gpsKevin Adventure Rides - Route 66 100th

Route 66 Adventure

Come Celebrate the 100th Anniversary with us

May 24 – June 1, 2025

9 Days from Chicago to LA

The Great American Road

The Great American Ride

Route 66, also known as U.S. Highway 66 or the "Mother Road", is a famous 2,400-mile highway that stretches from Chicago, Illinois to Los Angeles, California

History: Route 66 was the first all-weather highway in the United States, and was promoted as the best route from Chicago to Los Angeles. It was a major thoroughfare for almost 50 years, and played a critical role in the migration of people and supplies during the Dust Bowl and World War II.

Culture: Route 66 has been popularized in American culture through books, movies, music, and television shows. It's also known for the many mom-and-pop businesses that opened along the route to serve passing motorists.

National Register of Historic Places: There are over 250 buildings, bridges, and other sites along Route 66 that are listed on the National Register of Historic Places.

Photos From the Last Ride

About the ride

This is a 9 riding day adventure with lots of sights and stops along the way. The average daily mileage is 260 miles/day. At a slower pace this means that the days will be long, sometimes 8 hours and longer. Riders should be experienced and prepared to go the distance and enjoy the scenic pace (9 days in a row). We will have a support truck following along which can carry a personal gear bag from each of the riders. Each night we will stay in a different motel along the route. We will be eating at restaurants along the way.

Choose your own ride for this adventure: (Small Bike, Large Bike, Classic Car, or Family Car)

As this route consists largely of backroads, the riding pace will be slower and more relaxed. Much time is spent discovering the back attractions of this adventure. Large adventure motorcycles can work great, Small bike work fine and so do cars and trucks

Honda trail 125

KTM 1290

Honda Rebel

Yamaha Tenere

Harley on 66

Honda Groms

Honda Monkey

BMW Adventure

Classic car on route 66

Route 66 served as the catalyst and inspiration for the setting of "Cars"

Family Mini Van

Ride Signup info:

The cost to join this 9 day ride is $1,695. For a single rider. Hotel rooms are double occupancy. The cost for a couple with a private room is $2595. This covers your lodging for the 9 nights during the ride and the cost of the support truck and driver. This also covers your ride packets which include custom Garmin GPS maps on a micro SD card and printed ride maps and descriptions.

Now taking signups: You can now reserve your spot on this ride by leaving a $200 Deposit (Ride limit is 24 riders)

After your signup riders will receive an email from me with further ride information and instructions.

Note:

Riders must make 50% payment by January 25th, 2025.

Riders must make full payment by March 22nd, 2025.

Riders will receive ride packets in the mail one week before the ride.

Refund Policy

Your ride deposit is fully refundable until the 50% payment date above. We encourage riders to make their deposit early in order to ensure they will get a spot on the ride and to begin working on you own ride arrangements. After making your ride deposit, you will be connected with the other riders in order to coordinate any plans or discussions you may have. And to just have fun developing plans with the other riders. If your plans change, you will receive a full refund until the 50% payment due date above.

Ride Details

I know many of you also enjoy dreaming about the ride and making your plans, so here is the detail, enjoy!

Route 66 100th Anniversary

Motorcycle Shipping

Do you want to ship your bike to Chicago and fly there or Home from California?

There are several companies that can help you with that. The cost will be around $600.

U-Ship is the bargain shipper (Truckers independently contract)

Federal Motorcycle Transport (they have done a good job in the past)

I think you can ship to a warehouse in Chicago and then pick your bike up there.

View the ride maps

OK since many of you like to study more detail about the ride, below are the ride maps.

I put these ride maps on the web page because I know a few of you love looking at the ride detail and dreaming about the ride. At first glance these maps do not look so impressive, but they are way cool. If you start zooming in, you can see the ride in incredible detail. I have spent a ton of hours sorting through the details of the ride for each day, so for those of you that enjoy this sort of thing, well enjoy!

Legend:

The Blue lines are Dirt routes

The Red lines are Railway routes

The Green lines are Easy options

The Black lines are the out and back viewpoints

Ride Yodas

Yoda Roberto

Support Yoda Greg

Master Yoda gpsKevin

How does the ride navigation work?

This is a self-led GPS ride; all riding is on your own. You are responsible for your own riding. You will be given a GPS map file and instructions on how to use your Garmin GPS unit. People will hook up in small groups of less than 6 riders and tend to ride together. You are not encouraged to ride alone. You are responsible for your own riding and yourself.

(see my ride Navigation Video)

Are you right for this ride?

When something goes wrong on a ride, would your riding friends say that you are more likely to need help or more likely to give help? You should be in the more likely to offer help camp. This ride is filled with riders that are more likely to give help, so most of the time the riders never need help. Additionally there is all the normal stuff, come prepared to maintain your bike, fix your bike on the trail, repair flat tires, deal with bad weather and rain and make a joke or two.

How do I make the GPS stuff so easy?

I develop very high quality ride maps custom for our ride. They come from much of what I and others have ridden. I take the best from all my rides and make new ones.

(See my Custom Ride Maps Video)

Note from me, gpsKevin

My goal for this ride is simple, great riding, so you can count on great routes and places to ride.

But in addition: the ride is about discovering new places, meeting new friends, seeing new parts of the Southwest.

Thanks

gpsKevin