Two Wheels Around Michigan | Six Days Exploring the Upper Peninsula
We left the cornfields of central Illinois behind for a six-day motorcycle adventure through Wisconsin and Michigan, with our sights set on the beautiful scenery and winding roads of Michigan’s Upper Peninsula.
Along the way, we explored the shores of Lake Michigan, Lake Superior, and Lake Huron, rode scenic roads like H-58 and the famous Tunnel of Trees, and visited unforgettable places including Pictured Rocks and the Mackinac Bridge.
Of course, a motorcycle road trip wouldn’t be complete without a few unexpected detours, long days in the saddle, and moments that didn’t quite go according to plan.
Follow along as we discover new roads, take in some incredible scenery, and experience everything this six-day adventure has in store for us.
1,551
MILES RIDDEN
6
DAYS ON THE ROAD
4
STATES TRAVELED
JULY 26-31
2026
Our Six-Day Adventure
300 Miles to Wisconsin – Riding One of Illinois’ Best Motorcycle Roads
Our Michigan motorcycle adventure begins with a 303-mile ride from central Illinois to Watertown, Wisconsin, including a planned 30-mile detour to explore Rock River Road near Dixon. Was it worth the extra miles? We definitely have our opinions!
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The Ride Into Michigan’s U.P. Was Better Than We Expected
From Watertown, Wisconsin, to Michigan's Upper Peninsula, Day 2 brought a close call with severe weather, our first stop at Lake Michigan, and some unexpectedly beautiful shoreline riding on the way to Gladstone.
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Lake Superior, the Log Slide & Our First Pasty | Exploring Michigan’s U.P.
Our first taste of Lake Superior, our first U.P. pasty, and a ride along H-58 through Pictured Rocks National Lakeshore. Between the beaches, overlooks, and incredible scenery, we found plenty of reasons to keep stopping.
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Mackinac Bridge, Lake Huron & the Wrong Hotel
A nerve-racking ride across the Mackinac Bridge, a hotel reservation mix-up, and a broken motorcycle boot. Day 3 ends with beautiful Lake Huron views, an evening ride toward Cheboygan, and a moonrise on the beach.
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