Harley Davidson Motorcycle Tours USA

California Sunriders are presenting you a time travel through nostalgic America, crossing the states of Illinois, Missouri, Oklahoma, Texas, Kansas, New Mexico, Arizona, and California. You will stick to historic Route 66 for as much as possible and historic means true to the route. Lay down on a deserted stretch of 66 in the middle of nowhere, feel the road, and put your ear on the cracked asphalt to listen to a story of adventure and hope.

Key information

  • Bike: rental or personal bike
  • Terrain: asphalt
  • Mileage: 3891 kilometers / 2429 miles
  • Daily rides: 353.73 kilometers / 220.81 miles
  • Meals: some breakfasts are included

Highlights

  • Ride the famous route 66
  • EXplore the "Windy City" of Chicago
  • Starts in Chicago and ends in Los Angeles
  • Visit the Painted Desert and Petrified Forest National Park
  • Harley Davidson motorcycle rental
  • 12 nights accommodation
  • Liability insurance

Skill level

  • Beginner

Styles


11 riding days in English
Spoken languages: English
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Accommodation

You will be staying at three to four-star accommodations in prime locations throughout the tour. The hotels are biker friendly with motorcycle parking on site and also have restaurants on site or within walking distance.

Program

Visit the wonderful old trading posts, filling stations, motels, diners and villages along the scenic "Mother Road". Slow down and enjoy the scents of new mown hay and hickory smoke drifting from the pit barbecue chimneys. Stop and stroll through villages which haven't changed since they were bypassed by the interstate highway decades ago.

Pull over along a deserted stretch in the Mojave and listen to the hum of millions of wheels that have passed this way, each one on a quest to an unknown fate. Stop at a Route 66 museum and get lost in their wonderful presentations about this truly amazing piece of road. Even laying down on a deserted stretch of 66 in the middle of nowhere, feel the road and put your ear on the asphalt to listen to its story of adventure and hope.

California Sunriders are presenting you a time travel through nostalgic America, crossing the states of Illinois, Missouri, Oklahoma, Texas, Kansas, New Mexico, Arizona, and California. You will stick to the original Route 66 for as much as possible and original means true to the route.

Thus Las Vegas or Laughlin are not to be found on this tour as they are not Route 66 cities. You will meet remarkable people and characters who they will introduce to you along the way, people who make the true spirit of this journey. As you arrive at the pier in Santa Monica you too will be one of those who got their kicks on Route 66.

Day 1: Arrival day

Welcome to Chicago! After making your way to the hotel you will meet your tour guide at the welcome desk in the lobby; he will give you the information about the upcoming tour. Afterward, you're free to go out and explore the "Windy City" of Chicago with all it has to offer.

Your downtown hotel is close to Chicago's famous blues clubs, Navy Pier, Willis Tower (formerly Sears Tower), fine dining restaurants, and a vibrant nightlife. Perhaps go see the starting point of Historic Route 66 at East Adams Street and South Michigan Avenue or if you prefer just relax and get a good evening's rest.

Day 2: Chicago to Springfield (344 kilometers / 215 miles)

After breakfast you'll have a chance to go back to your room, pack your bags and then you're off to go get your motorcycle. Say goodbye to Chicago and right away you find yourself riding down Historic Route 66. Today you'll go approximately 215 miles or 345 kilometers from Chicago to the state capitol of Springfield.

Day 3: Springfield, Illinois to Cuba, Missouri (352 kilometers / 220 miles)

Today you ride through the picturesque scenery of small town mid-America to the beautiful rolling hills of the Ozarks. The first half of the day meanders through small farming towns and countryside until you reach the border between Illinois and Missouri. The border is the famous Mississippi river where you stop to see the Chain of Rocks Bridge which became a part of original Route66 in 1936.

After lunch, you stop to see the Missouri Route 66 State Park, and then off to visit the outlaw Jesse James' hideout at Meramec Caverns. Finally, you arrive in Cuba for a nice dinner and a good night's rest at the historic Route 66 Wagonwheel Motel.

Day 4 Cuba, Missouri to Claremont, Oaklohama (490 kilometers / 306 miles)

After breakfast, you start out on the longest day of our journey, 320 miles or 515 kilometers to Tulsa, Oklahoma. Today you will weave your way from the rolling hills of the Ozarks through (another) Springfield, Joplin, and Carthage until you reach Kansas.

You stop for lunch in Kansas at the Little Brick Inn, formerly one of the banks robbed by Jesse James' gang. After less than 20 miles of Kansas, you move into the beautiful scenery of eastern Oklahoma to your hotel in Claremont just East of Tulsa.

Day 5: Claremont, Oaklohama to Weatherford, Oaklohama (300 kilometers / 187 miles)

As you're leaving Tulsa you head toward western Oklahoma and its wide open spaces. Oklahoma is fortunate to have the most remaining miles of original Route 66 that are still good to ride. The majority of the day is spent riding the "Old 66" through pasture and prairie.

You will be stopping at the Route 66 Interpretive Center in Chandler, the Round Barn in Arcadia and riding the longest remaining stretch of the 1926-1935 alignment of the route. Finally, you're ending up at your hotel in the ranching and college town of Weatherford.

Day 6: Weatherford, Oaklohama to Amarillo, Texas (320 kilometers / 200 miles)

You start today with a brief 15 miles ride to the Route 66 Museum in Clinton, where you will spend time learning more about the route and its importance in American history and do some souvenir shopping. Then it's back on the road, passing through Great Plains, vast cattle ranches, and small farming towns. Today you leave Oklahoma and move into the second largest state, Texas.

You will stop and see the beautiful U-Drop Inn in Shamrock, featured in the film "Cars" as Ramone's Body shop. Now you're off across the plains for a well-deserved steak at the Big Texas Steak Ranch in Amarillo. Are you brave enough to attempt the 72-ounce (two kilograms) steak dinner challenge?

Day 7: Amarillo, Texas to Santa Fe, New Mexico (458 kilometers / 286 miles)

After breakfast, you ride across town to see Cadillac Ranch; a crazy farmer who planted Cadillacs in his field, hoping to grow new ones. Then it's off to Adrian, Texas, home of the Midpoint Café and the halfway point of Historic 66. After stopping for a coffee, you head off from the Great Plains into the natural splendor of the southwest. Riding through the wide open spaces and into the Rocky Mountains, you arrive in the beautiful city of Santa Fe.

Day 8: Santa Fe, New Mexico to Gallup, New Mexico (336 kilometers / 210 miles)

It’s time to get back on the road. This morning you head out into the deserts of the southwest, to your first stop for lunch in Old Town Albuquerque. After lunch, you head back out on the Route through the splendor of New Mexico’s natural beauty. You end the day in Gallup at the historic Route 66 El Rancho Hotel.

Day 9: Gallup, New Mexico to Grand Canyon, Arizona (450 kilometers / 280 miles)

Today you say goodbye to New Mexico and head into Arizona’s spectacular deserts. Your first stop is a visit to the Painted Desert and Petrified Forest National Park, where you take your time riding through the park stopping to take in its natural beauty. Afterward, you stop in Holbrook to see the Wigwam Motel’s teepee-shaped rooms on your way to lunch. After lunch, you stop to “take it easy” with the musical group, the Eagles, by “Standing on the corner in Winslow Arizona”. Then off to one of the Seven Wonders of the World, the Grand Canyon.

Day 10: Grand Canyon, Arizona to Kingman, Arizona (256 kilometers / 160 miles)

This morning you will have the opportunity to take an optional helicopter flight over Grand Canyon. Those who don’t want to fly can sleep in or have a relaxed breakfast before riding to the small town of Seligman where you’ll have time for shopping at the Route 66 shops. Afterward, you make your way to Hackberry and then Kingman for the night.

Day 11 Kingman, Arizona to Victorville, California (400 kilometers / 250 miles)

You head out to the curviest part of Route 66, the Oatman Highway to its namesake Oatman, Arizona. Here you stop to see one of the few remaining old west’s gold mining towns and its curious four-legged inhabitants, left behind when the miners abandoned the mines.

After this little detour, you are reaching the state of California and Needles, your next historic Route 66 town. Leaving Needles behind you’re riding over the Spirit Mountains into desolate and hot Mojave Desert. You stop in the old Route 66 town Amboy, located in the middle of nowhere and check out famous Roy’s Motel and Café.

After a brief stop, you continue on to your lunch stop in Barstow and then on to see Elmer’s Bottle Tree ranch. After a hot day riding through the desert, arrive at your hotel’s refreshing pool beckons you to take a cool dip and relax before your last day of riding tomorrow.

Day 12: Victorville, California to Los Angeles, California (185 kilometers / 115 miles)

Today is your last day of riding, after breakfast, you head down from Victorville to the Pacific Ocean at Santa Monica Pier. You ride through almost a hundred miles of the metropolis of the greater Los Angeles area to the end of Historic Route 66 at Santa Monica’s world-famous pier.

Here, take your time going to the end marker plaque, and then have a nice lunch on the pier. Afterward, you’ll have some time to look around the pier or dip your toes in the ocean before you have to say goodbye to the West Coast and return home.

Day 13: Departure day

Today is the day to pack your bags and head home, filled with the experiences and memories of the “Mother Road”, historic Route 66, and the “Main Street of America”. Have a safe journey home and California Sunriders hope to see you back.

Skill level

Beginner

  • Can ride for two to three hours
  • Minimal riding experience
  • Assistance required
  • Comfortable with curves and leans
  • Basic experience with unsurfaced roads
  • Short distance ascents and descents

A valid motorcycle license is required to rent a motorcycle or ride a motorcycle on California Sunriders tours. Please note that California Sunriders can not always guarantee your first choice of Harley Davidson. Please submit a second and third choice of the requested Harley Davidson model.

Location

This tour starts in Chicago, Ilinois and ends in Los Angeles, California, USA.

Food

Some hotels offer complimentary breakfast and evening meals on this tour.

Things to do (optional)

In this tour, you will have the opportunity to explore Route 66 museums, diners, and sites along the route. You may also go on an optional Chicago sightseeing and city tours, Grand Canyon helicopter ride, and Los Angeles city tour.

What's included

  • 12 nights accommodation
  • Basic liability insurance
  • Harley Davidson motorcycle rental
  • Helmets (limited)
  • One way fee
  • Road book with suggested routes and tour information
  • Sales tax
  • Some breakfasts
  • Unlimited mileage

What's not included

  • Drinks
  • Entrances fees
  • Fuel
  • Insurance
  • Meals

How to get there

Arrival by taxi

Please take a taxi and arrive at the rental location as described in your travel documents from California Sunriders.

Cancellation Policy

  • A reservation requires a deposit of 30% of the total price.
  • The deposit is non-refundable, if the booking is cancelled.
  • The rest of the payment should be paid 45 days before arrival.
13 days / 12 nights
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Pricing information

The price for the motorcycle rental depends on availability and desired tour dates. Once you choose your dates and send an inquiry, California Sunriders will offer an accurate price.

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