route 66 mustang tours

Your Route 66 Adventure Starts Here

A Route 66 adventure for everyone

Now offering our exceptional car caravans and a new bus tour. (This has replaced the "ride along" option.) Whether you want the thrill of driving or want to sit back and relax, we have the right option for you.

Guided Route 66 Car Caravans

Bring your own vehicle (or rent one) and follow your tour guide in a caravan of no more than 15 cars.

Route 66 Car Caravan

Chicago to Los Angeles

Guided Route 66 Bus Tours

Join fellow travelers on a comfortable motorcoach for a hassle-free adventure

Route 66 Bus Tour

Chicago-Las Vegas-LA

Two Lane America has created a masterpiece road trip on the mother road, Route 66. My wife and I traveled in June 2019 from South Florida to discovered how important Route 66 was and still is to this wonderful country

Our #1 bucket list trip was absolutely perfect, thanks to Austin Coop. The planning and research can be a bit overwhelming. With Two Lane America you can relax and just enjoy the trip as everything has been planned for you.

Charlayne H.

We were strangers from Ohio, Wisconsin, Virginia, Arkansas, California, and Holland, soon to become friends as we caravaned in our own vehicles from Chicago to Santa Monica on much of old Route 66 with 2LaneAmerica. We worried about nothing except buying gas or incidentals.

• Route 66 Motorcycle (guided), 15 days
• Route 66 Motorcycle (self-guide), 15 days
• Route 66 Motorcycle Small Group Tour (guided), 17 days
• Half of Route 66 - 8 Days, East
• Half of Route 66 - 9 Days, West
• Route 66 + Wild West Motorcycle, 16 days
• Route 66 + Wild West Motorcycle, 9 days
• Route 66 + Wild West Motorcycle, 8 days
• Minibus tour on Route 66 (small group)
• Bus tour on Route 66
• Route 66 by car (11-20+ day holidays)
• USA coast to coast via Route 66
• Easy Rider Self-Guide Tour
• Accommodation on Route 66
• Motorcycle rental
• Route 66 Magazine
• Video gallery
• The Fascinating Journey on Route 66: An Iconic American Road Trip
• The Fun of Riding Route 66 - A Journey of Adventure and Nostalgia

Route 66 tours: travel the most famous highway of the world! Get your kicks of 2,448 miles (by motorcycle, car, bus) from Chicago to LA...guided or self-guide...

Welcome to historic route 66: drive the "the mother road".

enjoyed going to the diners and soaking up the atmosphere of the Mother Road

Route 66 standard tours

15 day/14 night itinerary, both self-guide and fully guided versions, german, french, italian and spanish.

Route 66 Small Group Tour

17 day/16 night itinerary, small group and route 66.

Route 66 half-way tour: East (8 days)

Designed to ride from the illinois.

Route 66 half-way tour: West (9 days)

Original route tour offers, self-guide and fully guided versions.

Route 66 + the best natural wonders of the WEST (8 beautiful days)

Los angeles and las vegas.

Experience the Wild West(16 days)

Deserts, canyons, mountains, unforgettable sights, join a guided version.

Travel Route 66 in a minivan/minibus

Two nights in las vegas included.

Rent a Harley

Smaller sections of the mother road.

Rent a convertible car on Route 66!

Start in new york, #1 pacific highway drive.

Route 66 bus tours

Americans traveled from the 1920s through the 1960s, visit many of the route 66 museums.

We do organize custom tours

Have you got your own dates.

Maps of Route 66

Chicago to los angeles, download a route 66 app.

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• Packages & Tours

Route 66 Motorcycle Tour™

Guided tour - 15 days/ 14 nights, 2807 mi 4491.2 km, summer, spring, fall, 55 - 105 °f 12.8 - 40.6 °c.

EagleRider's World famous Route 66 motorcycle tour travels the original Route 66, known as the "Mainstreet of America" or "Mother Road" . At over 2400 miles long from Chicago to Los Angeles, Route 66 crosses three time zones and 8 States: Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona and California. Route 66 has been the path of migrants, dreamers, desperadoes and an entire generation of vacationers discovering the way west. The 1950's were the Route 66 glory days, when thousands of cars rode bumper to bumper behind each other to experience the Western frontier. Hotels, motels, gas stations, classic restaurants, and the "New" America sprang up everywhere. Much of Route 66's classic roads, restaurants, gas stations, and nostalgic landmarks are preserved just as they were in the 1950’s. The famous and nostalgic Route 66 is the road created in heaven for motorcycle touring. Simply stated, this is the guided tour of America!

Transform your journey into an exhilarating Tour by selecting one of our incredible Harley models such as the Harley-Davidson Street Glide Touring Edition, Harley-Davidson Electra Glide, Harley-Davidson Street Glide, Harley-Davidson Road Glide, Harley-Davidson Heritage Softail Classic, Harley-Davidson Street Bob, Harley-Davidson Road Glide Ultra, Harley-Davidson Road Glide Touring Edition, or for a different riding experience, choose from our sport touring models like the Yamaha FJR1300, and Yamaha Super Tenere 1200.

Show me how to save up to $5,119 per person today!

Book Your Tour

Starting at $4,420, bike selection, include bike, select tour package.

$4,911/ person

$6,647/ person

$8,272/ person

Number of Tour Packages

Tour itinerary, 0 mi / 0 km, chicago, il - arrival.

Welcome to the Windy City! Nicknamed the 'Paris of the Prairie', Chicago is the biggest and most exciting of the Great Lake cities. It includes a stunning skyline along Lake Michigan, and a gamut of top-rated museums, restaurants and cafes, and innumerable bars and nightclubs that pay homage to the city’s strong jazz and blues heritage. Tonight you will get to meet your fellow riders and Tour Guides at an Orientation Meeting at the tour hotel, followed by a great Welcome Dinner to kick-off your dream Route 66 journey!

187 mi / 299.2 km

Chicago, il – springfield, il.

This morning you pick up your bike and are off to the ultimate American road trip. The legendary Route 66 begins at the doorstep of our EagleRider location, cutting through the state of Illinois before running all the way to the Pacific Coast. From Chicago you head south along the Pontiac Trail, the original name for this bit of the road here, passing through Joliet, stopping at the amazing RT 66 Museum in Pontiac and generally getting a feel for the rubber on the Mother Road.

116 mi / 185.6 km

Springfield, il – st. louis, mo.

Today we head towards St. Louis! We will stay primarily on the 2-lane sections of the Mother Road, traversing cornfields and small towns that represent the heartland of America. Our arrival into St. Louis will be over the Chain of Rocks Bridge, the original bridge where RT 66 crossed the Mississippi River. Enjoy the short ride today into the "Gateway to the West," St. Louis. This amazing city rests along the shores of the mighty Mississippi River and is home to some of the best live music and BBQ ribs in the country.

15 Days Guided Route 66 Motorcycle Tour™ Inclusions

Save $5,119 /person, eaglerider tour price $4,420, individual price $9,539, late model motorcycle rental, $2,235 /person, bike model guarantee, $270 /person, grand canyon helicopter tour, 3 - 4 star motorcycle friendly hotels, $2,970 /person, fuel on riding days, $285 /person, custom armored riding jacket, breakfast on riding days, $330 /person, hosted welcome dinner, half-shell helmet for rider and pillion, $150 /person, eaglerider legendary farewell party, experienced multilingual tour guide, support vehicle equipped for luggage and spare bike, $2,250 /person, support vehicle driver, door to door luggage service, eaglerider on-road concierge, custom tour completion patch, national park entrance fees, hotel parking fees, transportation between tour hotel and eaglerider locations, total tour value, $9,539 per person, total tour price, $4,420 per person, total savings, $5,119 per person, not included.

Show me more ways to explore Route 66

Tour experiences caught on camera.

EagleRider tour guide on his 66th tour of famous Route 66

EagleRider's Route 66 Guided Motorcycle Tour

Route 66 Guided Motorcycle Tour

Day 7 & 8

Riders Who Explored This Trip Also Explored

Route 66 Motorcycle Tour - Albuquerque to Los Angeles

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Route 66 Motorcycle Tour - Chicago to Albuquerque

Chicago, IL

8 Days/ 7 Nights

Route 66 Self-Guided Motorcycle Tour

Self-Guided

15 Days/ 14 Nights

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Historic Route 66

The Route 66 tour begins in Chicago and ends in Los Angeles. The REVERSE tour option Los Angeles > Chicago is also available. Please ask our customer representative. Please view itinerary description below.

Trip Itinerary

Chicago Arrival

Arrive at Chicago’s O’Hare International Airport and transfer independently to your hotel.

Step outside today and experience mile after magnificent mile of the Windy City. Stand on the corner of Michigan and Adams, marked as the starting point of historic Route 66. Enjoy coffee and a big breakfast at Lou Mitchell’s, a Chicago institution since 1923 and a must for Route 66 travelers. Stroll the lakefront, peruse the shops, bike the parks, grab a Chicago Dog, or explore the city’s incredible sights and architectural treasures including Willis Tower, one of the tallest buildings in North Americas.

Chicago – St. Louis / driving distance: 300 mi / 480 km

This morning, pick up your rental car and get ready for an unforgettable journey into the then and now of America along historic Route 66. This legendary old road passes through a variety of pure Americana landscapes and takes in some of the country’s biggest, oldest and most peculiar sites along the way. Begin your journey by following the traditional east-to-west path of Route 66 from Chicago to St. Louis, Missouri, cruising through endless cornfields and flat prairies. En route, don’t miss Wilmington’s most photographed “citizen”, the larger-than-life green Gemini Giant, and Atlanta’s Bunyan Giant, a 19-foot statue of Paul Bunyan holding a giant hot dog. In Springfield, stop at the Cozy Dog Drive-In, the birthplace of the corn dog, and explore the legacy of Abraham Lincoln with a visit to the Lincoln Home National Historic Site. Once in St. Louis, the largest city along Route 66, you can follow in the footsteps of legendary explorers by visiting the historic sites found throughout the city including the Gateway Arch, the nation’s tallest monument.

St. Louis – Springfield / driving distance: 210 mi / 340 km

Continue through the Ozark Highlands of southern Missouri to Springfield, recognized as the birthplace of Route 66. En route, stop at Meramec Caverns, an extensive set of natural limestone caves whose formations and colors are as unique as they are beautiful. Adding to the pleasure of exploring the caves is learning that Jesse James used them as a hideout and took advantage of the underground river to escape through the “back door”.

Springfield – Tulsa – Oklahoma City / driving distance: 310 mi / 520 km

This morning, cut through the southeastern corner of Kansas on your way to Oklahoma City. The Oklahoma section of Route 66 contains more driveable miles than any other state as well as several miles of the original 9-foot road segment that served Oklahoman families headed west in search of better opportunities during the 1930’s. En route to Oklahoma City, stop to view the beloved 20-foot tall cement Blue Whale in Catoosa, a landmark along Route 66, and the Cyrus Avery Route 66 Memorial Bridge in Tulsa, honoring the “Father of Route 66’s” memory and connection to the historic highway. Once in Oklahoma City, the state’s capital, be sure to check out the old Route 66 motels, gas stations and numerous vintage buildings.

Oklahoma City – Amarillo / driving distance: 260 mi / 420 km

Continue to Amarillo, located in the pancake-flat plains of the Texas Panhandle. This area of Texas was once the buffalo-rich grasslands of the Great Plains, inhabited by bands of Kiowa and Comanche Indians. Stop at the Route 66 Museum in Clinton where you can experience six decades of Route 66 history. See Shamrock’s Tower Station and the U-Drop Inn Café whose towering spire is still a reminder of the booming business it once saw. See the first restored Phillips 66 gas station in McLean, and in Groom the leaning water tower and a 150-foot tall stainless steel cross. Once in Amarillo, be sure to stop at Big Texas Steak Ranch where you can attempt their 72oz. steak challenge.

Amarillo – Albuquerque / driving distance: 270 mi / 450 km

Before leaving Amarillo be sure to visit Cadillac Ranch. This unique display of art features a row of ten colorfully painted Cadillac cars buried grille first in the ground. Continue to the MidPoint Café in Adrian famous for its “ugly crust” pies. From Adrian you’ll follow Route 66 to Albuquerque, New Mexico for a great taste of the Land of Enchantment.

The state’s largest city, Albuquerque spreads north and south along the banks of the Rio Grande. Spend the day exploring Downtown Albuquerque’s Central Avenue, a treasure trove of Route 66 landmarks. Historic Old Town offers a taste of New Mexico’s Spanish colonial past while the Indian Pueblo Cultural Center, owned by the state’s 19 different Pueblo communities, traces the history of the region’s Native American cultures.

Albuquerque – Santa Fe – Albuquerque / driving distance: 116 mi / 186 km

To get a true sense of the Old Route 66, today you will detour to New Mexico’s state capital, Santa Fe. Founded on the ruins of an abandoned Indian village and steeped in history, Santa Fe is the oldest Capital in the U.S., and although it lost its place on Route 66 in 1938, it remains one of the most picturesque cities in the state. At one time this was the end of the old Santa Fe Trail, the earliest trade route linking the American frontier back east with the far west. Plan to visit one of Santa Fe’s famous art galleries, art markets, or museums full of traditional and contemporary art, including works by their own Georgia O’Keeffe, or shop for authentic creations you just won’t find anywhere else.

Albuquerque – Holbrook / driving distance: 260 mi / 420 km

This morning, the state of Arizona welcomes Route 66 travelers with an overwhelming display of trading posts. View huge concrete tepees that stand at the foot of brilliant red-rock mesas en route to Petrified Forest National Park, the only park in the National Park System containing a section of Historic Route 66. Here you will come face-to-face with over 13,000 years of human history and one of the world’s largest and most colorful assemblies of petrified wood, historic structures and archeological sites. Catch a sunset over the Painted Desert from the park’s Kachina Point before heading to Holbrook. Once in Holbrook, stop at the Wigwam Motel whose steel and concrete teepees featuring modern conveniences have welcomed guests since the 1950’s.

Holbrook – Grand Canyon National Park/Williams / driving distance: 180 mi / 290 km

Continue to Meteor City, a true vintage trading post whose distinctive dome can be seen for miles along this stretch of Route 66. Pass through Flagstaff and Williams en route to Grand Canyon National park, a natural wonder that you simply have to see to believe. Spend the day discovering the distinct South Rim of the Canyon. Stop at one of the numerous overlooks, walk part of the Rim Trail or along the historic Hermit Road. Visit a Photo Hot Spot, or climb to the top of a stone Watchtower for panoramic views that extend over 100 miles on clear days.

Grand Canyon National Park/Williams – Las Vegas / driving distance: 300 mi / 480 km

Leave the pretty town of Williams and the Grand Canyon behind as you make your way to Seligman, the first stop heading west on the longest uninterrupted stretch of Route 66. Continue through Kingman whose old Route 66 cafés and motels still flourish, to one of Arizona’s hidden treasures, Hoover Dam. Considered the largest single public works project in the history of the U.S., The Hoover Dam straddles the mighty Colorado River, which forms the border between Nevada and Arizona and brings much-needed water and power to the Southwest. Continue to Las Vegas, Nevada, a city that needs no introduction.

Enjoy a full day Las Vegas style. Walk the famous Las Vegas Strip lined with mega-resorts and flashing neon lights, place a bet at one of the many casinos, dine at world-class restaurants, catch the latest must-see show, shop designer boutiques, ride a rollercoaster, lay by the pool … the list goes on. With so much to do, 24 hours in a day hardly seems like enough.

Las Vegas – Santa Monica/Los Angeles / driving distance: 290 mi / 470 km

This morning, set out through the Mojave Desert for Calico Ghost Town, Yermo, California’s authentic silver mining town and one of the few original mining camps of the Old West. Rejoin Route 66 in Barstow where a collection of historic photographs and artifacts related to Route 66 and the Mojave Desert Communities are on display at the Route 66 “Mother Road” Museum. Continue through Pasadena, Los Angeles, West Hollywood and Beverly Hills to Santa Monica for a true Hollywood ending to your cross-country journey. Park and venture the last few blocks on foot to view the “End of the Trail” sign on Santa Monica’s Pier. This sign officially marks the western end of historic Route 66.

Los Angeles/Santa Monica

Spend the day strolling along the beaches of Santa Monica or browsing the adjacent indoor/ outdoor shops at Third Street Promenade. Or, further explore L.A.’s one-of-a-kind destinations, playgrounds of the rich and famous and architectural gems. Universal Studios Hollywood and Anaheim’s original Disneyland Park are also located within easy driving distance.

Los Angeles Departure

Return your rental car at Los Angeles International Airport prior to your departure.

Prices, Dates, Hotels & Conditions

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The final price you will pay for this tour is that displayed in USD. Prices converted in other currencies are for guidance purposes only and are approximate.

TOUR HIGHLIGHTS - Gaze at Chicago’s Willis Tower, the tallest building in North America - Take a nostalgic ride along historic Route 66 - Get a bird’s eye view of the Gateway Arch in St. Louis - Lose yourself in the quiet beauty of Missouri’s Ozark Region - Experience the nation’s longest drivable stretch of Route 66 in Oklahoma - Pay a visit to Amarillo’s Cadillac Ranch, a ritual site on The Mother Road - Sample rich culture and the true Southwest in Albuquerque - Visit Santa Fe, a UNESCO designated City of Design, Crafts and Folk Art - Explore one of the best remnants of native Arizona grassland in Petrified Forest - View one of the 7 natural wonders of the world, the Grand Canyon - Pay a visit to Hoover Dam - Enjoy 24 Hour entertainment in glittering Las Vegas - Explore Calico Ghost Town - See the replica of the long-lost Route 66 “End of the Trail” sign at the Santa Monica Pier - Get closer to the stars at Grauman’s Chinese Theater, a Hollywood landmark - Commemorative certificate of having driven Historic Route 66 Admission fees not included

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Route 66 Tours & Trips

Travel along USA's famous Route 66, which starts in Illinois and crosses several states before finally ending in California . Wander past the Grand Canyon and then discover the culture and traditions of New Mexico. End your holiday in sunny California where Los Angeles or San Francisco will take your breath away.

4 Route 66 tour packages with 385 reviews

• In-depth Cultural
• Sightseeing

Highlights of Route 66

Great trip, included a lot of quirky additions along the way. The tour director, Barbara, was knowledgeable and emanated absolutely love and joy for her country. The group were also a delight to be around, we gelled together well which added to the experience in a wholly positive way. Loved it!

Parks & Canyons Spectacular

• Coach / Bus

Highlights of Route 66 and Albuquerque Balloon Fiesta

• Hiking & Trekking

Great Walks: The Best Hikes of the National Parks of the Southwest

GET NEWS EMAIL US 01256 771770

Route 66 Original

Usa self-guided motorcycle tour.

THE MOST FAMOUS ROAD TRIP IN THE WORLD A journey of discovery and nostalgia, an opportunity to take the back roads into a bygone era and discover how America travelled in the 20th century before the Interstate Highways. We’ve been sending riders down Route 66 longer than just about anyone and our Route 66 tour is probably the most famous motorcycle tour in the World. Experience the flair and charm of the old route, from the start in Chicago, Illinois all the way to the end in Santa Monica, California. Stop at museums and unique attractions, and get a great insight into the people and history of the USA. Visit wonderful old trading post filling stations, motels, and diners along the scenic “Mother Road”. Take your time and enjoy the scents of new mown hay and savour the taste of smoked hickory barbecue. Travel through ever-changing landscapes of small town America, the never-ending expanse of the Texas panhandle, the desolation of the Mojave Desert and majestic Grand Canyon National park. Take on the challenge of finding your way across America on your motorcycle, through its diverse and colourful scenery. Discover a side of America many travellers never see or experience on this iconic and celebrated route through America’s heartland.

All self-guided tours include a GPS unit and personal daily GPX files

— Grand Canyon — Chicago: Adams Street Route 66 start, Art Institute, Willis Tower, the blues! — Mojave Desert — Santa Fe, New Mexico – oldest state capital in USA — Petrified Forest National Park and Painted Desert — Crossing the Mississippi River — Seligman, Kingman and Oatman historic towns — Santa Monica Pier- the end of the Road — Small town America — Los Angeles

Book with confidence. Our £££ prices are guaranteed!

Arrive Chicago

Not enough days available for the full tour? Why not do Route 66 Hemi from Albuquerque to Los Angeles in just 9 days! See guided itinerary and ask us for the self-guided price.

On arrival at O’Hare Airport, take the hotel shuttle to your hotel. After check in, take in the entertainment, shops and bars nearby, and maybe check out your motorcycle. If you want to discover the “Windy City” of Chicago with all it has to offer, we suggest you arrive a day early and explore at leisure:

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.

Chicago – Springfield, IL

(200 miles)

After breakfast, make your way to the motorcycle pick up and retrieve your ride for your Route 66 Original self-guided motorcycle tour. Next thing you know you’re riding down Historic Route 66 through the cities, small towns and farmlands of Illinois. Follow the Pontiac Trail, as Route 66 used to be known here, to the state capital of Springfield.

Springfield – Rolla, MO

(220 miles)

Today you ride through the picturesque scenery of small town mid-America into the rolling hills of the Ozarks. Your morning begins by meandering through picturesque farming towns and countryside until you arrive at the Mississippi river, the border between Illinois and Missouri. Stop here for the Chain of Rocks Bridge which became a part of original Route 66 in 1936. After lunch, stop at the Missouri Route 66 State Park to learn more about the history of the route in the state. Afterwards, enjoy the hills and valleys twisting through the Ozarks to Jesse James’ hideout at Meramec Caverns. Finally arrive in Rolla for dinner and a good night’s sleep, now you’re only 24 hours from Tulsa!

Rolla – Tulsa, OK

(310 miles)

This morning the road twists, dips, and climbs through dense forests of oak, elm, hickory and redbud. Soon the hills, valleys and twisty roads gradually fade away as you ride through (another) Springfield, Joplin and Carthage until you reach Kansas Be sure to stop in either Galena or Baxter springs, considering there’s just under 14 miles of Route 66 in Kansas. Check out the old train depot in Galena, or the Route 66 welcome centre in Baxter Springs. Then you’ll ride into the gentle bends and hills of Eastern Oklahoma, and finally Tulsa. Enjoy a good night’s rest, it’s been a long but enjoyable day on your Route 66 self-guided motorcycle tour.

Tulsa – Weatherford, OK

(190 miles)

Oklahoma has more miles of Route 66 than any other state, and in better condition. The majority of the day is spent riding the “Old 66” through pasture and prairie. Stop at the Route 66 Interpretive Centre in Chandler, the Round Barn in Arcadia, Seba Station Motorcycle Museum in Warwick, and ride the longest remaining stretch of the original alignments of the route. Further west you’ll ride through El Reno, over the mile-long pony truss bridge near Hydro and end up at your hotel in the ranching and college town of Weatherford.

Weatherford – Amarillo, TX

Start today at the Route 66 museum in Clinton, where you can learn more about the route and its importance in American history, and do a bit of souvenir shopping. Then it’s back on the road, passing over the great plains, through vast cattle ranches and small farming towns as you enter the Texas panhandle. Stop at the iconic art-deco U-Drop Inn in Shamrock, featured in the film “Cars” as Ramone’s Body Shop. Then you’re off across the plains for a well-deserved steak at the Big Texas Steak Ranch in Amarillo. 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 courageous or crazy enough to try?!

Amarillo – Santa Fe, NM

(300 miles)

First stop, 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 let your inner hoodlum out and leave your mark on one of the cars (encouraged by the artists).  Then it’s off to Adrian, home of the Midpoint Café and your halfway point. After stopping for a coffee and the best pie on the route, you’ll leave the great plains and head into the natural splendour of the southwest. Riding through the wide open spaces of the high chaparral deserts and prairie into the Rocky Mountains. On your way keep an eye out for Pronghorn Antelope, mule deer and other wildlife. Follow the old Santa Fe cattle drive trail through Pecos National Historic Park and into beautiful Santa Fe, where you will spend the next two nights of your Route 66 self-guided motorcycle tour.

Today is a day of rest and relaxation in one of the oldest and the highest, (2194 m) state capitals in the USA. Explore Santa Fe’s numerous art galleries, speciality shops and museums, all within easy walking distance of our 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 the short visit to Taos. Lots of bends to ride as you take the valley road there and the alpine forest road back. Taos is famous as an artist colony and some beautiful art and native American crafts awaiting you. Be sure to sample the local restaurants selection of New Mexican cuisine, a fusion of Mexican and Native American foods.

Santa Fe – Gallup, NM

Time to get back on the road and out into the deserts of the southwest. Ride down into the Rio Grande valley to your first stop for lunch in Old Town Albuquerque. Then head west alongside the Navajo sandstone mesas, through the splendour of New Mexico’s natural beauty, ending the day in the old railroad town and Native American stronghold of Gallup. Be sure to stop by the historic El Rancho hotel for dinner and a look around the property.

Gallup – Williams, AZ

(240 miles)

Today on your Route 66 self-guided motorcycle tour you head into Arizona’s spectacular deserts. The first stop is Painted Desert & Petrified Forest National Park, take your time riding through the park, stopping to take in its natural geologic multi-coloured hues and colours. Afterwards it’s a short ride into Holbrook to see the Wigwam Motel’s tepee-shaped rooms. Then it’s time for lunch and some time to “Take it Easy” with the Eagles, and “standin’ on the corner” in Winslow, Arizona.  Finally, continuing onward to your hotel in the quaint town of Williams, last Route 66 town by-passed by interstate 40 and gateway to the Grand Canyon.

(ride out, 120 miles )

Today is Grand Canyon day! You can take the train from Williams or ride the 55 miles to the canyon’s south rim. Here you’ll have time to explore the national park’s numerous viewpoints and attractions, and be sure to go to Desert view on the Eastern edge of the park for the best views from the stone tower. We recommend a helicopter ride for a bird’s eye view and to appreciate just how massive it really is. Take a sunset ride back to your hotel. This will be a day you’ll always remember!

Williams – Needles, CA

(250 miles)

Start the day by taking a short ride through the town of Ash Fork, down Crookton Road into the small town of Seligman for the best breakfast on the route at Lilo’s Westside Café. Be sure to give yourself some time for shopping at its many Route 66 shops. Afterwards, make your way to Hackberry and Kingman, the self-described ‘Capital of Route 66’, for lunch. Then comes what we like to call the ‘curviest’ part of the Route, Stigraves Pass via the Oatman Highway, a twisting & turning roller-coaster ride over the Black Mountains. Stop in Oatman to see 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.  Get cooled off before descending into the scorching heat of the Colorado river’s Mohave valley and Needles, California.

Needles – Victorville, CA

(175 miles)

You start the day by riding around the Spirit Mountains into the dramatic & desolate hot Mojave Desert. Take a break in the oasis in Fenner before making your way to Amboy, located in the middle of nowhere, to check out Roy’s Motel and Café. Continue on to a lunch stop in Barstow and then onward to see Elmer’s Bottle Tree ranch. After a hot day riding through the desert your hotel’s refreshing pool beckons you to take a cool dip and relax before your last day of riding tomorrow.

Victorville – Los Angeles

(115 miles )

Your big adventure comes to an end today with your ride to Los Angeles. Much of the road has been lost, but the end of the Mother Road, Santa Monica Pier, is worth the wait. Park your motorcycle, have some lunch on the pier, and then dip your toes in the Pacific Ocean, this really is journey’s end! Take your time going to the end marker plaque at Ocean Avenue and Santa Monica Boulevard, and then wander through downtown Santa Monica. All that remains, the ride to the motorcycle drop-off and saying goodbye to your bike for the past two weeks. Get to your hotel and enjoy a nice celebratory dinner and drinks and some well-earned rest, You made it all the way on your Route 66 self-guided motorcycle tour!

Depart Los Angeles

Time to pack your bags and head home, filled with the experiences and memories. We hope to see you back for another great tour. This is end of the road – for now!

Total Distance c. 2700 miles

Dates & prices, per person prices, motorcycle surcharges:.

Band A add £zero per bike Band B add £355 per bike Band C POA per trike

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

What's included & what's not.

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 • TriGlide trike • 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 • Hotel/dealer transfers • US Airport/hotels transfer • Additional activities • Custom/private tours

Our Accommodation

Chicago, Crowne Plaza O’Hare Springfield, State House Inn Rolla, Best Western Coachlight Inn Tulsa, Best Western Plus Downtown Weatherford, Best Western Plus Amarillo, Holiday Inn Amarillo East Santa Fe, Courtyard by Marriott (2 nts) Gallup, Best Western Plus Gallup Inn & Suites Williams, Grand Canyon Railway Hotel (2 nts) Needles, Best Western Colorado River Inn Victorville, Comfort Suites Los Angeles, Holiday Inn LAX

Our Motorcycles

For our selection of motorcycles please see our  USA Motorcycle Rentals  page.

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Please call us on 01256 771770  or email us using the form below:

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Orange & Black, 16 High Street, Overton, Hampshire. RG25 3HA England

Please call us on 01256 771770 or email us using the form below:

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Route 66 Self Drive Tours

Ford mustang – sedan – suv.

ROUTE66 SELF DRIVE TOUR INFORMATION REQUEST VIEW ROUTE 66 SELF DRIVE TOUR ITINERARY ANY QUESTIONS? CLICK HERE ROUTE 66 SELF DRIVE TOUR PRICING ROUTE 66 SELF DRIVE TOUR BOOKINGS

ROUTE 66 SELF DRIVE TOUR HIGHLIGHTS

21 Days:  Los Angeles to Chicago or Chicago to Los Angeles

GROUP TOUR LOS ANGELES – CHICAGO DEPARTS AUCKLAND 14 SEPTEMBER 2024

Route 66 is a well-known road in the USA with many interesting and strange sights, leaning water towers, all kinds of giants, restored gas stations, Wigwam Motels, hot-rods and custom cars, barbed wire museum, a painted desert, and a Cadillac Ranch.

LOS ANGELES – LAS VEGAS

•  Peggy Sues 50’s Diner – 1950s-style diner with American classics such as meatloaf & chicken-fried steak on the menu.
• World Class Shows  – Your tour notes tell you how to buy tickets to the best shows in Vegas, frequently at discounted prices.
• Fremont Street Experience  – Head Down Town for bands, street entertainers , zip line, and much more.

GRAND CANYON – GALLUP

• Grand Canyon West – Visit one of the best known places in North America
• Old Route 66 Historic Hotel – Discover a unique Southwest Experience during the American West. The El Rancho Hotel is a pillar of the West and was the Home of the Movie Stars throughout the 1930s to 1940s who filmed Westerns in the area.

CLINTON & AMARILLO:

• Oklahoma Route 66 Museum Clinton – For the ultimate Route 66 experience look at the history, myths, signs, photos & music of the iconic road, plus a diner replica.
• Big Texan Steakhouse – Dine at The Big Texan in Amarillo get a 72oz steak eat it in under an hour and its free.

SPRINGFIELD & CLAREMORE:

• Meramec Caverns –  Discover a 4.6-mile cavern system in the Ozarks, near Stanton, Missouri. The caverns were formed from the erosion of large limestone deposits over millions of years.
• Will Rogers Centre Claremore –  a 19,052-square-foot museum in Claremore, Oklahoma that celebrates entertainer Will Rogers. The museum houses artifacts, memorabilia, photographs, and manuscripts relevant to Rogers’ life, and documentaries, speeches, and movies starring Rogers are shown in a theatre

OKLAHOMA CITY:

• National Cowboy Hall of Fame –  Visit the National Cowboy & Western Heritage Museum with more than 28,000 Western and American Indian art works and artifacts allocate 3-6 hours minimum to see everything.
• Visit Pontiac Illinois – for the route 66 museum and classic cars.
• The Gateway Arch –  it is the world’s tallest arch 190-metre monument in St. Louis, Missouri, United States. Take a tram ride to the top. Visit the museum and trace stories of Native Americans, explorers, pioneers, and rebels who made America possible.
• Take the Mobster Tour – for a gangland experience
• Navy Pier & Willis Tower –  Just two of the many attractions on the hop-on-off Chicago city tour  

TO VIEW DETAILED ITINERARY USE BUTTON BELOW

Indicative pricing, toyota corolla or similar,  from nzd $4,500 per person    (quad share)  nzd $6,200 per person (twin share), ford mustang or similar,  from nzd $7,000 per person (twin share).

TOUR ONLY – FLIGHTS ARE ADDITIONAL 

EARLY BIRD OFFER: Book by 31 March 2024 save NZD $250

SEE PRICING TABLE FOR MORE OPTIONS

The standard tour package includes:

• Entry to must see Route 66 Atractions
• Hotel Accommodation (Twin or Quad Share)
• Many breakfasts and some other meals are included.
• Rental vehicle, with unlimited kms, oneway fees and insurance (excess payable)

 Los Angeles – Chicago

Group departure (21 days), 14 september 2024, print friendly.

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“I would like to say how much I enjoyed the Route 66 tour it certainly exceeded my expectations. Your input was invaluable and nothing was too much trouble and I saw more than I expected. The accommodation and transport was exemplary. Having been to Las Vegas twice with you who knows I may show up again. Many thanks to you both.” – Regards E

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These Are The Best, Must-Visit Cities Along Route 66

Posted: April 27, 2024 | Last updated: April 27, 2024

Everyone has heard of the famous and historic Route 66, and many have likely driven parts of it without realizing where they were. On November 11, 1926, it officially became one of the first numbered highways in the United States.

And today, there are still plenty of sights to see on the Mother Road.

Travel with us as we explore the best, must-visit cities along Route 66.

Sharks, lions, alligators, and more! Don’t miss today’s latest and most exciting animal news.  Click here to access the A-Z Animals profile page  and be sure to hit the  Follow  button here or at the top of this article!

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Albuquerque, New Mexico

Route 66 runs straight through Albuquerque , and the city still celebrates this historic route. Those interested in taking a nostalgic tour should follow Central Avenue (the city's main street). It will take you through Old Town, Nob Hill, and Downtown.

Amarillo, Texas

The historic Route 66 still exists in Amarillo, Texas . After its completion, this road served as the center of residential and business development. Now, visitors can experience fantastic dining, art galleries, and historic shops.

Bloomington, Illinois

While most of the original Route 66 through Bloomington no longer exists, the region hasn't forgotten its amazing history. Celebrate American history at a truly unique stop – the Cruisin' with Lincoln on 66 Visitor Center. Tourists get a chance to learn more about the road's history and Abraham Lincoln's life simultaneously.

Carthage, Missouri

Carthage sits roughly halfway between Joplin and Springfield, and it is one of the nine Missouri cities intersected by Route 66. Today, visitors flock to the town for its historic sites like the Jasper County Courthouse and Historic Carthage Square.

Catoosa, Oklahoma

Don't overlook this tiny town in Oklahoma. Catoosa is one of the most well-known stops along the historic byway. It is the home of the famous Blue Whale.

Chicago, Illinois

Many may not realize that the Windy City is part of Route 66. However, the historic east-to-west byway starts in downtown Chicago. There are still a handful of vintage service stations and restaurants for tourists to visit.

Clinton, Oklahoma

While it is easy to pass by Clinton, Oklahoma, on your Route 66 journey, you should consider taking the detour. It is the home of the Oklahoma Route 66 Museum and several historic locations. There are also plenty of beautiful trails to take if you need to stretch your legs.

Flagstaff, Arizona

There are a surprising number of historic stops still standing in Flagstaff. Stop by the Museum Club, take a picture in front of the Western Hills Motel Neon Sign, or stay in one of the still-standing historic hotels.

Foyil, Oklahoma

Who wants to pass up the chance to see the world's largest totem pole? You can see that, and much more, in Foyil. There's also a historic Texaco gas station, historic hotel, and gorilla statue.

Gallup, New Mexico

One of the main attractions Gallup is known for is its stunning collection of vintage neon signs. You can also get your fill of art galleries, a treasured old hotel, and a variety of other roadside attractions.

Holbrook, Arizona

Holbrook is a small town, but it is well worth the stop during your Route 66 journey. There are plenty of attractions and historic sights. However, the most well-known is Joe & Aggie's Cafe, which played an inspirational role in the making of the movie 'Cars.'

Joliet, Illinois

One of the original stops on the historic road is Joliet. And it is still a favorite of tourists thanks to the Rialto Square Theatre, Joliet Area Historical Museum, and more.

Joplin, Missouri

The historic road runs through the center of Joplin, taking motorists near a park dedicated to the route's history. You can get a slice of nostalgia and Americana on this incredible detour.

Kingman, Arizona

There are so many sights to see in Kingman that you may need to schedule a few extra days. But one of the highlights is the Arizona Route 66 Museum, located in the Historic Powerhouse.

Oatman, Arizona

Oatman has a fascinating history, much of it revolving around the mining industry. However, it was also a stop along the original Route 66 and has a surprising collection of restaurants and shops today.

Oklahoma City, Oklahoma

It's easy to follow the scenic byway through Oklahoma City, thanks to the 200 signs. One of the main stops along the way is the Milk Bottle building. You may also want to spend time visiting the Tower Theatre or a few of the classic gas stations.

Riverton, Kansas

There are two stops in Riverton, Kansas, on the National Register of Historic Places. So, make sure to cruise over the Brush Creek Bridge and stop at the Williams' Store.

Santa Fe, New Mexico

The original Route 66 took drivers through the heart of Santa Fe, giving them a scenic glance at the historic Plaza. While the city wasn't part of the altered route, that doesn't take away its attraction.

Santa Monica, California

Make sure to snap a photo in front of the sign commemorating the end of Route 66. It is in a prominent spot on Santa Monica pier.

Santa Rosa, New Mexico

This scenic stop on the historic byway offers plenty of Instagram-worthy photo opportunities. There are endless neon signs, vintage gas stations, and well-known hotels like the Will Rogers.

Seligman, Arizona

Take a step back in time visiting Seligman. While the town isn't big, it boasts a surprisingly large collection of restaurants and gift shops.

Shamrock, Texas

The first Texas stop on the scenic byway is Shamrock. It is also home to the popular and famous U-Drop Inn. There are also lots of historical sights from different periods to entertain and inform visitors.

Springfield, Missouri

History fans can't pass up a chance to spend time in the "Birthplace of Route 66." That spot is Springfield. You can find a guide to all the local spots of interest at the themed visitor center.

St. Louis, Missouri

Even as the route changed course, it never left St. Louis. And there are still some key spots standing today. Take time to visit the Old Chain of Rocks Bridge, Gateway Arch, and the Route 66 State Park.

Tucumcari, New Mexico

Tucumcari is one of the gateways to New Mexico and home to the state's Route 66 Museum. It was also where the historic byway followed part of the original Ozark Trail. Today, you can enjoy historic motels, neon signs, and tasty food.

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IPW Los Angeles 2024

• Workplan Detail Page Print

EXPANDED SCHEDULE

Sunday, may 5, 2024, 7:45-8 a.m. | ribbon cutting ceremony, 8-9:50 a.m. | plaza open.

• Complimentary breakfast, coffee & juice
• Electric car courtesy of Avis/Budget @ Route 66
• Barstow Outlets Shops @ Citadel Outlets’ California Pop-Up Shop
• OC Vibe Preview @ Visit Anaheim
• Espresso Cart @ San Francisco Travel
• Caffe Luxxe, La Monarca Bakery & Café & Kreation Café @ Santa Monica County
• Central Perk Coffee House, Getty Centre Flipbooks & Kaylin + Kayline Pickle Tasting from The Original Farmers Market @ Los Angeles Tourism Authority
• High Sierra Climbing Wall + Central Valley + Gold Country @ Beyond the Gateways
• Chef Curtis Stone @ The California Kitchen
• Get ready for a truly magical experience! We are excited to announce on Sunday, May 4, Disneyland Resort in California is bringing some magic to the California Plaza for a one-day activation. Don't miss out!
• Padres Hat Wall + SeaWorld Dancers @ San Diego Tourism Authority
• 1965 Ford Mustang GT Convertible Photo Op @ See Monterey
• Quakes Foosball @ Visit San Jose
• FIFA Playstation @ Sports Coalition
• “Light The Beam” @ Visit Sacramento
• Oasis Lounge @ Visit Greater Palm Springs
• Model Bakery @ Visit Napa Valley
• Surf Shack @ Visit Huntington Beach

4:10-6 p.m.

• Complimentary bites & drinks
• Vans shoe car + screen printing @ Citadel Outlets’ California Pop-Up Shop
• Marilyn Monroe impersonator @ Starline Tours
• Cinco de Mayo Mezcal Tasting + Baja California Bites @ San Diego Tourism Authority
• Central Valley + Gold Country @ Beyond the Gateways
• Chef Daniel Myers + Santa Monica Brew Works @ Santa Monica County
• Cocktails by HAWK @ Ventura County Coast
• Guitarist Luke Strane @ Visit SLO CAL
• BBQ @ Visit Oakland
• Cheese Tasting @ Visit Sonoma
• Wine Train @ Visit Napa Valley
• Gordon Biersch Brewery + Farmers Market @ San Francisco Peninsula
• Custom Fortune Cookies + Dim Sum + Clam Chowder @ San Francisco Travel
• Sommelier-led Wine Tastings @ California Wine Institute

MONDAY, MAY 6, 2024

• L’Occitane en Provence Beauty Bar @ Citadel Outlets’ California Pop-Up Shop
• Convertible courtesy of Enterprise Rental Car @ Route 66
• Bike & Hike Tamarack Lodge +  Blue Heaven Vodka + Alpine  Roasters@ Lake Tahoe
• Central Coast + North Coast + Shasta Cascade @ Beyond the Gateways
• Caffe Luxxe, La Monarca Bakery & Café And Kreation Kafe @ Santa Monica County
• Hello Kitty Café and VR Experience @ Destination Irvine
• In-N-Out Cookout Truck Truck
• LEGOLAND Master Builder @ Visit Carlsbad
• Chefs Stephanie Boswell + Dominique Crenn + Curtis Stone @ The California Kitchen

TUESDAY, MAY 7, 2024

• Karl Lagerfeld @ Citadel Outlets’ California Pop-Up Shop
• South Coast Plaza Fashion Show @ Visit Anaheim
• Desert Region + Discover Inland Region @ Beyond the Gateways
• Six Flags Magic Mountain and Wonder Woman @ Visit Santa Clarita
• S’mores + Whiskey Tasting @ Visit Mammoth Lakes
• In-N-Out Cookout Truck
• Ralph Lauren Polo @ Citadel Outlets’ California Pop-Up Shop
• Shelby Mustang Mach-E GT courtesy of Hertz @ Route 66
• Chef Susan Feniger @ Santa Monica Travel & Tourism
• Make Your Own S’mores @ Mammoth Mountain
• Desert Region + Discover Inland @ Beyond the Gateways
• Six Flags Magic Mountain and Wonder @ Visit Santa Clarita
• Lucky Luke Brewery Tasting + Six Flags Magic Mountain + Wonder Woman @ Santa Clarita
• 40th Birthday Bash with a DJ, Cake & Champagne Service @ Visit West Hollywood
• Chefs Shirley Chung + Duff Goldman + Curtis Stone @ The California Kitchen

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Testimonials

A Route 66 Welcome!

Rhys Martin – Tulsa, Oklahoma

As the President of the Oklahoma Route 66 Association, I meet with many tour groups from around the world that are experiencing Route 66, and realizing a journey that, for many – has been a lifelong dream.

I’ve had the pleasure of being part of several Gilligan’s Route 66 Tours as a local guide.   

No other tour I’ve encountered has approached Route 66 with such attention to detail and care for the traveler’s experience.

The ‘separate but together’ approach allows each couple to travel at their own pace, yet still have the larger communal experience that makes a road trip so wonderful. You won’t worry about what – or who – you might be missing. It’s all provided for you.

If you want to see Route 66, see it with Gilligan’s. It’s a trip you’ll never forget.

Karin and Rainer

Germany (2019 tour)

What a trip!

Travelling the Route 66 with Gilligans was a perfect choice for us. Sam´s organization of the trip was excellent. For many regions he engaged local tour guides, who accompanied the group for a while and provided every information that could be of interest.

The chosen accommodations were perfect too – sometimes we spend the night in typical Route 66 hotels with their yesterday´s charm, on other days we enjoyed modern equipment as swimming pools or laundry services.

Summarizing this journey we can say, that we have not only seen all the attractions you find in any Route 66 guidebook. The Gilligans tour let us immerse into the world of Route 66.

Last but not least we want to mention that we could strike up new friendships with some very nice New Zealand people, who gave us Germans a very warm welcome within their “Kiwi-community”.

Thank you all for the great time we spent together on the Route 66!

Tricia and David

Upper Hutt, NZ (2019 tour)

Travelling Route 66 with Gilligans and other like minded Kiwi adventurers was an awesome experience.

A lifelong wish had always been to drive this iconic road, to meet the people who live beside it and to take in its breathtaking scenery.

Safe in the knowledge that help was never far away, we were free to explore…

Gilligans Route 66 Tour is never far from our thoughts and we often reminisce about our fond memories of this iconic Highway and our spectacular holiday.

Helen and Les

Tauranga, NZ (2019 Tour)

Firstly, thanks for being a great guide and taking care of us on our 2019 tour.

The itinerary, including driving hours and breaks along with quality accommodation and flexibility in the options were brilliant. 

What made the trip so exciting was that every day was completely different from the day before.

You took great care and attention with the fundamentals (safety, itinerary, meal stops and recommendations), which then made it easy for us to truly enjoy the places and sights you’ve shown us.

Neville and Ann

Auckland, NZ (2018 tour)

Route 66 was always on our bucket list. Originally planned to do it on a motorbike, but when we realised the miles that tour covered in one day and the short timeframe of the trip we decided to look elsewhere.  Our friends that we were doing the trip with found Gilligans advertisement and we are so glad they did.  Best decision we ever made! 

The whole experience was just fabulous. Not only driving the old Route 66 roads wherever possible, but the people Sam introduced us to along the way.  We even got to watch a baseball game in Chicago (had to have a hotdog at the game!)  The Fun Run from Seligman to Kingman was one of the highlights of our trip (NZ won the teams event for 2018).  During nearly a month together, friendships developed, and contacts were kept up after we arrived home.

We can’t recommend Gilligans highly enough – they deliver on everything they say they will.

Sam looks after you all like a mother hen and nothing is too much trouble – even with a GPS we still managed to go down the odd wrong road and Sam was always there to put us right!  Did I mention we drove a Mustang – love at first sight!

Go explore Route 66 with Gilligans, you won’t ever regret it.

David and Barbara

Gore, NZ (2018 tour)

Born and bred Southlanders, farming near Gore we researched different tours of 66 for about four years. We gave our teenage kids the farm for a month, and put our faith in Gilligans – Wow they seriously did not disappoint. 

The years of work that must have gone into getting a tour to flow the way it did, is AMAZING.

We both look back now and enjoy the memories along with the focus that was on staying on and true to the original road more than any other tour (even when it looked like the overgrown parts might scratch the car) 

We’re blown away by what Gilligans fits into 26 days.

It was: Simply the Best!

Tony and Diane

Opotiki, NZ (2017 tour)

Gilligans was recommended to me by a friend who had researched a number of available tours for Route 66. After speaking with Sam, I was happy to book knowing that it was a tour organised by Kiwis for Kiwis.

This was a trip I had wanted to do for some time and it far exceeded our expectations on every level. It was a fantastic experience!

We had so much fun and we saw so much more than we could have imagined! The many friendships made with our fellow travelers was an added bonus!

I would certainly recommend Gilligans to anyone thinking of doing this trip.

Thanks again!

Trevor and Wendy

Auckland, NZ (2017 tour)

Every day was an adventure… Bouncing along some of the old dusty roads, the amazing broken-down old cars piled up in the back yards and meeting the locals in the old diners.

Sam detailed everything with the GPS and the Route-book to perfection. We would retire to bed each night buzzing with what we would encounter on our next day’s excursion.

If anyone is considering doing Route 66, all we can say is you’ve got to go with Gilligans – there is none better.

We made some amazing friends which we still keep in touch with, and we could quite honestly love to do it all over again. AMAZING.

Mel and Steve

‘Auckland, NZ (2017 tour)

Gilligans’ tour of Route 66 is SO much more than a holiday: It’s an experience – one that we’re still re-living to each other (and to anyone else who will listen) months after getting home. What’s more, we’ll still be talking about our Route 66 tour for years to come!

I have to admit though; despite the trip being on our ‘bucket list for years, I wondered if it would be more of a ‘boys trip’ (with the girls following the guys around numerous car museums) I couldn’t have been more wrong!

The whole trip, from start to finish far exceeded my (and our) expectations. It was hand on heart the best trip we’ve ever done, and we’ve (collectively) traveled the world!

Grant and Elizabeth

Auckland, NZ (2016 tour)

This was more than just a tour; it was one of life’s great experiences which gave us dozens of dinner table stories to share with our friends at home for years to come.

Sam has not just cobbled together an amazing array of interesting places to visit, but also unique people to meet, sights to see, sounds to hear & different things to eat. Just don’t expect to see a lot of vegetables on the menus in middle America!

Sam is an unflappable organiser who quickly sorts out any bumps in the road without fuss. He quickly moulded our group together resulting a fun journey and long-term friendships.

Gilligans Tours has our absolute endorsement.

City Sightseeing Moscow Hop-On Hop-Off Bus Tour with Optional Cruise

• Hop-on or hop-off at any of Moscow’s main highlights
• Views of Moscow from an open-top, double-decker bus
• Learn about the city with recorded commentary
• Visit Red Square, Alexander Gardens, and more
• Bus pass inclusions: 48 or 72 hour bus pass + walking tour
• Boat pass inclusions: 60 minute boat trip + walking tour
• Bus & Boat pass inclusions: 48 hour bus pass + 60 minute boat trip + walking tour
• Vouchers valid for 12 months
• Hotel pickup and drop-off
• Food and drinks, unless specified
• Location Name: The route begins at Red Square but you can board at any stop
• Wheelchair accessible
• Stroller accessible
• Near public transportation
• Confirmation will be received at time of booking
• Red Route runs from 10:00am - 6:00pm, every 25 minutes. Duration - 60 minutes. First stop - Bolotnaya Square.
• Most travelers can participate
• Green Route runs from 10:00am - 6:00pm, every 60 minutes. Duration - 120 minutes. First stop - Bolotnaya Square.
• Orange Route (currently suspended) runs from 10:30am - 6:30pm, every 30 minutes. Duration - 140 minutes. First stop - Museum of Cosmonautics
• Walking tour runs daily at 10:45am. Duration - 2 hours 30 minutes. Meeting point - Next to monument of Saints Cyril and Methodius.
• Boat tour operates 5th May - 20th October, from 11:30am - 6:30pm. Duration - 60 minutes. Meeting point - Zaryadye Park Pier.
• Mobile and paper vouchers are accepted for this tour.
• Vouchers can be redeemed at any of the stops along the routes.
• Vouchers are valid for 12 months
• For a full refund, cancel at least 24 hours in advance of the start date of the experience.

• DebbJ 0 contributions 4.0 of 5 bubbles Great way to get oriented to Moscow We started our Moscow experience with the hop on hop off. It was a great way to get orientated to the city. The additional optional tours were also good, we did the Metro tour which I highly recommend, we also paid for the Kremlin tour. The hop on hop off has three different lines all included. Only fault was the bus was sometimes full and you had to wait for the next one which was about 15 minutes (in the cold). Read more Written January 6, 2020
• UmaDelhi 0 contributions 5.0 of 5 bubbles 2 days are required Very very good audio guides- the voice quality was also good and also the anecdotes of history were brilliant. Russia is truly beautiful Read more Written September 1, 2019
• BeverleyT 0 contributions 1.0 of 5 bubbles Boat trip - TERRIBLE We got on the bus, but couldn’t buy a 1 day ticket. They suggested we do the 1 hour boat trip and said they would drop us to the dock. 1) they dropped us in the wrong place 2) they were lost because of the marathon Then the boat, after we finally found it: 1) stinking fumes, actually gagging 2) no commentary, in fact, no interaction unless you begged 3) offered us 2 for 1 icecreams as they had melted and refrozen as the fridge gets turned off at night Honestly, we enjoyed the afternoon in the boat but spent all of it laughing at just how awful it was!!! The worst thing in Moscow! Read more Written August 18, 2019
• niruDurbs 0 contributions 3.0 of 5 bubbles Not the best value for the price The ticket is quite expensive and covers three different routes in a 24 hour period. The red route is quite exciting and takes about an hour. The bus comes every 10 to 15 minutes. However the other two routes take about two hours each and buses come every 30 to 40 minute period. If the bus is full then you have to wait at the stop for the next bus. So personally I feel that not much can be seen this way. I definitely was not impressed. However it must be noted that one can learn a lot about the history of Moscow Read more Written July 3, 2019
• IrishCueTravel 0 contributions 1.0 of 5 bubbles SLO Motion Not all their fault , but if you plan on trying this Attraction be patient! Traffic is a big problem first and foremost. But to add additional unnecessary delays; the bus stops at each site for 15 minutes at a time or More ! I gave up half way through ( 45 minutes) ; and walked back to the starting point in 10 minutes! Read more Written June 4, 2019
• michael g 0 contributions 1.0 of 5 bubbles Worst hop on/hop off EVER Waited for 40 minutes in the cold rain for a bus that never came... unacceptable. Traffic is so bad that when on a bus the previos day it was barely moving. My advice-get a subway pass and a good travel guide book and do sightseeing on your own! Read more Written October 24, 2018
• Rebecca J 0 contributions 3.0 of 5 bubbles Boat element was excellent We purchased a ticket online for the boat and bus for 2 days. The boat element was wonderful, we saw some amazing parts of Moscow along the river side. The bus element was very disappointing as it only started at 10am and was finished by 6:30pm. It was extremely warm when we were there and it would have been great to do the tour in the cool of the day. There was also no air conditioning in the down stairs part of the bus. They also turned away passengers at one of the stops as the bus was full and there was not another bus for 40 minutes. Read more Written September 26, 2018
• Monismith2014 0 contributions 4.0 of 5 bubbles it was very enjoyable it was very interesting seeing things we saw walking around from the bus. so much more to see. we had a lot better view of the attractions from the height of the bus.also the bus was reasonable slow which gave us time enough for photos. it stopped at sparrow hill for 10 minutes for picture taking Read more Written September 20, 2018
• fati666222 0 contributions 4.0 of 5 bubbles The best way to see Moscow We did both routes but if you have little time then only do the red route.Its very informative and it takes you to the important sights.The staff on the bus are very friendly and helpful. Read more Written August 20, 2018
• adolfo17 0 contributions 3.0 of 5 bubbles The worst hope-on hope-off service I've ever seen Diffiult to understand the route maps and stops. Staff wouldn't help either. Lengthy stops. No air conditioning. Read more Written August 4, 2018
• Peter F 0 contributions 3.0 of 5 bubbles Two Routes There is a short red route which depending on the traffic takes about an hour. The route is generally around the Red Square area. The ear phones were small and sometimes the commentary did not link up with the sites you were seeing. The green bus takes you on a longer route and ours took two and a half hours due to the heavy traffic. I would not recommend this trip unless it is raining or you want to fill in time. The sights we saw were nothing outstanding with plenty of time at certain stops for photos. Also the driver stop for a bite to eat at one stop. Read more Written July 30, 2018
• Bernardo P 0 contributions 1.0 of 5 bubbles Boat Trips Moscow, Russia Yesterday, I booked a boat trip with the GetYourGuide.com web page and was totally horrible, didn’t have audio guide as it shows on the picture-Nobody Talk-. The girl on the picture-light blue bag-ask for 100 Rubles for show her the QR Code while I had the Booking and PIN number cause she must see the vessel name-Didn’t say nothing and after she said board any vessel. I suggest take the trip and pay on site, avoid fake internet pages, there are many other services with a lot of entertainment, don’t take this ones. Read more Written July 14, 2018
• Kathrynowl91 0 contributions 3.0 of 5 bubbles Good way to see some sites We usually do these tours when we travel. They get you round and you see the sight . The traffic is quite heavy so it is a bit slow but there is not a lot they can do about it. We only did the red route. Just a note people don’t queue here when the bus comes it’s a bit of a free for all. Read more Written July 13, 2018
• Daniyal91 0 contributions 3.0 of 5 bubbles Was Ok.! Started our tour of moscow from here, We had got the 2 Day Pass with the boat ride. The route and the map was good but not well managed. The bus didn't stop at many points. Were were unaware a couple of times at what point we were and missed them. Headphones and maps were provided. Would recommend one should check out the route map before going and decide which places to stop in advance, this way one can manage and enjoy the tour more and us it more effectively.! The boat ride was Ok, a little crowded. No guide provided, just a boat ride with restaurant service Read more Written July 12, 2018
• WilliamDyer 0 contributions 1.0 of 5 bubbles Poor service on boat and too many waiting times on buses For the price, you should expect at minimum English speaking tour guides with decent experience, but at least in my case that did not happen both in buses and boats. And in the boat even tough we were 90% English speaking tourist at least, the tour guide spoke 95% of the time in Russia, and only 3 sentences in English, I really counted how many times she spoke in English. And at the end she asks us if we have any questions? Of course I told her I couldn’t ask her anything since I didn’t understand 95% of what she was saying. The boat tour is not worth it, just take the bus that would be my advice. Second minus is the waiting times, in the boat they made us wait an hour before it departed, and in many stops with the buses waiting times of 20-30 minutes. I actually think I lost that day around 2 hours doing nothing. Be careful. Read more Written July 10, 2018

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

City Sightseeing Moscow Hop-On Hop-Off Bus Tour with Optional Cruise provided by City Sightseeing Moscow

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Thank you for

THE BEST VACATION EVER.

– Bill and Judy Gore, Australia

View Reviews

Riding on your tour was a

SENSATIONAL EXPERIENCE.

- Julie Tran, Los Angeles, USA

Riding with Ride Free brought back all kinds of memories.

I LOVED THE TOUR.

- Elmer ”Ironman”, Alaska, USA

The tour I did with Ride Free was one of the

BEST MOMENTS OF MY LIFE.

- Fabien ”Speedo” Graille, France

The Ride Free Tour was the

BEST TRIP OF MY LIFE.

- Eric “Champion du monde”

Thefaine, France

Classic Car Route 66 Chicago to LA Tour

CLASSIC CAR TOUR INFO   WHAT’S INCLUDED   CAR CHOICES   WHERE WE STAY   GUIDED TOUR FAQ’S   BOOK

Why Choose Our Classic Guided Car Tour?

Anyone can do it Follow the tour guide Bring and meet new friends Just show up and have fun READ MORE Amazing Experience

Classic Cars

Classic Mustangs and big convertibles Or Bring Your Own Car We can help you prep your classic Classic car mechanic on tour READ MORE

17 DAY ITINERARY

Sturgis Tour

"The Greatest Trip of my life!"

Hello Wil and Erin. Just a short note to thank you for the ‘BEST VACATION EVER’. Both Brian and Andy were exceptionally professional and it is fair to say that that trip would not have been as good without the professional and friendly banter between the group and the guides. They were well able to cater for the differences in the group and this aided the holiday. The locations, lodgings and roads traveled matched and, sometimes, exceeded our expectations. On at least two occasions the accommodations were part of our dreams. ( Log cabin on a lake ) Read More

310-978-9558

© 2019 Ride Free Motorcycle Tours

Click Here for PICTURES and  VIDEOS   These will show what Ride Free  is truly all about. Click Here for Pictures from Route 66 Guided Motorcycle Tour Aug 2014   ,  2013 Trip Click Here   For 850 Pictures of the entire Route 66 Motorcycle Tour 

See the Route 66 Guided Motorcycle Tour from Chicago to Los Angeles with Las Vegas and the Grand Canyon.  Or for a shorter Route 66 trip, you can join on a motorcycle the portion from Albuquerque to LA on Route 66.  This is a 10 Day Tour.

Self Guided / Drive  – Motorcycle, Route, Lodging, Daily Itinerary, Support

ROUTE 66 MOTORCYCLE TOUR OPTIONS / DESCRIPTIONS  

Pre Rt 66 Trip to Harley-Davidson Museum in Milwaukee – or – Milwaukee Start Option – add to any tours This extra day pre trip is available as an option on all our Route 66 tours.  Adds 1 or 2 days to trip. Or Start the tour in Milwaukee, visit the Harley Museum, pick up the bikes, ride with the group to Chicago.

Harley-Davidson 115th Anniversary Celebration Museum Rally Route 66 Motorcycle Tour from Milwaukee Part 1: We meet up for a few days of celebration at the Harley Museum in Milwaukee.  Then we get our bikes and ride to Chicago. Part 2: From Chicago we do the Route 66  Chicago to Los Angeles Harley-Davidson Motorcycle Tour 

Option 1 – 15 Day 14 Night – Traditional  Classic Route 66 Motorcycle Tour – can add Milwaukee Harley Museum Option This is the Traditional Route 66  Chicago to LA Harley-Davidson Motorcycle Tour.  Ride Free includes almost a full day at The Grand Canyon on this motorbike trip across America, or explore the area on your bike that day.  And, we arrive early to Las Vegas so you have a full afternoon and night in Las Vegas, or we can ride the Red Rock Canyon by Vegas or The Valley of fire. Optional helicopter ride at Grand Canyon. This is what most motorcycle tour companies run, but we highly suggest the 16 day or 17 day tour.  They turn the trip from a mission feel where you just don’t have the time you wish you had every day, into the motorcycle tour experience you were hoping for.  It is not that our 16 day Rt 66 route is longer in mileage, we just give you more time to see the things you came to see, and not be exhausted like the other tours we see on the road.

Option 2 – 16 Day 15 Night – Ultra Route 66 Motorcycle Tour – or 17 day Ultimate Explorer – can add Milwaukee Harley Museum Option This is the traditional Route 66 Chicago to Los Angeles Motorcycle Tour, BUT with a couple of extras. We explore Rt 66 where most tours ride right by, and we add days so we have time to explore more without days being too long on our motorcycles.  # Wil highly recommends this over any 15 day Rt 66 Route. We add a day in the middle of the trip = shortens the riding days.  Our 15 day is the industry standard, but there are some very long riding day, if you add a riding, it will make the 3 long days into 4 nice days.   Well worth it.  Or add 2 extra riding days for a 17 day Route 66 Motorcycle Tour, and is even more relaxing.   This is how Wil would choose to do it every time.  You are only doing this once, believe me now or later… ## Note:  don’t let the mileage fool you, much of our trip exploring  is slow moving and takes a long time.  And, you don’t want to miss all the history and attractions.

Option 3 – 13 Day 12 Night – Chicago to Las Vegas Rt 66 Motorcycle Tour – can add Milwaukee Harley Museum Option This motorcycle trip across America is the same as the Traditional Chicago to LA Route 66 Harley-Davidson motorcycle tour, but we ride our motorbikes Chicago to Las Vegas on Route 66.   

Option 4 – 10 Day 9 Night – Chicago to Albuquerque Rt 66 Motorcycle Tour – can add Milwaukee Harley Museum Option This motorcycle trip across America is the same as the Ultra  Chicago to LA Route 66 Harley-Davidson motorcycle tour, but we ride our motorbikes Chicago to Santa Fe / Albuquerque on Route 66.

Option 5 – 9 Day 8 Night – Albuquerque to Los Angeles Rt 66 Motorcycle Tour This motorcycle trip across America is the same as the Ultra Chicago to LA Route 66 Harley-Davidson motorcycle tour, but we ride our motorbikes Albuquerque / Santa Fe  to Los Angeles on Route 66. Option 5B – 10 day 9 Night – We go to Santa Fe also on this trip.

17 DAY - Classic Route 66 Guided Car Tour

Guided Tours

DATES | PRICING | BOOKING

Day 1 – Arrive in Chicago

We meet after lunchtime at the hotel and talk about our upcoming adventure on the Mother Road of America, Route 66 Chicago to LA. We also do an orientation with the classic cars to familiarize ourselves with the upcoming adventure on Route 66 in cars like 1965 Mustang Convertibles. Then we go out for dinner after checking out the beginning of Route 66 in downtown Chicago to discuss our big adventure!