Across the U.S. on Route 66 (road trip)
Self-drive tour
"The trail is the thing, not the end of the trail. Travel too fast and you miss all you are traveling for." - L'Amour
The American Dream comes true on this road! Traveling along the world’s most famous road can change your life. If there is a road that embodies the history, traditions, and culture of the United States, it is Route 66. You’ll travel 4,300 kilometers through 8 states and 3 time zones, feeling like one of the famous American adventurers. This is where the first gas station, the first fast-food restaurant, and the first motel opened; this is the birthplace of the American way of life in the 1950s.
Drive along the legendary Route 66 and experience this once-in-a-lifetime adventure!
Route 66 is the legendary road westward to California, which for a long time was the route taken by countless fortune seekers, penniless travelers, rebels, hippies, and adventurers, all of whom were headed somewhere - into the unknown. Today, that journey is a thing of the past, but the road remains the same, and we’ll ride it in two weeks - and for the more adventurous, the tour can even start in New York!
Traveling across America has long been a dream for people, but for a long time there was no way to do it, or no means to do it, or no money for it - in fact, until 1926, there wasn’t even a road...
In 1920, the idea was born to build a road that would take travelers from the East Coast of the U.S. to the West Coast, from reality to the land of dreams and promise.
Construction began, and within six years, the first American transcontinental highway was built between Chicago and Los Angeles, where one could drive for hours without encountering any traffic. In the 1950s, Route 66 became a myth, and today it has become a legend.
First, adventurers and fortune seekers headed west; then, during the Great Depression, the destitute and the poor sought a better life; during World War II, the military used the route; in the 1950s, everyone dreamed of buying a pink Cadillac (which was inevitably paired with The Blonde Woman), then heading west to California, the promise land... By the 1960s, sex, drugs, and rock & roll drew hippies in VW minibuses to the City of Angels.
Interestingly, there is no longer a continuous Route 66; it was officially discontinued in 1985 and renamed, but we can still drive on many, many sections of the good old Route 66 - and we will! 75% of the original route is still drivable!
Increasing traffic necessitated the construction of wider, more modern highways, so in many places they simply built the new roads (I-55, I-44, I-40, etc.) alongside the old one - since there was plenty of room.
Route 66 was preserved as a scenic highway; since highways no longer pass through small towns and villages, these areas have steadily become depopulated, but this has given us numerous opportunities to explore these ghost towns.
The route crosses 3 time zones and 8 states: Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona, and California.
Along the way, we enjoy the ever-changing landscape, the diners, the rusting car wrecks that have been sitting by the roadside for 80 years, and the old gas stations - but we can also get online in our hotel rooms. We’ll visit a few national parks, and at the end of the trip, we’ll catch a glimpse of the ocean.
Day 1: Chicago
Fly to Chicago, the capital of Illinois. Pick up a rental car at the airport and test it on the drive to you first hotel. You try to adjust to the local time, which is very different from home. The evening’s program includes sightseeing, taking photos at the sign marking the “start of Route 66”, then admiring the breathtaking view from the top of the Willis Tower (from a height of 103 stories). The bravest can step out onto the glass balcony to photograph the ant-sized cars far below from this great height. The city is filled with jazz and blues music, an unforgettable experience awaits you!
Day 2: 300 km / 187 mi
You wake up way too early on our own, since you haven't gotten used to the time difference yet, but that's okay - you can't wait to get started!
The great adventure begins!
Today you will see several local curiosities: vintage gas stations and even older diners. Endless fields of corn and soybeans stretch green on both sides of Route 66. Now it really sinks in: you’ve arrived in rural America! You are traveling on the strangest stretch of road near Auburn: an original brick section of Route 66 from the 1920s!
Your first stop will be a restaurant guarded by a “giant” since 1962 - an interesting photo opportunity. In the next village, we stop at the old gas station, where you could fill up between 1932 and 1966; the church is also located here, and a tunnel was dug under Route 66 so that parishioners could cross the busy road to attend services without any trouble. These days, however, you will be the only one there.
In a sleepy little town in Illinois, you can visit a Route 66 museum and car exhibition; you’ll encounter many wonders there.
Day 3: 430 km / 269 mi
Continue driving Westbound; Paul greets you with a gigantic hot dog, but we don’t eat it...
Drive past another old gas station and stop at the junkyard, behind which stands a rabbit statue you can hop on for a silly photo.
Illinois offers the most sights along Route 66 (per state), you will cover all of them in the itinerary.
Cross into Missouri, driving past St. Louis over the Mississippi River, where one of America’s most interesting regions awaits us. To the south, you can see the world’s longest pedestrian bridge, which was once an active traffic bridge on Route 66, but time has taken its toll, and it has since been closed to traffic.
Heading west, the forests meet the prairie, and the earth’s depths hide thousands of natural caves; outlaws hid here from the sheriffs pursuing them during the heroic age of the Wild West - and not without success!
Before the end of the day, you arrive at one of the most beautiful stretches of the tour. Here, the road had to be cut through an entire mountain, which posed a serious technical challenge for engineers in the 1920s. Here, too, you can observe the road’s curbing: it was thought that the outward-curving curb would keep vehicles on the road. They soon realized their mistake, but they didn’t tear down the curb.
Your accommodation today will be in a special place: a real Route 66 motel.
Day 4: 470 km / 294 mi
Continue along old roads, and soon you’ll make a quick detour to the land of tornadoes and the Wizard of Oz: the state of Kansas.
Cross a bridge built in the 1920s, one of many whose steel framework was encased in concrete - a sensation in its day, and now the last remaining example of its kind in the United States. Next to it stands a bullet-riddled STOP sign!
Next stop is an old mining museum, which, among other things, boasts a working Model T. The owner bought it on eBay and then beautifully restored it.
Route 66 runs through Kansas for only a short stretch - 13 miles - before crossing into Oklahoma. Nevertheless, this is where the longest stretch of Route 66 is located, and it was here that the idea for Route 66 was first conceived. The landscape is varied: the road winds through rolling hills lined with oak and elm trees.
Drive on through the Wild West toward Oklahoma City. In the 1830s, this area was declared uninhabitable and divided into reservations among five Native American tribes - the Choctaw (in their language, “Oklahoma” means “red man”), Chickasaw, Seminole, Creek, and Cherokee - all of whom stood in the way of “civilization’s” southward expansion.
Make a short detour south to visit a master car builder; according to legend, whenever he built a car in the 1960s, it eventually became a Matchbox model. To this day, he still receives 1 cent from the sales of these models.
Soon you arrive to an Indian totem pole, which a retired man spent 10 years building. Wonderful roads lie ahead: the two-lane asphalt gently follows the ridges of the hills - this is Route 66’s “roller coaster.”
Leaving Tulsa, cross the narrowest bridge on the route - it’s only a single lane - then drive parallel to the old road built in the 1920s; at several points, we can even merge onto it heading west.
Day 5: 500 km / 312 mi
Before noon make a stop at a gas station that sells 500 different kinds (!) of soft drinks. America sure is a strange place - then we’re off to a wonderful cowboy museum!
Soon arrive to another town and pop into the local Route 66 museum - it’s definitely worth stopping here. If you were to visit just one museum on the entire trip, this should be the one.
A small open-air museum is visible in the next village. It showcases life in the Wild West during the 1800s. Driving a little further, we reach the “zone of life and death” at the 100th parallel. Back in those days, banks wouldn’t give loans to buy land west of us because, in their view, it was already desert, and the farms were surely headed for bankruptcy - after all, what could possibly grow in the desert? In this village, you can’t miss the little gift shop either.
Pass by an Art Deco building, whose architectural style caused quite a sensation in the 1930s. The building appears in the movie “Cars”, and today it houses a café.
The highlight of the evening comes when you arrive at the famous steakhouse, where the truly brave can take on the challenge of devouring a free, gigantic steak weighing about 2 kg, along with the accompanying salad and drink menu. What’s the catch? You have to clear the plate in 60 minutes; if you don’t succeed, you’ll have to pay $80 plus tax. So far, about 20,000 people have tried it, and on average, one in five succeeds! The youngest was 11, the oldest 72, and some have succeeded more than 20 times...
Day 6: 450 km / 281 mi
Shortly after setting off, you reach the Cadillac Ranch near Amarillo. Graffiti is a must fun activity here!
Half an hour later, pass the sign marking the halfway point of Route 66; the distance is 1,139 miles in each direction. The café’s pie is delicious - it’s worth trying.
Drive your car through the land of the Comanche and Tucumcari Indians, then enter New Mexico and set our clocks back 60 minutes; this is the "Mountain Time Zone."
For some Route 66 travelers, the "West" begins here. If time allows, you can visit the dinosaur museum.
Just across the state line stop at a gas station where a surprise awaits inside - but what could it be? You will find out soon!
Day 7: 470 km / 294 mi
Today the first stop is a rather interesting place: an ice cave in the desert. It’s about a 15-minute walk to get there, and if we have time, we can also climb to the top of a volcano - this hike takes a little longer, but it’s worth it!
Have lunch in the Western-cowboy town at the most stylish restaurant, which was once frequented by Hollywood stars - even Ronald Reagan stopped by here back when he was still an actor.
The main attraction of the day is the national park, where erosion has brought 250-million-year-old petrified trees to the surface. You can drive through the park quickly (the roads are wonderful), but if you feel like it, you can linger longer in this lunar landscape. The most beautiful parts lie on the other side of the park, such as the Crystal Forest or the Rainbow Forest, where you can even see very large crystal-like tree trunks.
Arrive at the lodge in the evening, where you’ll spend the night in an Indian Wigwam! Once again, a steakhouse awaits for dinner.
Day 8: 380 km / 238 mi
"The Crater": 50,000 years ago, a meteor struck here, carving out a gigantic hole.
Speed up and don’t stop until you reach the Grand Canyon. An incomprehensible sight unfolds before your eyes. The more adventurous can take a helicopter tour over the canyon; everyone is guaranteed to be left speechless by the experience - this half-hour is one of the highlights of the trip.
Soon turn south toward you lodging, which is also in a cool little town packed with souvenir shops, cafes, and neon lights, a Route 66 classic location.
Day 9: 380 km / 238 mi
Heading west, stop in a small village and wonder how that Cadillac ended up on top of the barbershop. Drive along classic 1966 side roads toward Las Vegas.
Take a dip in the pool at your hotel in the heart of the neon city of Las Vegas, and then everyone is free to go out and have fun as long as their wallet allows. Anyone who wants to can get married here legally! This activity is not recommended for obvious reasons...
Day 10: 460 km / 288 mi
Today you travel quite a bit on straight roads, with the desert surrounding on all sides. People do live here, as we occasionally come across mailboxes...
You will encounter incredibly long trains along the way. In the afternoon visit the ghost town, which is a charming old mining town.
The fastest route to Los Angeles is via the freeway, but if we’re in the mood and still have got the energy, you can choose the back roads (takes longer but a much better experience, as all the sights are located along the smaller roads); you can also take a detour toward Joshua Tree, but this would require adding an extra night’s lodging to the itinerary - though the excursion is definitely worth it. ..
Useful information
This itinerary is just a suggestion; of course, you can spend more time in each city. You don’t have to head straight to Las Vegas - you can stop by Monument Valley along the way, or even end your trip in San Francisco!
To rent a car, the driver(s) must have a credit card in their own name; an international driver’s license is not required. The minimum age for car rental is 25.
Rates
- Starting at $3,450 for 2 people (depending on departure date, standard car category and standard room)
- Convertible surcharge: Starting from $1,150
- Superior room category surcharge: from $1,255
The price includes
Accommodation, car rental and insurance, itinerary, sightseeing recommendations (approx. 50-page PDF), Route 66 app (navigation)
Extended insurance can be purchased online, e.g., comprehensive roadside assistance
Other useful information
Accommodation: mid-range accommodations; each room can accommodate up to 4 people (in which case you will need to share 2 large beds)! Breakfast is provided at most locations.
Animals: We need to be extra careful; we may encounter snakes, lots of armadillos (belted mammals—similar to armadillos), coyotes, deer, and dogs. These animals are mainly a danger after dark—when we’re probably cooling off by the pool, but you never know...
Key traffic rules: At an intersection with a stop sign, the driver who arrives first has the right of way. A maximum of 4 motorcyclists may cross the intersection at the same time. You may turn right at a red light if there is no oncoming traffic or if the sign does not prohibit it. When a school bus stops, we must also stop, regardless of which direction we are approaching from.
Speed: We don't ride faster than 70 miles per hour (about 110 km/h), even on major highways. Speed can be checked from moving police cars or even from drones.
Spending money: budget at least $40–50 per person per day; make sure you have that amount on your card, but also bring some cash. Credit cards are accepted almost everywhere, but don’t let them out of your sight.
Travel Insurance (highly recommended):
Trip Cancellation Insurance (highly recommended):
Entry permit: You must complete an ESTA application online. The fee is $40, and it is valid for 2 years, you have multiple entry of up to 90 days from the date of entry for each visit. Passport must be valid 6 month after leaving the US. Here is the link.
Passport: It must remain valid for at least 6 months after departure.
Travel: on your own.
No reservations will be made without a paid deposit.
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The car rental includes:
- insurance (collision, liability, roadside assistance)
- unlimited mileage
- fuel: full to full
- airport pickup
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The car rental does not include:
- a one-way fee, which ranges from approximately $0 to $400 (depending on the car model, time of year, and rental company), Payable in Chicago to the rental company by credit card
- fuel
- deposit: $100–$400, which is refunded to the renter at the end of the rental
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To reserve a car, we will need the following information:
- Driver's full name
- Driver's age
- Address (also we need this for invoice)
- Driver's telephone number
- Driver's country of residence
- Name of country that issued driver's license
You must be at least 25 years old to rent a car, and of course, you must not leave your valid driver’s license at home. A credit card in the driver’s name is required to pick up the car or motorcycle.
We cannot accept any liability for the rented vehicle (car or motorcycle). The driver signs a contract with the rental company (Hertz, Budget, Avis, Alamo, etc.). The rental agreement is signed at the time of rental. The vehicle rental fee is included in our tour fee, but the one-way return fee is paid by the driver at the pickup location (if such a fee applies, it is a local charge). The rental fleet is new, the vehicles are constantly updated, and we have never had any technical issues!
None of our pacakages include flight tickets (unless specifically requested), travel and medical insurance, or other meals.
We can also arrange other options, such as trips from San Francisco to Los Angeles, Las Vegas, and New York by car or motorcycle. Email us or call: +16023549292
Cancellation
- Full refund for cancellations made more than 45 days in advance
- 50% non-refundable for cancellations made 44–32 days in advance; insurance is refundable
- Nothing refundable for cancellations made 31 days or less in advance; insurance is NOT refundable
Travel: on your own.
No reservation will be made without a paid deposit.