United States

United Kingdom

Deutschland

France

Australia

Nederland

Italia

Brasil

Canada

España

中国

Denmark

日本

한국

Norge

Россия Федерация

اللغة العربية

Sverige

Los Angeles

Las Vegas

Denver

Orlando

Chicago

Miami

San Francisco

EagleRider, the world's largest motorcycle rental, tour, and membership company, carries the largest selection of new Harley-Davidson, Yamaha, BMW, Honda, Indian, and more for rent and touring. All motorcycles are maintained to meet strict factory standards providing the most fun, safe, and affordable riding experience. EagleRider operates from over 200 worldwide locations, leads over 100 guided and self-drive motorcycle tours including Route 66 and the Wild West, and convenient one-way motorcycle rentals, luggage storage, free parking, free use of DOT-approved helmets, amazing Club EagleRider membership benefits, and more

Eagle Rider

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!


Chicago, IL

This is it friends!  We will grad our bikes from EagleRider Chicago and roll some awesome backroads to our hotel in the heart of the action in Milwaukee and the H-D 120th Anniversary.  Once settled, we’ll arrange a couple of meetups, as well as some guided rides to local events being offered.  You’re also always welcome to sneak off and do your own thing.  The 120th means something different to each rider, and we encourage you to explore with the group and on your own for the next few days.  

Chicago – Milwaukee, WI

#<City:0x00005619b1a1aa60>, #<Region:0x00005619b19e5ef0>

Late Model Motorcycle Rental

You are guaranteed to get the motorcycle of your choice. 

Bike Model Guarantee

Start your day with a once in a lifetime flight over the South Rim of the Grand Canyon. 

Grand Canyon Helicopter Tour

Top customer rated motorcycle friendly hotels are included. You can always count on a clean room, comfortable bed, hot shower, and walking distance to area restaurants, bars, and attractions. A nice mix of popular hotel chains as well as iconic boutique properties. 

3 - 4 Star Motorcycle Friendly Hotels

Fuel on Riding Days

Custom Armored Riding Jacket

Breakfast on Riding Days

Hosted Welcome Dinner

Half-Shell Helmet for Rider and Pillion

We guarantee you saying goodbye is going to be the hardest part about this journey but we'll do our best to make sure your sendoff is as epic as the road you just travelled. 

EagleRider Legendary Farewell Party

There's no better way to experience riding in the USA than with an authentic American tour guide to show you the hidden roads, saloons, and attractions that you would never find on your own. 

Experienced Multilingual Tour Guide

Ride with the reassurance of knowing that your fully equipped support vehicle is always riding safely behind the group. 

Support Vehicle Equipped for Luggage and Spare Bike

Everyone knows the real work on a tour is done by the support driver; a concierge, and personal assistant all rolled into one. 


Support Vehicle Driver

Don't limit yourself to traveling with only what you can pack on a motorcycle. We ask that you limit each person to 1 suitcase and carry-on to be put in the support vehicle.

Door to Door Luggage Service

Restaurant reservations, show tickets, bottle of champagne for a special occasion, or anything else you can dream of, is just a phone call away. 


EagleRider On-Road Concierge

Mobile Tour Guide App

This is your badge of honor to show your friends, family, and fellow riders back home that you have completed a journey most of them will only dream of. 

Custom Tour Completion Patch

National Park Entrance Fees

Hotel Parking Fees

Transportation between Tour Hotel and EagleRider Locations

Toll Fees

Airfare

Meals except where specified

Anything not listed in “What’s Included” above

EagleRider's world famous H-D VIP Tour is a Guided Motorcycle Tour starting in Chicago and lasting 3 days.

H-D VIP Tour | Guided Motorcycle Tour

H-D VIP Tour

Guided

H-D VIP Tour

Guided Tour - 3 Days/ 2 Nights

Overview

90 mi
144 km

Summer

67 - 105 °F
19.4 - 40.6 °C

Book Your Tour

Starting At $903

Bike Selection

Include Bike

Select Tour Package

Package 1

Package 2

Number of Tour Packages

Tour Itinerary

H-D VIP Tour

Book Your Tour

Starting At $903

Bike Selection

Include Bike

Select Tour Package

Package 1

Package 2

Number of Tour Packages

This site uses cookies.

H-D VIP Tour

Guided Tour - 3 Days/ 2 Nights

Overview

90 mi144 km

Summer

67 - 105 °F19.4 - 40.6 °C

Book Your Tour

Starting At $903

Bike Selection

Include Bike

Select Tour Package

Package 1

Package 2

Number of Tour Packages

Tour Itinerary

H-D VIP Tour

Book Your Tour

Starting At $903

Bike Selection

Include Bike

Select Tour Package

Package 1

Package 2

Number of Tour Packages

This site uses cookies.

90 mi
144 km

67 - 105 °F
19.4 - 40.6 °C