Route 66 in Reverse
USA Self-guided Motorcycle Tour
Ride Route 66 in Reverse on this self-guided motorcycle tour, starting at the Pacific Ocean in Santa Monica, California and tracing the Mother Road all the way back to Chicago, Illinois. Running the itinerary in reverse offers a different take on the world’s most famous road trip, with the landscapes unfolding in a fresh way. From the Mojave Desert and the Grand Canyon to the wide-open Texas Panhandle and the small towns of the Midwest, you’ll experience the full sweep of America’s 20th-century travel history—vintage motels, trading posts, filling stations, diners, and roadside museums—exactly as they were meant to be discovered: from the saddle of a motorcycle. This self-guided Route 66 motorcycle tour is built for riders who value freedom and independence. With a carefully planned route, handpicked accommodation, and detailed navigation provided, you ride on your own schedule—no group riding, no pressure, no daily briefings. Linger at the places that grab you, detour down forgotten back roads, carry on when the mood takes you. On this tour you’re in control of the pace and the experience. It’s an authentic, unfiltered journey across America’s heartland on your own terms.
Highlights
— Grand Canyon
— Santa Monica Pier – the end of the Road
— Los Angeles
— Mojave Desert
— Seligman, Kingman and Oatman historic towns
— Petrified Forest National Park and Painted Desert
— Santa Fe, New Mexico – oldest state capital in USA
— Small town America
— Crossing the Mississippi River
— Chicago: Adams Street Route 66 start point, Art Institute, Willis Tower, the blues!
Ride Route 66 in reverse and save £1000!
Itinerary
Day 1
Arrive Los Angeles
Touch down in Los Angeles and make your own way to your airport hotel. Chill out or take a taxi to the beach. Relax and get ready for your ride!
Day 2
Los Angeles – Victorville
(115 miles)
Pick up your motorcycle and take the short ride through Los Angeles to Santa Monica Pier. Grab a bite to eat, stretch your legs, dip your toes in the Pacific Ocean, look for the end marker plaque at Ocean Avenue and Santa Monica Boulevard. If you have time, wander through downtown Santa Monica. Take in the ocean breeze and familiarise yourself with your bike for the adventure ahead. Being self-guided means you decide when to begin each riding day and how long to soak up the Californian coast before heading out onto the legendary Mother Road. Roll out from Santa Monica, through the LA suburbs and the first identifiable stretches of ‘old’ Route 66 to Victorville to rest up. There’s so much more ahead of you!
Day 3
Victorville, CA – Needles
(175 miles)
Today’s ride takes you into the dramatic, desolate, and hot Mojave Desert landscapes. Choose your own pace and photo stops. Look out for the quirky sculpture at Elmer’s Bottletree Ranch, take a break in Barstow, detour to Calico Ghost Town, Peggy Sue’s or Baghdad Cafe before making your way to Fenner and Amboy, located in the middle of nowhere, to check out Roy’s Motel and Café. End the day in Needles, sitting on the edge of the Colorado River.


Day 4
Needles, CA – Williams
(250 miles)
Cross into Arizona, ride through the iconic desert vistas. Along the way you’ll ride what we refer to as the “curviest” part of Route 66. Pass through Oatman, one of the few remaining authentic old west gold mining towns. Bring some carrots or buy some alfalfa cubes from one of the local shops to feed the local burros, left behind when the miners abandoned their claims. Ride the Oatman Highway and through the Black Mountains on a twisting & turning roller-coaster ride via the Stigraves Pass. Make your way to Kingman, the self-described ‘Capital of Route 66’ and then the small town of Seligman and experience some of the best home-cooking at Lilo’s Westside Café. You’ll stay in Williams — your gateway to the Grand Canyon – this evening.
Day 5
Williams
(ride out, 120 miles)
Today is Grand Canyon day! You have the freedom to head out early to the Grand Canyon South Rim — either by bike, riding the 55 miles to the south rim or, via the scenic train. Explore viewpoints, wander the rim. Be sure to go to Desert view on the Eastern edge of the park for the best views from the stone tower. Linger as long as you like before taking a sunset ride back to your hotel. This will be a day you’ll always remember!
Day 6
Williams, AZ – Gallup
(240 miles)
Ride east through rugged desert terrain alongside towering sandstone formations toward New Mexico. Stop in Winslow for a “Standin’ on the Corner” moment and then Holbrook to see the classic Wigwam Motel and it’s tepee-shaped rooms. Take your time riding through Painted Desert & Petrified Forest National Park, stopping to take in its natural geologic multi-coloured hues and colours. Soak up the open road feeling as the landscape gradually shifts toward Gallup — a historic rail town steeped in Native American culture. Be sure to stop by the historic El Rancho hotel for dinner and a look around the property.


Day 7
Gallup, NM – Santa Fe
(220 miles)
Ride alongside the Navajo sandstone mesas, through the splendour of New Mexico’s natural beauty. Ride down to Albuquerque’s Old Town for lunch, then follow the ancient Santa Fe Trail into picturesque Santa Fe — where you’ll spend two nights exploring at your own pace.
Day 8
Santa Fe
(free day)
Enjoy a rest day in historic Santa Fe, one of the oldest and the highest, (2194 m) state capitals in the USA. Explore Santa Fe’s numerous art galleries, specialty shops and museums, all within easy walking distance of your hotel. Or roam around the beautiful downtown plaza’s unique combination of Native American and Spanish colonial architecture. If you want a gentle ride, we recommend a visit to Taos. Lots of bends to ride as you take the valley road to get there and the alpine forest road back. Taos is famous as an artist colony and some beautiful art and native American crafts await you. Be sure to sample the local restaurants selection of New Mexican cuisine, a fusion of Mexican and Native American foods.
Day 9
Santa Fe, NM – Amarillo
(300 miles)
Depart Santa Fe and ride back onto the wide open plains and enjoy the natural splendour of the southwest following the old Santa Fe cattle drive trail through Pecos National Historic Park. Stop at the iconic Midpoint Café in Adrian, grab some pie and continue east through sprawling farmlands toward Amarillo. En route stop at the Cadillac Ranch, an ever-changing art exhibit started in 1974 by a group of eccentric artists called the “Ant farm”. Be sure to bring a can of spray paint, and release your inner hoodlum leaving your mark on one of the cars (encouraged by the artists). Tonight, test your appetite with the famous 72-oz steak challenge at the Big Texas Steak Ranch. The challenge here is to eat, or attempt to eat, the 72-oz (2 kg) steak dinner in an hour or less. If so it’s free. Are you hungry enough?!


Day 10
Amarillo, TX – Weatherford
(200 miles)
Today’s ride carries you over the Texas Panhandle and into Oklahoma. through vast cattle ranches and small farming towns. Stop at the iconic art-deco U-Drop Inn in Shamrock, featured in the film “Cars” as Ramone’s Body Shop. The old Route 66 here is wide open, giving you plenty of options for stops. In Clinton, at the Route 66 Museum you can learn more about the route and its importance in American history, and do a bit of souvenir shopping. Look out for quirky roadside attractions. End your day in the ranching and college town of Weatherford. Take it easy before tomorrow’s miles.
Day 11
Weatherford, OK – Tulsa
(190 miles)
Oklahoma has more miles of Route 66 than any other state, and they’re in better condition. Ride through endless prairies and rolling landscapes as you make your way toward Tulsa. Stop at the Round Barn in Arcadia, Seba Station Motorcycle Museum in Warwick or visit the Route 66 Interpretive Centre in Chandler. Today you’ll enjoy riding the “Old 66” and the longest remaining stretch of the original alignments of the route. Linger at road side stops or breeze through — that’s the beauty of riding self-guided.
Day 12
Tulsa, OK – Rolla
(310 miles)
This longer day takes you into Missouri’s textured scenery of oak forests and winding roads and then into Kansas. There’s just under 14 miles of Route 66 in Kansas. Check out the Route 66 welcome centre in Baxter Springs or the old train depot in Galena. Explore small towns- Carthage, Springfield, Joplin – along the way and visit historic museums. Enjoy the freedom to customise stops as you traverse your way toward Rolla.


Day 13
Rolla, MO – Springfield
(220 miles)
Ride through rolling Ozark hills and past farmlands, stopping at the Missouri Route 66 State Park or Jesse James’ hideout Meramec Caverns if you choose. Enjoy an easy pace as you meander through picturesque farming towns and countryside until you arrive at the Mississippi river, the border between Missouri and Illinois. Cross the Mississippi River back into Illinois, heading toward Springfield. Along the way look for the Chain of Rocks Bridge which became a part of original Route 66 in 1936.
Day 14
Springfield, IL – Chicago
(200 miles)
Your last riding day takes you through the heart of Illinois back toward Chicago. Follow the old Pontiac Trail and pop into charming towns along the way but arrive in Chicago with time to explore. Discover the “Windy City” of Chicago with all it has to offer: Famous blues clubs, Navy Pier, Willis Tower (formerly Sears Tower), fine dining restaurants and a vibrant nightlife. Take a stroll to the starting point of Historic Route 66 at East Adams St and South Michigan Ave. before you wrap up your self-guided Route 66 adventure.
Day 15
Arrive Chicago
You’ve done it! And today is the day to celebrate as you make your way home. You’ve ridden one of the world’s most famous roads in reverse, at your own pace and on your own terms — memories made entirely your way.
Total Distance c. 2700 miles
Dates & Prices
Date Couple/per person 2 Riders Sharing/per person Solo rider Season: 01 Apr - 23 Sept £2425 £3445 £4675 A deposit of just £500 secures the price you pay with our
£ price guarantee
The following discounts apply:
- 5% discount to bookings of 4 or more riders
- 5% discount for members of the Harley Owners Group, MAG, Curvy Riders, WIMA & BMW Riders Club
- £50 discount to bookings made by customers that have toured with us before
NOTE: Discount applies to tour price only and only one (the best) discount per booking applies. Discount excludes insurances, taxes, surcharges.
ALL BOOKINGS are eligible for a 10% discount off purchases online or instore at Infinity Motorcycles.
*** We are happy to customise any of our self-guided tours to suit your requirements – add or remove days, add detours, opt for different hotels, etc. All Orange & Black self-guided tours are prepared specifically for you. Our listed prices are guide prices and may be subject to seasonal variations, down as well as up! We will always prepare a full quote for you before asking you to confirm, and ONCE BOOKED AND CONFIRMED YOUR PRICE IS GUARANTEED. Just tell us what you want – it is your holiday! ***
Motorcycle surcharges:
Bike Band A - no surcharge Bike Band B - add £455 per bike H-D Heritage Softail H-D Street Glide Ltd H-D Street Glide H-D Road Glide Ltd H-D Road Glide H-D Pan America 1250 Special H-D Street Glide Touring Edition H-D Road Glide Touring Edition Indian Scout Sixty Classic Indian Scout Sixty Bobber A seasonal supplement of £299 applies to bookings in July and August
Surcharges may also apply to all above prices for public holidays, events and conventions.
Don’t forget to book tour optional activities...
Grand Canyon 45 minute spirit helicopter ride:
‘Breathtaking’, ‘an absolute must do’ and ‘definitely worth the money’ say our customers who have experienced this optional, but exceptional, 45-50 minute flight. Your Canyon Spirit tour departs from the South Rim of the Grand Canyon taking you over the beautiful Kaibab National Forest, home to the world’s largest ponderosa pine forest. Upon reaching the edge of the canyon, the South Rim gently drops away. The North Rim and eastern end of the canyon come into view. This is one of the most spectacular views in the entire canyon!
Price: £290 per person.Harley-Davidson Museum:
A fabulous interactive showcase of more than 100 years of Harley-Davidson’s rich motorcycle history.
Price: £31 per person.
Pre-bookable extras
Pre-bookable extras Basis Price VIP-Zero ($0 excess) Per bike £546 SLI Per bike £390 Breakdown recovery Per bike £149.50 Model guarantee Per bike £90 US arrival airport-hotel transfer Per person Free shuttle US arrival hotel pre-tour Per room per night POA US departure hotel post-tour Per room per night POA US departure hotel-airport transfer Per taxi included Travel/medical insurance Per person POA What's Included & What's Not
Price Includes Price Excludes Harley-Davidson® rental motorcycle (current model)
Complimentary copy of 'EZ-66', the Route 66 bible, for every rider
Complimentary Lonely Planet guide
Personalised Orange & Black Travel Guide to the USA and Canada
Sturdy wallet for all your travel documents
The best biking roads
Hand-picked 2-4* hotels
£ price guarantee, no exchange rate worries
Low £500 booking deposit
Basic 3rd party liability cover
All taxes, compulsory charges and one-way fees
Some breakfasts
ATOL protection (when we book your flights)
Peace of mind from our Travel Trust Association membership
Our unrivalled experience and knowledge
Motorcycle Security Deposit
Fuel (allow c. £20/day)
Conference, rally and other event surcharges
Parking Fees
Hotel/dealer transfers
Park and any other entrance fees
Additional activities
Meals except where specified (allow c. £40-£50/person/day
Personal expenses, souvenirs, tips
Optional pre-bookable extras:
• Flights (we are an ATOL bonded, UK company)
• Specialist Travel insurance for motorcyclists – www.bikerstravelinsurance.co.uk
• Optional CDW (VIP) & liability (SLI) motorcycle insurances
• Roadside assistance
• Motorcycle model guarantee
• Other makes and models of motorcycle
• Helmets and riding gear
• Car/van hire
• Excursions/activities
• UK airport hotel and parking
• Pre and post-tour accommodation and tours
• Pre and post-tour motorcycle hire
• US Airport/hotels transfer
• Additional activities
• Custom/private toursOur Accommodation
Los Angeles, Holiday Inn LAX
Victorville, Comfort Suites
Needles, Best Western Colorado River Inn
Williams, Grand Canyon Railway Hotel (2 nts)
Gallup, Best Western Plus Gallup Inn & Suites
Santa Fe, Courtyard by Marriott (2 nts)
Amarillo, Holiday Inn Amarillo East
Weatherford, Best Western Plus
Tulsa, Best Western Plus Downtown
Rolla, Best Western Coachlight Inn
Springfield, State House Inn
Chicago, Crowne Plaza O’HareOur Motorcycles
For more information on the motorcycles that are available for this tour please see our USA Motorcycle Rentals page.