Ten Thousand Islands Kayaking

Miami, FL
HEADS UP: Our 2023 dates for this trip haven't been posted yet. Stay tuned!

New for 2022! A moderate-intensity, warm-weather coastal kayaking escape designed for people who love to paddle!

I know so many amazing intermediate paddlers. I had you in mind when designing this trip. It’s a big, 5-day wilderness kayaking trip, but - to take the pressure off - it’s arranged with two nights at each of two backcountry campsites. That means our paddles on days 2 and 4 are optional. On those days, you can choose to explore mangrove island mazes and look for diving pelicans on the water with me - or you can take it easy, soak in the scenery, and enjoy a paperback at our Gulf of Mexico campsites.

Speaking of those campsites: they’re stunning. We camp on white sand beaches all four nights of the adventure.

The trip intensity is moderate. We travel up to 13 miles per day, which is a little more than our Everglades & Keys Kayaking itinerary.

So what are you waiting for? Join me for an amazing adventure this winter in Florida’s Ten Thousand Islands!

Matt Stan
Matt Stan, Bad Adventures founder

P.S. - Be sure to also check out our slightly milder Everglades & Keys Kayaking adventure.

Is this for me?

Small Group

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


We paddle 33 to 50 miles in single-person sit-on-top touring kayaks over 5 days. We travel less than 13 miles per day and the paddles on days 2 and 4 are optional. The physical activity is moderate, but the paddling is sustained for a few hours each day. Depending on conditions, it’s possible that we encounter chop and crosswinds. All kayaking gear is provided!


We camp all four nights of the adventure in the Ten Thousand Islands backcountry. However, we only move camp once during the trip; on day 3. 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!

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...


To the Gulf Coast!

Welcome to warm, sunny Florida! We pick you up from any of the designated gateway hotels near Miami International Airport. Arriving via Ft. Lauderdale Airport? Take the Tri-Rail train south and we'll meet you at the Miami Airport Station.

We point the van west and journey to the Ten Thousand Islands on the Gulf Coast.

At our put-in, we reorganize our gear into the provided dry bags and enjoy a tasty lunch. We load our boats and paddle 8-miles to our first camp in the Ten Thousand Islands backcountry. We set up tents, enjoy a yummy dinner, and close out the day by taking in our first of four sunsets over the Gulf of Mexico. Now this is the life!

Meals Included: Lunch, Dinner

Explore the Islands

Today’s optional paddle takes us into a maze of mangrove islands. We look for diving pelicans and dolphin pods along the way!

Prefer to take it easy? You can stay at camp, walk the beach, and enjoy some well-earned R&R.

A scrumptious hot dinner caps off a magnificent day in the wilderness.

Meals Included: Breakfast, Lunch, Dinner

Along the Coast

After a hearty breakfast, we pack up camp, load the boats, and weave our way through barrier islands along the Gulf of Mexico. Flocks of wood storks and white ibises cheer us along!

Our beach campsite for the final two night of the trip awaits us after 12–13 miles of paddling.

Meals Included: Breakfast, Lunch, Dinner

Optional Paddle

The final optional day paddle draws us away from the coast as we ride the tide in to explore a tidal river. Total paddling distance is about 10-miles. Like on day 2, you’re also free to skip the kayaking and relax at camp.

Meals Included: Breakfast, Lunch, Dinner

Paddle Out

Wait? The adventure’s ending? After our final breakfast together in the backcountry, we load the kayaks and ride the tide in as we return to our put-in. It’s a 13-mile paddle.

The adventure concludes with lunch at a local restaurant (not included) and a drive back to the Miami area. What a trip!

Meals Included: Breakfast

What's Included?

5-Day, 4-Night Kayak Expedition

A backcountry paddling adventure through mangrove mazes and barrier islands.

4 Nights of Spectacular Tent Camping

We spend all four nights camping on white sand beaches in the backcountry. 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 or Two

Friendly, accommodating, fully credentialed, and always professional.

4 Breakfasts, 4 Lunches, and 4 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.

Not Included:

Your flights or other transportation to and from the trip, your accommodations the night before and the night after the trip, dinner on day 5, 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.

© 2013–2022 The Bad Adventure Company LLC. All rights reserved.