Route 66: Point of Interest Map

Close [X]

Route 66 Vacation Packages

Name: Route 66 Vacation
Brand: Tripmasters Latin America
SKU: Route 66
Rating: 4.5 (315 reviews)

Route 66, `The Mother Road`, is one of the most popular and picturesque road trip journeys in the world. The route runs for 2,448 miles from Chicago to Santa Monica, and passes through multiple distinct geographic regions across eight states. An official U.S. highway from 1926 to 1985, old Route 66 today is an experience that takes you back in time to serve you a delicious slice of Americana, equal parts poignant, quirky, and memorable.

Best Vacation Packages:

Route 66 Midwest Discovery Self Drive (Chicago - St Louis - Springfield - Oklahoma City)

7 nights from $985*

More details›
Route 66 Southwest Discovery Self Drive (Amarillo - Albuquerque - Santa Fe - Flagstaff)

7 nights from $1,343*

More details›
Route 66 Origins Self Drive (Chicago - Springfield - St Louis - Tulsa - Oklahoma City - Amarillo)

15 nights from $2,039*

More details›
Route 66 - Amarillo - Santa Fe - Albuquerque - Flagstaff - Las Vegas - Los Angeles (Self Drive)

10 nights from $1,482*

More details›

Iconic Route 66, the most famous U.S. Highway System. Popular sights for families, adventurers, and lovers of small town Americana, beckon visitors to explore the heart of the country. Start in Illinois, with a stay in -The Windy City- Chicago (famed for its bold architecture and renowned for its museums and many loyal sports fans), then journey to Missouri, known as the -Show Me State- while exploring St. Louis (the Gateway Arch, the tallest monument constructed in the U.S.) and Springfield (the -Queen City of the Ozarks- which offers beautiful and scenic outdoor recreational activities). Before ending this whirlwind trip, your next stop is in Oklahoma, with a pleasant stay in its capital city; Oklahoma City (known for its cowboy culture and capital complex, surrounded by working oil wells).

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!;

Included:

Flight into Chicago and out of Oklahoma City

Rental Car for 8 days

Hotel for 3 nights in Chicago

Hotel for 1 night in St. Louis

Hotel for 1 night in Springfield

Hotel for 2 nights in Oklahoma City

Driving Time
Chicago - St. Louis: 5 hrs 25 mins approx.
St. Louis - Springfield: 3 hrs 20 mins approx.
Springfield - Oklahoma City: 4 hrs 15 mins approx.

7 nights from $985*

Customize it

Close more details

A Self Drive tour along The US -Mother Road-; exploring these east-west states and main cities in this holiday package. In Texas, visit; Amarillo (the -Yellow Rose of Texas-, home to the Route 66 and also famous for its 72 oz. steak challenge). Next, head to your next destinations in New Mexico: Albuquerque (-The Duke City-, with a modern downtown and an 18th-century colonial-era Old Town) and Santa Fe (one of the most artistic cities in the United States, and a UNESCO Creative City); two cities with rich history, melding Hispanic, Anglo and Native American cultures. Finally, in the midst of Arizona visit the -City of the Seven Wonders-, Flagstaff (surrounded by natural parks and monuments).

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!;

Included:

Flight into Amarillo and out of Flagstaff

Rental Car for 8 days

Hotel for 2 nights in Amarillo

Hotel for 2 nights in Albuquerque

Hotel for 1 night in Santa Fe

Hotel for 2 nights in Flagstaff

Driving Time
Amarillo - Albuquerque: 4 hr. 15 mins. approx.
Albuquerque - Santa Fe: 1 hr. 5 mins. approx.
Santa Fe - Flagstaff: 5 hrs. 30 mins. approx.

7 nights from $1,343*

Customize it

Close more details

Explore iconic Route 66 on a long ride from east to west, venturing through Illinois, Missouri, Oklahoma, and Texas!. Combine Chicago (set on beautiful Lake Michigan, well regarded for interesting architecture - like the Sears Tower - and its cultural highlights from museums to theaters and more), Springfield, Illinois (home of President Abraham Lincoln as well as his Presidential Library), St. Louis (whose beautiful and famous Gateway Arch welcomes visitors to this city on the Mississippi River), Springfield, Missouri (an Ozark city with lots of Route 66 history), Tulsa (Oklahoma`s vibrant second-largest city, with a sizable arts scene), Oklahoma City (the capital of Oklahoma and home to the National Cowboy and Western Heritage Museum and the Oklahoma City Memorial) and finally Amarillo (nicknamed -The Yellow Rose of Texas-, boasts a great food scene, historic districts, and easy access to Palo Duro Canyon).

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!;

Included:

Flight into Chicago and out of Amarillo

Rental Car for 13 days

Hotel for 3 nights in Chicago

Hotel for 2 nights in Springfield, IL

Hotel for 2 nights in St. Louis

Hotel for 2 nights in Springfield, MO

Hotel for 2 nights in Tulsa

Hotel for 2 nights in Oklahoma City

Hotel for 2 nights in Amarillo

Driving Time
Chicago– Springfield, IL: 3 hrs. 14mins. approx.
Springfield, IL- St. Louis: 1 hr. 28 mins. approx.
St. Louis- Springfield, MO: 3 hrs. 22 mins. approx.
Springfield, MO- Tulsa: 3 hrs approx.
Tulsa - Oklahoma City: 1 hr 34 mins. approx.
Oklahoma City - Amarillo: 4 hrs. approx.

15 nights from $2,039*

Customize it

Close more details

An amazing Road Trip Adventure, across the emblematic -Main Street of America- exploring east-west states with a Rental Car. Start in Texas, in Amarillo (-the yellow Rose of Texas- is home to the popular Route 66, famous for its 72 oz. steak challenge). After that, drive to New Mexico, exploring Santa Fe (one of the most artistic cities in the United States, and a UNESCO Creative City) and Albuquerque (-The Duke City-, with a modern downtown and an 18th-century colonial-era Old Town). Surrounded by natural wonders, like Grand Canyon, Oak Creek Canyon, Walnut Canyon is Flagstaff (the City of Seven Wonders), your next stop in the midst of Arizona. Before to end this unforgettable trip, spend nice moments in Nevada with its famous destination; Las Vegas (the top gambling destination in the country); and in California, with Los Angeles (the largest city on the West Coast with a melting pot of cultures and experiences).

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!;

Included:

Flight into Amarillo and out of Los Angeles

Rental Car for 11 days

Hotel for 2 nights in Amarillo

Hotel for 1 night in Santa Fe

Hotel for 2 nights in Albuquerque

Hotel for 1 night in Flagstaff

Hotel for 2 nights in Las Vegas

Hotel for 2 nights in Los Angeles

Driving Time
Amarillo - Santa Fe: 4 hrs. 10 mins. approx.
Santa Fe - Albuquerque: 1 hr. approx.
Albuquerque - Flagstaff: 4 hrs. 45 mins. approx.
Flagstaff - Las Vegas: 2 hrs. 45 mins. approx.
Las Vegas - Los Angeles: 4 hrs. 10 mins. approx.

10 nights from $1,482*

Customize it

Close more details

Major Cities and Parks

See Major Cities and Parks

Sections of Route 66

Route 66 - East

The Eastern portion of Route 66 takes you through the Midwest, starting in Chicago and meandering through Illinois, Missouri, Kansas, and Oklahoma.
Route 66 - Central

The Central portion of Route 66 takes you through the enchanting Southwest, through the states of Texas, New Mexico, and Arizona.
Route 66 - West

The westernmost portion of Route 66 takes you through the Golden State of California to the end of the line in Santa Monica, passing through cities like Los Angeles along the way.

More to Explore

The West Coast

Experience an unforgettable vacation exploring the fantastic Pacific West Coast Region including Washington, Oregon, and California along with the awe-inspiring charms of Alaska.

The Rocky Mountains

The Rocky Mountains stretch some 3,000 miles from British Columbia and Alberta in Canada through Idaho, Montana, Wyoming, Colorado, and down to New Mexico in the U.S.

Lake Michigan

Lake Michigan is one of the five Great Lakes and the only one located completely inside the boundaries of the United States.

Interests

Skiing in Colorado

See All Interests

USA Customer Reviews

4.5 out of 5 stars ► 315 Reviews

Overall, my experience, the trip masters was good, but but I had a problem you couldn’t help. The reason I say this is that we had a problem with a ho ...

Read more - See this traveler's itinerary

Traveled on: 9/24/2026
The hotel in Washington DC was very small and the bathroom offered little space and privacy. However, the hotel was eccentric and had fun decorations. ...

Read more - See this traveler's itinerary

Traveled on: 8/24/2026
You guys are great! Keep being awesome ...

Read more - See this traveler's itinerary

Traveled on: 6/12/2026
It was an excellent trip ...

Read more - See this traveler's itinerary

Traveled on: 6/5/2026
I liked the car rental, hotels, flights, and locations. It was quite an adventure! It would have been nice to know of the one-way car rental fee more ...

Read more - See this traveler's itinerary

Traveled on: 3/29/2026

Map of Route 66

Route 66

Map of Point of Interest

Orientation

Cities in the USA

Alamosa
close X

Alamosa
New York City, NY
close X

New York City, NY

New York City, the Big Apple, is the USA's largest city. Founded as New Amsterdam, the capital of New Netherland, it became the most important city in the English colonies, and the USA`s first capital. New York City is the world capital of finance, media, and culture, and is perhaps the world`s most diverse city, where over 800 languages are spoken. There are so many layers to the city that never sleeps...you'll have to come back again and again to experience all of them. Visit and vibe with the Central Park, Statue of Liberty, Empire State Building, Times Square, Museum of Modern Art (MoMA), Metropolitan Museum of Art, Brooklyn Bridge, Rockefeller Center, The High Line, Grand Central Station, One World Trade Center, Fifth Avenue, Broadway, and so much more!
Los Angeles, CA
close X

Los Angeles, CA

Los Angeles is a sprawling Southern California city and the center of the nations film and television industry. Near its iconic Hollywood sign, studios such as Paramount Pictures, Universal and Warner Brothers offer behind-the-scenes tours. On Hollywood Boulevard, TCL Chinese Theatre displays celebrities' hand- and footprints, the Walk of Fame honors thousands of luminaries and vendors sell maps to stars homes. Explore the Peterson Automotive, Natural History Museum, OUE Skyspace Building, Point Dume Hiking Trail, Hollywood Walk of Fame, Disneyland, The Getty Museum, Rodeo Drive, Santa Monica Pier, Venice Boardwalk, Sunset Strip, and so much more!
more cities ►

Destinations

Most Popular Packages

Manage Bookings

Additional Information

Recently Viewed

Who We Are

Destinations

My Booking

About Us

Route 66 Vacation Packages

Best Vacation Packages:

Major Cities and Parks

Sections of Route 66

More to Explore

The West Coast

The Rocky Mountains

Lake Michigan

Interests

USA Customer Reviews

Map of Route 66

Orientation

Cities in the USA

USA and Beyond