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Tours in the Midwest

If you think the entire Midwest is pancake-flat, you’ve got another thing coming. The middle of America is a prime cycling destination with hundreds of miles of rail trails, paved cycling paths, and empty country roads — not to mention some incredibly vibrant communities large and small. A tour in the Midwest can take you through rolling farm country, along meandering rivers, and next to pristine lakes (including a few particularly “Great” ones), and — yes — up and down more hills than you might expect! 

Great Lakes
Great Lakes

Inn to Inn. Enjoy incredible scenery and some of the best riding you can imagine on this inn-to-inn adventure. You’ll enjoy great riding with minimal gear and the added luxury of a roof over your head and a warm bed each night. Coupled with the route’s moderate terrain and manageable daily distances, this trip makes an excellent choice for beginners or for those wishing to enjoy more time out of the saddle during their vacation.

Intro to Road Touring - Wisconsin
Intro to Road Touring - Wisconsin

Self Contained. As the experts on self-contained bicycle travel, we'd like to share our knowledge by offering our Introduction to Road Touring (IRT) course. Two days of open-air, informal campground discussions will be followed by a fun, four-day tour of the West Bend, WI area.

Katy Trail
Katy Trail

Inn to Inn. There might not be a trail in the U.S. better suited for a relaxed ride than Missouri's popular Katy Trail. Car-free, virtually flat, and featuring a crushed-limestone surface, the trail dishes up plenty of towns and attractions (and ice cream stands) along the way to keep things interesting. This tour is perfect for any wanderer who enjoys meandering through small towns and stopping to smell the roses.

TransAm Express Westward
TransAm Express Westward

Van Supported. This take on a classic route should entice people who love riding trail systems. By riding the entirety of the C&O Canal Trail and Great Allegheny Passage in the east and Katy Trail in the Midwest before meeting up with the famed TransAm Trail in Colorado, this tour will have over 500 miles of bicycle paths and should be an experience of a lifetime for anyone looking for a transcontinental ride.

TransAm Westward
TransAm Westward

Self Contained. Thousands of cyclists have pedaled the 4,253-mile TransAmerica Trail and will tell you they captured a lifetime's worth of memories along their tour. For many traveling cyclists who haven't yet experienced the TransAm, it remains the holy grail of American bicycle tours.

Tour Team Top Picks

Grand Canyon
Grand Canyon

Van Supported. What better way to explore one of the world's most magnificent natural wonders than by bicycle? Grand Canyon National Park's remoteness, especially on the North Rim, can make planning multiday, self-contained cycling expeditions difficult, but that's where vehicle support comes in, letting you ride the trails load-free.

Ragin' Cajun Country
Ragin' Cajun Country

Fully Supported. Bicycle through the heart of Cajun Country and partake of all the food, music, and culture that Acadiana has to offer. On this relaxed tour you can enjoy jambalaya, crawfish pie, and gumbo, and you'll find that the spicy cuisine of southern Louisiana is complemented by its mellow terrain.

Great Divide Wind River
Great Divide Wind River

Van Supported. Celebrate more than 20 years of the Great Divide Mountain Bike Route along some of the famous route’s most remote and spectacular miles in the shadow of Wyoming’s mighty Wind River Range.