Route 66 Special Selfdrive: from Milwaukee to Los Angeles

What could be better than riding Route 66 on the saddle of a Harley-Davidson®?


- Prices for dates between 21.06. - 31.07.2020 and between 01.10. - 31.10.2020 -
two people travelling together on two bikes, sharing a room, price per person €4,855.00 $5,400.98 ?
two people travelling together on one bike, sharing a room, price per person €3,295.00 $3,665.55 ?
in a single room, travelling alone, price per person €6,085.00 $6,769.31 ?
- Prices for dates between 01.08. - 30.09.2020 -
two people travelling together on two bikes, sharing a room, price per person €4,995.00 $5,556.73 ?
two people travelling together on one bike, sharing a room, price per person €3,565.00 $3,965.91 ?
in a single room, travelling alone, price per person €6,295.00 $7,002.92 ?


16 overnight stays according to description including local taxes
partly with breakfast (We would like to point out that breakfast as an inclusive service is not a matter of course in American or Canadian hotels. There are many different types of breakfast. Some hotels offer coffee and some kind of bread roll, toast or a piece of cake, maybe with some jam. If you are lucky, there is some fruit or dairy products. Other hotels only offer coffee with a coffee machine in the room and nothing else. Some hotels in turn offer a varied breakfast. Many hotels decide in the middle of the season to create this service, to abolish it or even to change it. In general, there is a possibility to buy breakfast for little money everywhere. We write "partial breakfast" in the services, because we cannot guarantee which hotel will suddenly decide for or against it :-).
14 days motorcycle from EagleRider® with motorcycle class warranty
Unlimited free miles
Supplementary liability insurance over EUR 2 million
TOP PROTECTION: EVIP-ZERO insurance (no SB in case of damage - 1000 USD SB in case of theft) - The excess in case of theft is a maximum of 1000 USD on site and must be paid by the customer in case of damage (theft). At the end of the tour the damage will be filed and after the inspection the SB costs will be refunded by our German insurer. Please note: in order to avoid much higher costs, in case of theft you will have to present the motorcycle key and a police report at the rental station.
TOP PROTECTION: Acceptance of the self-service in case of theft via our German insurer
TOP PROTECTION: EUR 2 million additional liability insurance
TOP PROTECTION: Puncture protection (Our puncture protection includes 100% of the tire repair/working time. Possible salvage/towing costs are covered up to a maximum of USD 100. Costs beyond this are to be borne by yourself! An additional emergency towing service insurance is included in your travel price. This means that these additional costs are not applicable for you).
TOP PROTECTION: Towing and assistance insurance (e.g. no more fuel? Battery dead? Lost your keys? No problem, the delivery is free of charge, only the costs for the gasoline, the battery or the key have to be paid. Does the bike break down with a mechanical problem, puncture or due to an accident? There will be a towing service to pick you up free of charge and take you to the nearest garage or rental station that can take care of this problem).
Local taxes
Provisioning costs
Fees for the one-way rental of the machine(s)
US-DOT Approved half-shell helmets
Saddlebags and safety lock
Detailed roadbook with extensive information and road maps in our US BIKE TRAVEL-APP (offline use possible) for every rider
Road atlas and travel guide per rider
VIP-Check In at Eaglerider
One exclusive USBT PIN per participant
Insurance certificate for package tours
Not included features
Additional insurances
Motorway tolls
Parking fees
Entrance fees
Personal necessities
Everything that is not listed under services

More details

More details
Duration: 17 days
Minimum age: 21 years
- Our machines -
Motorcycles at our partner EagleRider® - the vehicles at a glance sorted by class:
Harley-Davidson® Electra Glide® Ultra
Harley-Davidson® Street Glide® Grand Touring
Harley-Davidson® Street Glide
Harley-Davidson® Road Glide®
Harley-Davidson® Road King®
Harley-Davidson® Heritage Softail®
Harley-Davidson® Dyna Low Rider®
Harley-Davidson® Sportster® 1200 (Iron)
Harley-Davidson®TRI-Glide® Ultra
Honda® Goldwing®
BMW® R1200RT®
Yamaha® Tracer 900 GT®
BMW® R1200 GS®
Yamaha® Tenere 1200®
Please note: Not all types are available from all stations. Since we are not the direct service provider for motorcycles, we cannot guarantee for the "first motorcycle wish".
The landlord (Eaglerider®) requires the indication of a replacement machine when booking and gives us a MOTORBIKE CLASS WARRANTY. This means that we will confirm your initial request (provided it is available on the day of booking) and, as an alternative, a guarantee within the booked/requested category.
OPTION MOTORBIKE MODEL GUARANTEE: If the desired model is available, Eaglerider® will confirm the booking for the desired model, but Eaglerider® reserves the right to give you an alternative model from this category if your desired model is not available. This can happen, for example, if your previous tenant returned the motorcycle with damage. If a particular model is very important to you, Eaglerider® guarantees this model for an extra charge of 100 EUR/one time per rental. In the unlikely event that this service does not work out on site, you will be given a motorcycle of the same category and this fee will be returned to you immediately.
Important to know The presentation of a credit card (VISA / MASTERCARD or American Express) is mandatory for the acceptance of the machines.
Change requests:
We will gladly accept your change requests. Changes (max. 3) are possible for an extra charge of 25 € per change (plus the cost of the additional service). For booking additional nights at the beginning or end of the tour, only the cost of the extra nights is payable (no extra fees).
A major credit card is required
The deposit on site is 100 USD
Half double rooms cannot be booked on the Self-Drive tours.
Mobility: The offer is not suitable for people with reduced mobility. Please contact us for more information.

Well, how about starting your Route 66 Self Drive Tour with two nights in Milwaukee to visit Harley-Davidson headquarters.

Visit the small shed where Mr. Harley and the Davidson brothers built their first motorcycles together with a unique museum experience.

If that's not enough, you still have an incredible ride on Route 66, the main road of America, to look forward to.

Route 66 in itself is the journey of a lifetime for most riders. Make it your own story now!

-Tour schedule:

Day 1: Arrival in Milwaukee

Welcome to Milwaukee, the birthplace of Harley-Davidson®, and one of the most popular cities on the Great Lakes. Once you arrive at the hotel and are ready, you can go to the House of Harley-Davidson® for some shopping and fun.

Day 2: Experience Milwaukee and H-D® Museum

This is the only place in the world where you can buy a Harley-Davidson® T-shirt featuring "Juneau, Wisconsin", the street where the headquarters are located. It's pretty certain that you are the only one in your biker club or even in your hometown who has one of the coveted "Juneau" t-shirts. Afterwards, you can visit the H-D® Museum and take a real VIP tour to take a look behind the scenes. There is a lot to see in the museum, so just spend as much time there as you like.

Day 3: Pick up the bikes, Milwaukee - Chicago (approx. 149 km)

Today is the day to pick up the bikes and start your ultimate road trip! Ride along the shores of Lake Michigan to the beginning of Route 66 in downtown Chicago. Tomorrow you start a 14-day tour on the historic Route 66!

Day 4: Chicago - Spiringfield (about 328 km)

Parallel to the I-55, the legendary Route 66 leads to the Pacific Ocean. Get a taste of the good old days with your dinners and the famous American style that still prevails. From Chicago you head south, past McLean the old truck stop, you continue thundering through Illinois, past old mines - over the Pontiac Trail to Springfield, the capital of Illinois.

Day 5: Springfield - Rolla (about 328 km)

After St. Louise, we now head south towards Rolla, today's overnight destination. Infinitely many small places invite you to stay on your route. You can't miss the famous Dixie Truck Stop with the "Our Lady of the Highway Statue", Litchfield and the "Paris Stop Café". Take your time to visit the Meramec Caves before continuing on to the Mississippi. Don't miss the "Chain of Rock Bridge", over which you will come to Missouri, the state where the forests meet the prairie and the Mississippi connects to the Missouri. Enjoy the short ride through the gateway to the West, St.Louis. The city lies directly on the Mississippi River and offers an impressive nightlife with many live music clubs. If you like BBQ ribs, you're gonna love St. Louis. The journey continues to Rolla, today's destination.

Day 6: Rolla - Tulsa (about 464 km)

Von Rolla's journey passes the northern end of the Ozark Mountains, which occupy most of southern Missouri and northern Arkansas. The area strongly reminds us of the times when pioneers and woodworkers came to the area. The Ozark mountains are not really high, but the roads still offer a paradise for motorcyclists. The tracks are very steep in parts, offering fascinating views from time to time, lined with oaks, elms, hickory and judas trees. They look fantastic in autumn when they shine in different colours. The tour continues through famous places like Lebanon and Conway, you can then stop in Carthage to see the old courthouse. Before you enter Oklahoma make a stop in Joplin. Oklahoma has more original preserved route 66 kilometers than any other state. Today's destination: Tulsa Oklahoma. Tulsa was once a city dominated by the oil boom, but even today it still exudes its unique charm.

Day 7: Tulsa - Clinton (about 312 km)

From Tulsa you continue west through Oklahoma to Clinton. Explore old Indian land between Tulsa and Oklahoma City. In the 1830s, the land was declared worthless and turned into an Indian reservation. The Choctaw and Chickasaw tribes from Mississippi, the Seminole from Florida, the Creek from Alabama and the Cherokees from Carolina, Tennessee and Georgia were settled there so that they would not spread further south. Today a large number of Native Americans live in Oklahoma. Continuing west, you'll pass through El Reno and over a bridge more than a mile long near Bridgeport to Oklahoma City, the heart of Route 66! Ride on to Clinton to spend the night there.

Day 8: Clinton - Amarillo (about 288 km)

This morning you should start early to experience the "True Texas" the southernmost part of the "Great Plains" in the panhandle of Texas. It actually fulfills what one has always imagined in one's imagination under the term Texas. Once the natives and the buffalo had been ridden out of the area, which was considered dangerous and unproductive, the Panhandle revealed its natural treasures in the 1870s. Helium, oil as well as good conditions for agriculture brought wealth. Amarillo seems cut off from Texas, but is located on what was once one of the busiest roads on I-40 (formerly Route 66), just under 300 miles from Albuquerque and 250 miles from Oklahoma City. The name Amarillo comes from the Spanish and translates as yellow, the colour that is characteristic for the region. Our recommendation for tonight: "The Big Texan Steakhouse".

Day 9: Amarillo - Santa Fe (about 464 km)

Today you leave Texas, let yourself be enchanted by your next destination, New Mexico. Make sure you don't miss the Cadillac Ranch before you leave Texas for good. Make a stop in the ghost town of Glen Rio, here you can stand with one foot in New Mexico and the other in Texas. Now you have already crossed 4 states and 3 more ahead of you. Today the trail leads through the Comanche area to Tucumcari, the largest city between Albuquerque and Amarillo. Up to the high plateau to Santa Fe in the centre of New Mexico. Santa Fe is one of the oldest and most beautiful cities in the USA. You'll spend two days here.

Day 10: Extra day in Santa Fe

A day to relax, explore the almost 400 year old city. The architecture is typical for the southwest. Who likes can visit Taos, the route to Taos leads through a beautiful valley. A balloon ride in the morning is spectacular. Maybe you would like to spend a day riding through the prairie as a cowboy in the saddle of a horse.

Day 11: Santa Fe - Gallup (about 320 km)

Today we head south to Albuquerque, New Mexico's largest city. Albuquerque continues to expand in the heart of New Mexico, where the main roads run from east to west and the railroad lines cross the Rio Grande. You follow the railroad lines across the Rio Grande and follow the road west into the wide open spaces of the Navajo wilderness. Before you reach Gallup, the route passes through Grants and Cibola National Forest. Enjoy the evening with other bikers who come from all over the world.

Day 12: Gallup - Flagstaff (about 296 km)

In only 30 minutes you will reach the Arizona border this morning. As soon as we arrive in Arizona, the route leads through the Pertified Forest, a petrified forest exposed by erosion. West of the Pertified Forest, you'll come to Holbrook and Winslow, two old Route 66 towns kept alive by passing transcontinental truckers. Tonight you'll stay at Flagstaff, the gateway to the Grand Canyon.

Day 13: Flagstaff - Williams (about 264 km)

Today you can visit one of the most extraordinary natural wonders in the world, the Grand Canyon. The Grand Canyon is made up of various stone deposits, cliffs, hills and valleys and is one of the world's still active geological spectacles. You have enough time to follow the rim and take great pictures. Today you will stay overnight in Williams, here you can have a relaxing stroll and some good food in the historic centre.

Day 14: Williams - Laughlin (about 304 km)

Glide over Memory Lane and follow it to Seligman, one of the longest sections of Route 66, which is still preserved in its original form. From Seligman you can follow a circuit that leads through the Hualapai Indian territory and through dozens of smaller villages. From Seligman you stay on the route to Kingman, then continue to Oatman on the Oatman Highway/Route66. This leads through canyons in which gold can still be extracted today. Oatman is a living ghost town. Here you can still see traces of the past shootings. Through an oasis we now go all the way to Laughlin.

Day 15: Laughlin - Victorville (about 344 km)

Off to California the final state and the end of the legendary Route 66, through the Mojave Desert, which provides very inspiring scenes: rolling grass tufts, volcanic formations, large Joshua Tree's and some Pinyon Pines. From the desert you will quickly make your way into the cooler San Gabriel Mountains to Victorville, where you will stay overnight.

Day 16: Victorville - Los Angeles (return of the machine)

Today we are heading towards the final destination, Los Angeles. Your journey across the legendary Route 66 is coming to an end. The Santa Monica Pier is one of the oldest parts of LA. Wild beach parties often take place here. You can also spend the afternoon in Hollywood, with the famous Chinese Theater, Beverly Hills, Rodeo Ride and much more. At the end of the tour, many people stand at the pier with mixed feelings. A feeling of joy that the dream has come true and a feeling of sadness that it is over. The good thing is, after the tour is before the tour, we are looking forward to welcoming you back soon.

Day 17: End of the journey

Today the stay in Los Angeles ends, please let us know if you want to spend more nights in L.A. So we can arrange this in advance. Hope to see you again soon!