Historic Route 66

From $1999 (was $2249)

Per person, double occupancy, excludes roundtrip airfare

14 Days
View Dates and Prices

This program is currently sold out but new dates are coming soon! Call 877-332-6185 for more details.

Route 66 Vacation Details

Get your kicks on a tour of the Mother Road, historic Route 66. America’s most famous road connected the country using miles of concrete, unique attractions, and an identity built on the ideals of freedom and individuality.

Tour Includes

  • Chicago
  • St. Louis
  • Branson
  • Oklahoma City
  • Amarillo
  • Albuquerque 
  • Flagstaff 
  • Las Vegas 
  • Los Angeles 
  • Santa Monica 
Hotel Accommodations
  • 13 Nights
  • Moderate hotels based on twin/double occupancy
  • Start your tour a day earlier in Chicago, or add an extra night at the end in Los Angeles. Call for more details.
  • 13 Breakfasts, 1 Lunch, and 2 Dinners
  • A professionally trained local tour director who is knowledgeable of the area and will provide you with a wealth of information. Their friendly service will make your trip a memorable experience.
Baggage Handling
  • To and from your hotel room throughout your land tour for one piece of Checked Baggage per person.

Activity Level

Activity Level Active

Click here for full details.

Tour Highlights

  • Stand at the official start and end points of Route 66 in Chicago and Santa Monica
  • Visit the 8 states that comprised historic Route 66
  • Photo ops at roadside oddities including Cadillac Ranch, Elmer’s Bottle Tree Ranch, and “the world’s largest catsup bottle.”
  • See the Painted Desert, Petrified Forest, and Grand Canyon
  • Travel to the top of St. Louis’ Gateway Arch
  • Enjoy a guided tour of Chicago, including the Chicago River Boat Architecture Tour

Mandatory Vaccinations Against COVID-19

All guests, including minors, must be up to date with their COVID-19 vaccines prior to departure to participate. Guest vaccination requirements are currently for all departures until further notice. For more information visit our Travel Safe page.

*Web prices reflect Instant Rebate pricing. Offers valid for new bookings only and subject to availability. Offer may be cancelled at any time.

Please follow the steps below to price your vacation with YMT Vacations. When you complete all the steps, click “Reserve” next to the date on which you would like to travel.

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Historic Route 66

Tours Starts: Chicago, IL

Tours Ends: Los Angeles, CA

Day 1

Arrive in Chicago

The intersection of E. Adams and S. Michigan in Downtown Chicago is the official starting point of Route 66—look for signs during your stop at the place where millions of people have set off down the Mother Road since 1926. Take a seat and enjoy an included pizza welcome feast. Connect with your new travel companions over big slices of Chicago’s famous deep-dish pizza at one of the Windy City’s pizza parlors. (D)

La Quinta Inn Downtown Chicago or similarr

Day 2


Enjoy an educational morning architecture tour on the Chicago River where you will learn about Chicago’s colorful past from a unique vantage point. Expert docents will explain the history of more than 50 buildings, and how they played a part in Chicago’s thrilling story. Spend the afternoon at leisure. (B)

La Quinta Inn Downtown Chicago or similar

Day 3

Chicago to St. Louis via Pontiac

Grab your sunglasses and your favorite snacks—today you hit the open road. Travel west to Pontiac, home of the Route 66 Hall of Fame & Museum. Enjoy the nostalgic exhibits, then have lunch on your own. Fans of condiments and quirky roadside attractions alike will enjoy the quick stop in Collinsville, home of the Brooks Catsup Bottle Water Tower. Pull into St. Louis late in this afternoon, where you will ride a tram 630 feet up to the top of the Gateway Arch. (B)

Drury Inn & Suites Convention Center or similar

Day 4

St. Louis to Branson

Enjoy a leisurely morning in St. Louis, then set off for Branson, the “Live Music Capital of the Universe.” Relax on your own this evening, and be sure to seek out a live show! (B)

Fairfield Inn & Suites or similar

Day 5

Branson to Oklahoma City

Travel from Branson to Oklahoma City by way of Galena, Kansas. Route 66 goes right through Galena’s historic district. Oklahoma City, known locally as OKC, is renowned for its cowboy culture and excellent barbecue. (B)

Wyndham Garden Hotel Oklahoma City Airport or similar

Day 6

Oklahoma City to Amarillo

Continue to Elk City, where you will see the National Route 66 & Transportation Museum. Enjoy lunch on your own in the charming town, then pull into Amarillo, TX for dinner at The Big Texan Steak Ranch, a roadside attraction that’s served Texas-sized portions since 1960. Look for a giant steer, and a bright blue sign on the restaurant’s signature yellow building. (B, D)

Sleep Inn - West Medical Center or similar


Sep 25 & Oct 2, 2022 departures will visit Albuquerque during the 50th Anniversary of the Balloon Fiesta. This morning, witness hundreds of balloons slowly rise to float into the clear blue New Mexico sky.

Day 7

Amarillo to Albuquerque

Stop by Cadillac Ranch on your way out of town. One of Route 66’s stranger art exhibits, Cadillac Ranch consists of ten graffiti-covered Cadillacs buried nose-deep in the hard dirt. After a short pit stop in Adrian, Route 66’s halfway point, walk through the Tucumcari Historical Museum. Enjoy lunch on your own in town before heading to Albuquerque. (B)

Best Western Plus Rio Grande or similar

Day 8

Albuquerque to Flagstaff

Enjoy lunch in Gallup, home to the flamboyant Hotel El Rancho that hosted countless Golden Age movie stars while they shot classic westerns in the surrounding desert. Continue to the Painted Desert and Petrified Forest National Park, which is full of colorful petrified wood in a wide array of shocking hues. The dramatic landscape is full of windswept buttes, barren mesas, and breathtaking vistas. (B)

Days Hotel or similar

Day 9

Grand Canyon National Park

The beauty of the Grand Canyon is the complex and breathtaking result of billions of years of geographic tumult. It is a dramatic, dynamic display of earth’s power. Spend most of the day exploring the Grand Canyon on your own. Return to Flagstaff in the evening. (B)

Days Hotel or similar


Experience the Grand Canyon during mid-morning and see the majestic colors of the rocks aboard a Hummer! $115 p/p. Please add this option at time of booking.

Day 10

Flagstaff to Las Vegas

Your first stop today is Seligman, the “historic birthplace of Route 66,” and a perfect example of the quaint, charming, Americana aesthetic that the Mother Road is so famous for. Radiator Springs, the town in Cars, was originally inspired by the quiet streets of Seligman. Kingman, Arizona, is full of murals dedicated to Route 66, and is a great place to grab lunch en route to Las Vegas. Arrive in Sin City this afternoon, and enjoy the evening at your leisure. (B)

Golden Nugget Hotel & Casino or similar

Day 11

Las Vegas

This morning enjoy a photo op at the Las Vegas sign followed by a tour of the Las Vegas Strip. Then, enjoy an optional tour or spend the day at your leisure. Perhaps explore the reinvigorated downtown, or spend some time at the worldfamous Strip. Its 4.2 miles contain tens of thousands of hotel rooms, hundreds of dining options, world class shopping, golf, gaming, and an endless variety of entertainment! (B)

Golden Nugget Hotel & Casino or similar

Day 12

Las Vegas to Los Angeles

After lunch in Barstow, visit Elmer’s Bottle Tree Ranch—one of Route 66’s quirkiest roadside attractions. This pitstop is home to a manmade forest of discarded pipes and bottles. Elmer Long created over 200 trees and cacti—artful, eye-catching, and exquisite when illuminated by the hot desert sun.(B)

Holiday Inn LAX or similar

Day 13

Santa Monica

Today we take a guided tour of Los Angeles and Hollywood, seeing many of the highlights of the City of Angels, including the Sunset Strip and Hollywood and Highland. Enjoy an included farewell lunch on the Santa Monica Pier, the end point of Route 66. Celebrate the miles you’ve traveled and the sights you’ve seen by looking out at the ocean and up to the sign marked, “End of the Trail.” (B, L)

Holiday Inn LAX or similar

Day 14

Depart for Home (B)

Please note that this is a proposed itinerary; the actual itinerary may vary due to season, special events, or weather. Because our tour arrangements are often made a year or more in advance, YMT Vacations reserves the right to alter the itinerary. Itinerary changes are made to improve your vacation experience, as well as respond to any unforeseen circumstances that mandate alterations. By their nature, all tours vacations involve a certain level of physical activity. While YMT tours have been designed with our guests in mind and are not physically demanding, this tour does include walking and periods of standing during the sightseeing visits. You will also encounter steps and some uneven ground along the way, particularly at older, historical sights.

YMT Vacations itineraries may contain suggestions for activities for your leisure time; these suggestions do not constitute a recommendation nor an endorsement of any specific service provider and the decision to participate in any such activities should be made independently.


Don't see what you are looking for? Check out our general FAQ page here.

You have the ability to move your booking to another date or destination. We'll waive all land or cruise penalties and transfer you to the new vacation (airlines impose different change policies and penalties). See our Peace of Mind Program for more details.

A worry-free experience for our guests is very important to us. With guest's help and the implementation of a few changes and new protocols such as increased sanitization, responsible social distancing, and enhanced tour director training, you can continue to enjoy peace-of-mind while traveling. For more information on our new safety protocols, please see our Travel Safe Program.

Guests do not need a passport or visa for this tour. Starting October 1, 2021, guests are required to have a REAL ID-compliant identification which includes REAL ID-compliant driver's licenses, US passports, US passport cards, US military IDs, and federally recognized tribal-issues photo IDs.

A full list can be found here: https://www.tsa.gov/travel/security-screening/identification

Before this date, any government-issued ID, including any state driver's license and any federal ID, will suffice.

You will need U.S. dollars.

No, guests will not need to bring adapters or converters as the U.S. use standard 110V plugs.

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