Convertible on 66

16 day self-drive holiday driving Route 66 including the Grand Canyon and Las Vegas

Drive the Main Street of America all the way from Chicago to Los Angeles. This self drive road trip will start in Santa Monica and take you through 9 US states along Route 66 and includes cities such as Amarillo, Oklahoma City and St Louis with side trips to the amazing Grand Canyon and two nights in Las Vegas.

Choose either a Convertible Car or an SUV for this epic trip. This is included in this great price and there is no additional one-way fee!

Your accommodation will be a mixture of hotels and historic Route 66 motels.

Includes flights from UK, car hire and accommodation
Fly into Los Angeles and out of Chicago
You’ll drive approximately 2450 miles in total
 Includes Las Vegas, Grand Canyon, Oklahoma City and St Louis
 Your trip can be tailored to suit your needs. Extra days can easily be added or we can shorten the trip if preferred
Your full road trip pack and itinerary will be sent to you
Your entire package is ATOL protected
Choose a Convertible Car or an SUV (included in price)
No one-way car rental fees to pay!
route 66 lite road trip

Your Itinerary

route 66 grand canyon

Days 1 & 2:
Santa Monica (2 nights)

You’ll arrive at Los Angeles airport, collect your rental car and make the short drive to Santa Monica for your first two nights. Enjoy the ocean, downtown LA and the local attractions such as Hollywood Boulevard and the famous Hollywood sign.

Collect
Car

Santa
Monica, CA

3 Star
Hotel

route 66 grand canyon

Days 3 & 4:
Las Vegas (2 nights)

Today you’ll start your Route 66 journey out of LA and towards the mountains. You’ll pass the Wigwam Motel, drive through Barstow and into Las Vegas, known as Sin City complete with it’s famous Neon lights, extravagant resorts and endless casinos. You’ll stay two nights here. 

270
miles

Las Vegas,
NV

4 Star
Resort

route 66 winslow

Day 5:
The Grand Canyon

As you leave the neons and resorts behind you, you’ll pass Hoover Dam which is worth a photo op. Then you’ll head south to Kingman, Arizona to pick up Route 66 again. Your hotel is in the Wild West town of Williams, right on Route 66, and just 60 miles south of the Grand Canyon.

240
miles

Williams,
AZ

2 Star
Hotel

route 66 winslow

Day 6:
The Petrified Forest

You’ve got an easy drive today but set an early alarm if you want to see sunrise at the Grand Canyon. In Winslow, you may want pose “Standing on the Corner”; lyrics made famous by the Eagles. Tonight you’ll stay in a concrete wigwam and may want to spend a couple of hours at the nearby Petrified Forest.

125
miles

Holbrook,
AZ

Historic
Motel

route 66 grand canyon

Day 7:
Santa Fe

Drive East past the Petrified Forest National Park and into New Mexico. You’ll drive through the old Route 66 cities of Gallup and Grants before Albuquerque and into Santa Fe, the wonderful historic city and New Mexico state capital.

295
miles

Santa Fe,
NM

Historic 
Motel

route 66 grand canyon

Day 8:
Amarillo, Texas

Today you’ll drive through Tucumcari which has a 1950s feel to it with several restored motels along the route. You’ll pass Glenrio, a ghost town on the Texas/New Mexico border and then Adrian, Texas which is the half way point of Route 66. You’ll want a photo at Cadillac Ranch before arriving at your Amarillo motel.

280
miles

Amarillo,
TX

Historic
Motel

route 66 winslow

Day 9:
Oklahoma City

Route 66 cuts through the Texas panhandle - On the list of must-see places today is the U-Drop Inn in Shamrock,   Route 66 Museum in Clinton and the historic Provine Service Station in Hydro. Oklahoma City is a wonderful place to explore and Bricktown is where you’ll find the nightlife!

260
miles

Oklahoma
City, OK

3 Star
Hotel

route 66 winslow

Day 10:
Springfield

You’ll visit 3 US states today! Highlights include the Blue Whale of Catoosa, 9 foot wide "sidewalk highway” section of 66 and the short 13 mile stretch of Route 66 in Kansas. Springfield is where, in 1926 a road linking LA and Chicago was planned. It was to be known as Route 60, but finally agreed as Route 66

295
miles

Springfield,
MO

Historic
Motel

route 66 oklahoma

Day 11:
St Louis

Today you’ll pass through the Ozarks, visit Devil’s Elbow and stop to see the historic hotels and bars in the Route 66 towns of Lebanon and Cuba before arriving in St Louis. You can take a trip to the top of the majestic Gateway Arch, the highest National Park in the US! 

215
miles

St Louis,
MO

3 Star
Hotel

route 66 chicago

Day 12:
Springfield

There's just 100 miles from St Louis to Springfield, IL. Today you’ll be able to drive a short section of the original brick road in Auburn. Your destination, Springfield is the Illinois state capital and famously associated with Abraham Lincoln who lived here and is buried in Oak Ridge Cemetery.

100
miles

Springfield,
IL

3 Star
Hotel

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Days 13 & 14:
Chicago (2 nights)

This is the final leg of your epic road trip. There’s some wonderful photo ops today including cities of Dwight and Bloomington. You’ll also pass Joplin Prison, used in the “Blues Brothers” film before arriving in Chicago, known as the Windy City and the eastern terminus of Route 66. 

200
miles

Chicago,
IL

4 Star
Hotel

route 66 springfield

Days 15 & 16:
Chicago & Fly Home

There’s plenty to do in Chicago. Make sure you have visited The Willis Tower, the second tallest building in the USA, Magnificent Mile and the Cloud Gate, known locally as The Bean. This evening you’ll catch your overnight flight back to the UK.

Return
Car

Fly
Home

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atol protected
travel vault
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british airways

All per person prices (pp) shown on this website are based on two adults sharing. Where hotel ratings are shown, these are US ratings, half stars are rounded up to the next full star. RouteTrip USA and RouteTrip are registered trademarks of RouteTrip USA Ltd. *T&Cs Apply. **Subject to availability. ***Refundable deposit required