Itineraries in Chicago

Chicago isn’t just a city, it’s an experience. Nestled on the shores of Lake Michigan, the Windy City offers a dynamic blend of iconic architecture, world-class museums, and an unmistakable […]

One of the most renowned driving routes in the world, historic Route 66 is on many peoples bucket lists, and for good reason. Spanning from Chicago in the east to […]

Blues, Blue Ridge, and BBQ is a journey where unforgettable roads, music and food meet at every turn. From the grand plantations of the Mississippi to Nashville, the heart of […]

EagleRider’s world-famous Route 66 motorcycle tour follows the original “Mother Road” for 1,400 miles from Chicago to Albuquerque, crossing five states and two time zones. Ride through preserved 1950s Americana, […]

EagleRider’s Route 66 motorcycle tour follows the iconic “Mother Road” from Chicago to Los Angeles, spanning 2,400 miles and eight states. Steeped in history, nostalgia, and Americana, it passes classic […]

This itinerary starts in Chicago and follows the full route to Los Angeles, before taking in the California Coast along Route 1 – so you get two iconic American routes […]

This cross-border motorhome itinerary allows you to explore the tranquil shores of Lake Michigan, experience the ‘Blues’ of Chicago, the ‘Motown’ of Detroit and the ‘Rock ‘n’ Roll’ of Cleveland, all before heading to awe-inspiring Niagara […]

The Great Lakes are a freshwater treasure trove of wild islands, unusual geology and legendary waterfalls. Starting in Chicago, this memorable itinerary journeys through Michigan and Wisconsin, exploring Lake Michigan, […]

Route 66 spans across North America, from Chicago in the east to Los Angeles in the west. Covering over 2,000 miles, it takes three weeks to complete the journey in […]