside California's Mojave Desert.

Some modern maps don’t show Route 66, but detailed directions are available online.
Route 66 begins in Chicago and ends in Santa Monica, California, but only segments of the original road remain.
Fuel up often along the road, especially in western states like Arizona where gas stations can be scarce.
Don’t forget sunglasses; the east-west orientation of Route 66 means you’ll likely be driving into the rising or setting sun at some point.

Tours and Tickets to Experience Route 66

8 results

Route 66

People Also Ask