Wisconsin Bike Tours

Wisconsin bicycle tour destinations

America's Dairyland has a lot more to show you than cows and cheese.  Frank Lloyd Wright architecture, a beautiful capital city, and the "Martha's Vineyard of the Midwest" and more make Wisconsin a place you must bike.  Join us on either of the following spectacular tours.

Wisconsin Tours from Carolina Tailwinds

Best of Madison

Come see for yourself why this region is annually rated as one of the top ten bicycling destinations in the country!  We start and end in Madison, a city which effortlessly blends big city culture with small town charm. 

This tour destination is available to private groups in 2022.  A great time to take this tour is the first or second week of June.  Contact us soon to start planning for your group.  Also available as a self-guided tour.
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Door County

With the blue waters of Green Bay to the west and Lake Michigan on the north, east, and south, Wisconsin's Door County is a 75 mile long peninsula of dramatic limestone cliff faces, white sand dune lined lakeshores and abundant pristine water views. Interspersed through the splendid natural scenery are inviting small towns and villages—each one charmingly different from the next.


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The Carolina Tailwinds Experience