Wilderness Waterway Kayaking

Miami, FL
HEADS UP: Our 2024 dates for this trip haven't been posted yet. Stay tuned!

This is a big one! We're planning two departures to kayak Florida’s 99-mile Wilderness Waterway this January and February. Our itinerary takes us from the northernmost to southernmost parts of Everglades National Park. Over eight incredible days, we paddle tight mangrove mazes, expansive bays, sawgrass prairies, and cypress forests. Each night, we self-support kayak camp on shell mounds, beaches, and elevated chickee platforms - directly over the water.

This is an explorer's delight! Our itinerary takes us into the most remote parts of the Everglades, far deeper into the backcountry than most National Park visitors venture. Our trip is punctuated by sighting diving pelicans, wading herons, industrious woodpeckers, and hundreds of other bird species. In the water, we keep our eyes peeled for sea turtles, dolphins, manatees, alligators, and even crocodiles!

This is one truly special place. Marjory Stoneman Douglas’ seminal book, The Everglades: River of Grass sums it up with the opening words, “There are no other Everglades in the world.” If you love paddling and are ready to experience a real backcountry adventure, escape with me to the Wilderness Waterway. There is no place else like it!

Matt Stan
Matt Stan, Bad Adventures founder

P.S. - Looking for a winter Florida escape, but prefer a milder kayaking adventure? Check out our 5-day Everglades & Keys Kayaking trip!

Is this for me?


We take on extended backcountry travel and are likely to encounter chop, cross-winds, and other challenges. You need previous kayaking experience and a sound foundation of paddling skills. Do you feel a little healthy intimidation approaching this trip? That’s A-OK! Are you a brand new paddler? This isn't the adventure for you. By the way, all kayaking gear is provided!

Backcountry Camping

We kayak camp for 7 nights in the Everglades backcountry on beaches, islands, and raised wooden platforms called chickees. Dome-style tents and self-inflating camping mattresses are provided.

Small Group

We’re big on keeping things small! Our group will be no larger than 4 incredible travelers plus one guide.


All our meals are cooked together at camp. Your guide has prepared scrumptious recipes, will provision the trip, and lead meal preparations. Our trips tend to be tasty affairs!

Traveling Solo?

This trip works well for couples, friends, and solo travelers. The adventures we plan seem to attract like-minded people. Odds are, you'll enjoy the company of your fellow travelers.

There’s no singles supplement fee!

What's Included?

8 Days of Incredible Guided Kayaking

Take on a little 99-mile paddling jaunt!

7 Nights of Backcountry Tent Camping

Tents and comfy camping mattresses are provided.

Kayak & Paddling Gear

We'll bring a single-person 16-foot sit-on-top touring kayak, paddle, lifejacket, dry bags, and more for you to use!

Services of a Guide

Friendly, accommodating, fully credentialed, and always professional.

7 Breakfasts, 7 Lunches, and 7 Dinners

Quality food provisions are important around here!

National Park Admission and All Permits

Sit back and relax! We've got the red tape covered.

Transportation in Florida

Ride in style in a comfortable Ford Transit passenger van.

Group Gear

Medical kit, satellite phone, navigation supplies, and more.

Shuttle Service

Packing your own boat? Your guide will shuttle you back to your vehicle at the end of the trip.

Not Included:

Your flights or other transportation to and from the trip, your accommodations the night before and the night after the trip, lunch on day 8, your personal clothing and gear on the packing list, travel insurance, and guide gratuity.

Important Details & FAQ

Real People.
Real Reviews.

I have many adventuring experiences with Matt Stan over the years. Matt has created a team of knowledgeable and...

Posted by Megan Lundy on Saturday, June 29, 2019

Meticulously planned adventures. World class guides. Friendly people. Delicious food. Spectacular sights. Epic experiences. I could go on....

Posted by Chris Nadovich on Sunday, June 16, 2019

Stay in the loop!

Subscribe to emails and learn about new trips and courses first. No spam. Unsubscribe anytime.

Photo courtesy of Matt Stan.
© 2013–2023 The Bad Adventure Company LLC. All rights reserved.