Bike and Kayak Tours in Wisconsin: The Best of Both Worlds

Emmy B.
May 2, 2025
5 min read
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You’ve just finished a scenic ride through rolling hills. Your legs are buzzing with energy as you slow down. Then it’s time to switch gears, literally. You hop into a kayak, push off from the shore, and glide across calm waters. That mix of movement and relaxation is what makes bike and kayak tours such a thrill. 

With its forested trails, quiet lakes, and winding rivers, Wisconsin is one of the best places for these kinds of dual-sport adventures. This is why it’s no surprise that bike and kayak tours Wisconsin are quickly becoming a favorite for nature lovers, outdoor enthusiasts, and weekend explorers looking to pack more into every trip.

Want to experience the best of both worlds? Here’s a quick guide about Wisconsin’s best bike and kayak adventures.

Why Combine Biking and Kayaking in Wisconsin?

If you’re looking to mix things up outdoors, bike and kayak tours are a perfect way to do it. And Wisconsin is the ideal place. 

The state’s variety of landscapes means you can ride through forested trails, coast along bluff-lined roads, and then paddle across calm lakes or gently flowing rivers, all in the same day. 

For multi-sport adventurers or anyone who wants more than just one activity, this combo offers the best of both worlds. Biking gets your heart pumping, while kayaking gives you time to slow down and take in the scenery. It’s also a great way to explore different corners of Wisconsin in a single weekend, whether you're after a challenge, relaxation, or a bit of both.

Where to Bike and Kayak in Wisconsin: Top Bike and Kayak Tours in Wisconsin

When it comes to unforgettable bike and kayak tours, Wisconsin delivers a mix of scenic trails, peaceful rivers, and diverse landscapes that suit all types of adventurers. From laid-back day trips to multi-day endurance challenges, there’s something for everyone.

Here are the best tours to consider.

Driftless Area

Known for its glacial valleys, winding roads, and spring-fed rivers, the Driftless Region offers some of the most dramatic scenery in the state. It's a hotspot for the best bike and kayak tours Wisconsin has to offer, especially among those looking for more of a challenge. 

One of the most unique ways to explore the Driftless Region is The Lil’ Drifty—an unscripted 3-day journey curated by Lost Travel. Clocking in at roughly 100 miles of biking, kayaking, and camping, this choose-your-own-pace adventure winds through southern Wisconsin’s rivers and steep ridgelines near Madison. It’s not about racing. It’s about pushing your limits, sharing riverside laughs, and soaking up the wild, scenic energy of the Driftless with an epic crew.

Door County

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If you’re after something more relaxed, Door County is something worth considering.

Bike along scenic shoreline trails and then kayak on the clear waters of Lake Michigan. Many tours also include guided wildlife spotting, from herons and pelicans to the occasional seal or eagle sighting. 

With charming towns, great food, and gentle terrain, this area is perfect for families, couples, or beginners who want a scenic and stress-free outing.

Northwoods

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For a remote, full-day adventure, head north. The Wisconsin Northwoods offer fat biking trails through dense forests and peaceful paddles across crystal-clear lakes. 

This region is all about unplugging: no crowds, just quiet trails, cool waters, and maybe a loon call or two. If you're looking for solitude, rugged beauty, and a deeper connection to the wild, this is your spot.

Planning a Bike and Kayak Tour: What You Need to Know

Thinking about trying one of the many bike and kayak tours Wisconsin has to offer? Great choice, as these trips are an awesome way to explore the state’s natural beauty. However, keep in mind that planning goes a long way in making sure your adventure runs smoothly. 

How do I plan a bike and kayak tour?

Start by choosing a region that matches your interests and comfort level, whether it’s the rugged Driftless Area or the calm lakes of Door County. 

Also, decide how much time you have, what kind of scenery you want, and whether you're looking for a serious workout or something more relaxed.

Guided vs. Self-Guided Tours

Guided tours are great if you want everything handled for you, including routes, gear, even meals in some cases. They’re also helpful for beginners or anyone unfamiliar with the area. 

Self-guided tours offer more flexibility and are ideal if you prefer to move at your own pace. However, they require more planning and navigation.

What Gear to Bring or Rent

At a minimum, you'll need a reliable bike, a kayak or canoe, and a personal floatation device. Many tour companies offer gear rentals, so you don’t always need to bring your own. 

Don’t forget essentials like a helmet, dry bag, sun protection, water, and weather-appropriate clothing for both biking and paddling.

Fitness and Experience Level

You don’t need to be a triathlete, but a moderate level of fitness helps, especially if your tour includes hills, headwinds, or longer distances. 

Most tours will note the difficulty level, so make sure to choose one that matches your biking and paddling experience. Guided trips often include support or shortcuts for those who need them.

Transportation Logistics

Check if the tour is a loop (starting and ending at the same spot) or one-way, which might require a shuttle service for you or your gear. 

Many guided tours include transportation, but if you’re going the self-guided route, you may need to arrange your own ride back or plan a route that circles back to your starting point.

Conclusion

If you're looking for a fun, active way to explore the outdoors, bike and kayak tours are a great way to go. Wisconsin’s mix of trails, lakes, rivers, and scenic backroads makes it the perfect place to try a dual-sport adventure, whether you’re into laid-back day trips or want to take on something more challenging. 

There are plenty of options out there, including endurance-style events like the Lil’ Drifty. No matter your pace or experience level, the best bike and kayak tours Wisconsin has to offer are there to let you see the best of the state from two unforgettable angles — on the trail and on the water.

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