Everglades & Keys Kayaking

Miami, FL
HEADS UP: Our 2021 dates for this trip haven't been posted yet. Stay tuned!

I’m beyond excited to share this trip into a unique wilderness and a subtropical escape. The Everglades and the Florida Keys are two of the most amazing paddling destinations in the world. As we explore, we encounter gentle manatees, curious dolphins, and hundreds of bird species. Along the way, we beach camp before glowing sunsets, weave our way through island mazes, and learn about crazy ideas to build railroads across open water.

Ticking items off bucket lists, we experience tidal paddling and backcountry self-supported kayak camping. However, we keep the intensity mild, to make the trip accessible to adventurers of lots of skill levels.

So, let's do this! Join us for a kayaking adventure of a lifetime!

Matt Stan
Matt Stan, Bad Adventures founder

P.S. - Want an even bigger Everglades kayaking adventure? Check out our 8-day Wilderness Waterway Kayaking trip!

Is this for me?

Small Group

We keep it to no more than 8 amazing travelers plus a guide or two.


The first two nights of the trip are at our comfy base camp at Long Pine Key. The final two nights of the adventure we spend in the Everglades National Park backcountry on a self-supported kayak camping trip. Dome-style tents and self-inflating camping mattresses are provided. You won’t share a tent unless you specifically request to.


Most of our meals are cooked together at camp. Your guides have prepared scrumptious recipes, will provision the trip, and lead meal preparations. This is gonna be yummy!


We paddle single-person sit-on-top touring kayaks. The physical activity is mild, but the paddling is sustained for a few hours each day. All kayaking gear is provided!

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!

Here's the plan...


Everglades Ho!

Meet your guides, at either the Fort Lauderdale Airport Tri Rail station (at 6:55 AM) or in your hotel lobby near Miami International Airport (between 8:30 and 9:00 AM).

Let's hit the road! We load the van and drive south, watching the Miami skyline give way to the wetlands of the Everglades. Our first stop? Flamingo Visitor Center to get a lay of the land.

We're here to go kayaking though, right? We put-in on Florida Bay for a day paddle to a beautiful bay within the bay, called Snake Bight. There's a good chance of seeing a variety of birds, dolphins, and manatees! We eat a yummy lunch in our kayaks.

In the late afternoon, we pitch our comfy basecamp at Long Pine Key and chow-down a signature Bad Adventures frontcountry camp dinner.

Meals Included: Lunch and Dinner

To the Keys, Please!

Your guides whip up a hearty breakfast to start the day. We leave our tents pitched, load the van, and point the wheels past the southern tip of the Florida Peninsula. We leave wetlands behind, in favor of blue water and bluer skies.

More kayaking awaits! We put-in at Marathon to paddle to Pigeon Key, a 5-acre island containing 8 buildings on the National Register of Historic Places. We’re treated to a tour and learn about the Key’s significance in the construction of the Florida Overseas Railroad, which connected Key West to mainland USA from 1912 to 1935.

We paddle to a restaurant lunch overlooking Boot Key Harbor, then circumnavigate Boot Key to return to our put-in. We finish the day with a stop at a Florida Tiki Bar and dinner back at camp.

Meals Included: Breakfast and Dinner

Ten Thousand Islands

We organize our gear into dry bags (provided) as we strike camp. This morning we travel to Everglades City, the gateway to the next phase of our adventure in the Ten Thousand Islands.

After a final gear-check, we put-in for three-days of self-supported backcountry kayak camping within the National Park. We paddle 6 to 10 miles to a gorgeous beach campsite.

We watch the sunset over the Gulf of Mexico and wind down in front of a golden beach campfire.

Meals Included: Breakfast, Lunch, and Dinner

And Wait, There’s More

Nothing beats waking up to a new day in the backcountry. We start to get into the rhythm of our trip as we pack up camp and paddle an additional 6 to 10 miles to our final campsite.

Meals Included: Breakfast, Lunch, and Dinner

Just Like That, It’s Over

We struggle to keep the “trip’s almost over” sad sniffles at bay, pack up camp one final time, then explore part of the Wilderness Waterway as we paddle back to Everglades City.

We load up our kayaking gear and return to Miami. Your guides can drop you off at any of the six designated gateway hotels near Miami International Airport, or the Tri Rail station for a return train ride to the Fort Lauderdale Airport area. The trip will end by 5:00 PM.

Meals Included: Breakfast and Lunch

What's Included?

5 Days of Incredible Guided Kayaking

Explore Flamingo, the Keys, and the Ten Thousand Islands.

3-Day, 2-Night Kayak Expedition

The trip culminates with a backcountry adventure off the beaten path!

4 Nights of Spectacular Tent Camping

We stay at beautiful sites! Tents and camping mattresses are included.

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 or Two

Friendly, accommodating, fully credentialed, and always professional.

4 Breakfasts, 3 Lunches, and 3 Dinners

We’re talking about meticulously planned yummy provisions.

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.

Pigeon Key Tour

Explore the history of the Overseas Railroad, “Eighth Wonder of the World.”

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 2, tiki bar libations, 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.

© 2013–2020 The Bad Adventure Company LLC. All rights reserved.