the lil drifty wisconsin

AUGUST 7 - AUGUST 10, 2025

A 3-Day 100-Mile Kayak & Bicycle Challenge Across The Driftless Region Around Madison, Wisconsin

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What Makes It Great
Safe-ish
While it’s very unlikely you’ll die, there is always the off chance that you flip your canoe, run your bike into a cow, or get attacked by an eagle. We won’t be holding your hand, but we will do our best to keep you out of the hospital.
Unconventional
While our event does require physical activity we are more about the fun than the run. Wear a chicken suit? Encouraged. Hit every dive bar along the way? It’s a strategy. Your goal is to have fun & make it to the finish line.
Camaraderie
Nothing bonds total strangers like a shared struggle and positive attitudes. Our events bring together unique outgoing folks from all over the world with a passion for unscripted fun.
Drifty-Fest
We want you to finish with a bang. That’s why we host the Drifty Fest. An epic party with live music, great food, local brews & hilarious awards. This is an event you can invite your friends and family as well!
THE ROUTE

the Loose route

The Lil' Drifty isn't about following some pre-planned, boring route.  We'll get you started, point you in the general direction of awesome, and then... you're on your own (mostly).. We'll handle the logistics – bikes, boats, the occasional 'don't die' pep talk – but the rest is up to you.  Feel like paddling down that sketchy-looking creek?  Sure, why not?  Think that abandoned logging road looks like a shortcut?  Knock yourself out!  

THE RATES

pricing & inclusions

What’s included?

Can you put a price on lifelong memories and friendships?  Probably not, but we can put a price on the Lil' Drifty, and it's a steal!  You get: entry into the adventure, your trusty kayak or canoe, bike transport at the transition points, luggage storage, some sweet swag to show off your Drifty cred, a shiny medal because you're awesome, some other surprises and food & drinks at the epic finish line party a.k.a. DRIFTY FEST

JOIN THE WAITLIST FOR FREE
register
(1) PERSON
(1) KAYAK
INDIVIDUAL
FOR ONLY
$ 300
register
(2) PEOPLE
(1) CANOE
TEAM OF 2
SAVE $50!
FOR ONLY
$ 550
register
(3) PEOPLE
(1) CANOE
TEAM OF 3
SAVE $150!
FOR ONLY
$ 750
register

NOT YET READY TO BOOK?

LOCK IN YOUR SPOT
FOR ONLY
$ 50
reserve
I did the Lil’ Drifty with three girlfriends. It kicked our butts but was oh so much fun and led to some ridiculous stories.

samantha, 42

This event taught me it's okay to rely on the kindness of strangers (in fact, it might be better to embrace it).

Brennan, 54

The Driftless 250 is what I imagine going through the laundry is like. You get kind of dirty, then get sort of wet, then you kind of get the shit kicked out of you for a little bit but at the end you have this really warm and fuzzy feeling and you want to do it again.

walker, 38

An incredible trip where you’ll learn more about yourself than you anticipate. You’re never technically far from civilization but it feels like you’re in your own private nature preserve. The perfect combination of relaxation and exertion.

erik, 40

Too many crazy stories to count. We spent one night on a hippie commune and partied til 3:00 am with them. Another day we biked up to a dairy farm to try fresh cow milk and got a private tour, A LOT of fresh milk & ended the night at the farmer’s cousin’s bar. It was utterly ridiculous.

Nick, 34

what to expect

general itinerary

the lil drifty wisconsin

A weekend triathlon of biking, canoeing, camping. Explore Driftless and find some treasure.

HAPPENING ON
AUGUST 7 - AUGUST 10, 2025
THE ROUTE

Lil Drifty

The Driftless area of Wisconsin is legendary. Legend has it the Laurentide ice sheet was crushing on it so hard it decided to spare it from its destruction.

In addition to its steep and rugged landscape, it has the largest concentration of cold water streams in the world as well as an endless supply of rolling wooded hills. Oh and perhaps you’ve heard of the Wisconsin River, the longest free-flowing stretch of river in the Midwest. It’s chock full of islands and sandbars.

You’ll begin and end just a few miles from the Dane County Regional airport (MSN). After you bike to the river on Day 1 we’ll take your bike and throw a canoe at you. Once you paddle your way to Peck’s Landing (21 miles) we’ll swap again and you’ll head back to the start (about 50 miles) on Day 2.  We take care of all the boring logistic stuff.

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join the waitlist

Stay tuned for registration.
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1
“An incredible trip where you’ll learn more about yourself than you anticipate. You’re never technically far from civilization but it feels like you’re in your own private nature preserve. The perfect combination of relaxation and exertion.”

Erik

3rd Edition
2
“An incredible trip where you’ll learn more about yourself than you anticipate. You’re never technically far from civilization but it feels like you’re in your own private nature preserve. The perfect combination of relaxation and exertion.”

Erik

3rd Edition
3
“An incredible trip where you’ll learn more about yourself than you anticipate. You’re never technically far from civilization but it feels like you’re in your own private nature preserve. The perfect combination of relaxation and exertion.”

Erik

3rd Edition
4
“An incredible trip where you’ll learn more about yourself than you anticipate. You’re never technically far from civilization but it feels like you’re in your own private nature preserve. The perfect combination of relaxation and exertion.”

Erik

3rd Edition
5
“An incredible trip where you’ll learn more about yourself than you anticipate. You’re never technically far from civilization but it feels like you’re in your own private nature preserve. The perfect combination of relaxation and exertion.”

Erik

3rd Edition
faqs

infrequently asked questions

Find answers to common questions about our events.
How should I pack?

Two panniers are standard and should be sufficient. Bring a slingshot and a pair of fresh underwear, just in case. We'd recommend a tent since that's the most versatile, but hammocks are doable if you want to pack light. Make sure to bring all of your own biking safety gear: helmet, gloves, etc. The kayak/canoe rental comes with life vests, paddles, etc.

On land, you'll have access to bathrooms wherever you go. When you're on the river, the only option is to dig a hole and poop in it, so we recommend bringing a cat trowel. Also, bring a spare tube for your bike tire along with anything you'd need for bike maintenance. We'll have a mobile bike shop at the kickoff, but once you leave the start line, everything is on you, Drifty style.

What meals do I need to plan for?

Kickoff night and Sunday afternoon meals are on us! In between, you’re on your own. There are ample grocery stores and restaurants along the biking route (no matter which way you go!) so we don't think you need to bring a ton of food to start. Many people will stop at the grocery store before getting on the canoes. This is a good time to stock up on water, drinks, food, etc. At the transition to canoes we'll have some fire wood you can take with you so you can have a camp fire.

What do I do with my car for the week?

Our best advice is to not bring a car with you. The best car is no car. Ideally, get yourself dropped off at the kickoff camp and have someone meet you at Drifty Fest. We'll even toss them a free beer. If that's not possible, there is paid, secure parking at the Dane County airport. The covered ramp costs $10/day, the surface lot is $8/day, and the economy lot is $6/day. Pro tip: The finish line is only 2 miles from the airport. Alternatively, there's free surface parking at the Dutch Mill Park & Ride, which is 10 miles to the start line and 6.5 miles to the finish line.

Do you have any tips?

Wave at everybody—it's a Wisconsin thing. Avoid Highway 18. Try Spotted Cow—if you haven’t done it, do it. Tie your canoe to something. It's an adventure, get drifty with it.

Are there any rules?

No camping on the shoreline unless you're in a campground. Islands and sandbars are okay! No glass containers. No fireworks. Fun—have it.

Can you tell me more about the route?

The route will take you through the awesome Driftless Region on Wisconsin. See itinerary.

What if I sign up alone?

No worries. Your future best friends already signed up for this trip. Our kickoff festivities are all about building camaraderie so you won’t have to ride solo.

What can I do with my extra luggage?

You can shove it in the Lost Wagon at the start line and have access to it most evenings at our accommodation stop.

Do I need a bike or a kayak/canoe?

A kayak and canoe are included in your registration. We recommend bringing your own bike. However if this isn’t an option, we will set you up with rental options.

Still have questions?
Contact our team for further assistance.

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The Countdown Begins

47

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28

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08

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11

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Grab your gear, rally your crew, and prep for a weekend of non-stop fun, laughs, and unfiltered camaraderie.

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