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Middle School

Maine – Island Adventure

Discover your inner strength, build lifelong friendships, and embrace adventure on this 7-day Maine island journey filled with sailing, climbing, and self-discovery.

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Maine

A group of about a dozen people are standing on a rocky surface in front of a large rock wall. They appear to be climbers, as some are wearing helmets and harnesses, and ropes are visible. The rock wall is gray and textured, with some dark patches. The people are dressed in a variety of casual clothing, and the overall scene suggests an outdoor adventure activity.
CB20 Course Overview

About This Course

Activity

  • The image shows a stylized, blue drawing of a foot and ankle, possibly representing a ballet dancer's foot in a pointe shoe. The foot is positioned vertically, with the toes pointing downwards. The drawing has a simple, almost cartoonish style, with thick lines outlining the shape of the foot and shoe. The background is black, which makes the blue drawing stand out. The image could be used to represent dance, movement, or elegance. Rock Climbing
  • The image shows a simple, cartoon-style drawing of a sailboat. The sailboat is depicted in blue against a black background. It has a triangular sail, a hull, and a small flag at the top of the mast. The drawing is basic, with thick lines and minimal detail, giving it a childlike or sketch-like appearance. The overall impression is that of a quick, hand-drawn illustration of a sailboat. Sailing
  • The image shows a stylized, blue-outlined graphic against a black background. Two hands are cupped together, as if holding or presenting something delicate. Above the hands, there are three leaf-like shapes, suggesting a plant or nature. The overall impression is one of care, growth, or environmental stewardship. The simplicity of the design and the use of a single color give it a clean and modern look. Service Projects

Setting & Location

  • The image shows a dark background with blue, pixelated shapes clustered in the lower-left and upper-left areas. These shapes might represent landmasses or abstract forms, with some resembling islands or coastlines. The pixelated style gives the image a retro or digital aesthetic, and the contrast between the blue and black creates a stark visual effect. Coastal
  • airplane Course Start Location: Portland, Maine
  • airplane Course End Location: Portland, Maine

Session Details

4 sessions are available for this course

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What You'll Learn

On Outward Bound courses designed for middle schoolers, you’ll do exciting things with new friends, build confidence, and discover you’re capable of more than you know! You’ll have fun, work on your willpower and crush right-sized challenges – together.

The photo shows three people on a sailboat. A young woman in the foreground is smiling and wearing a life jacket. Another person is behind her to the right, also wearing a life jacket and looking towards the front. A third person is partially visible in the background. The sailboat has a white sail and is on the water. The sky is overcast.

What You'll Do

Learn to sail and row a 30-ft. open sailboat, read wind and weather, belay and climb sea cliffs, cook over a camp stove, and set up and organize your campsite. Take part in island hikes and service projects and build decision-making, problem-solving, and leadership skills every day.

Four people wearing helmets are sitting on a rocky outcrop, looking out at the ocean. The sky is clear and blue, and the water is a deep blue color. There are some waves crashing against the rocks in the distance. The people are all wearing different colored helmets, and they appear to be enjoying the view.

Where You'll Be

Your course takes place on Burnt Island, a 265-acre, spruce-covered island off the coast of Maine. Surrounded by rocky shorelines, quiet coves, and open ocean, you'll explore a stunning coastal landscape rich with wildlife like seabirds, seals, and porpoises.

Two young climbers are preparing for a climb near the ocean. The climber on the right, wearing a blue helmet and a dark t-shirt with the Adidas logo, is adjusting the rope. The climber on the left, also wearing a blue helmet, is holding the rope. They are surrounded by rocks, and the sea is visible in the background.

Why It Matters

You belong here! Outward Bound is a unique place to try new things, make friends, and discover your strengths. Building community – and new skills – through adventure is what we’re all about. Find your crew here!

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CB11 Scrolling Bullets

Confidence Starts Here

What if you learned how to face obstacles head-on while feeling brave, included, and proud of who you are?

Educational Approach

One-Week Courses for Middle School

Try exciting things and practice new ways of connecting with your group. You’ll take on challenges, weigh healthy risks and work together with your crew to find success! Are you ready for adventure? Let’s go!

Bravery Meets Belonging

Uncover your own bravery with support from your crew. Meet challenges designed to activate your strengths, develop persistence, and show you what you’re made of—even when things get tough.

Skills for Life

You’ll practice key skills like communication, taking initiative, and problem-solving with purpose. You’ll be given space to make choices – and take responsibility for them. Through trial and error, learn how to face obstacles head-on—growing more capable with every step.

Stronger Together

You won’t go it alone—crew is everything. You’ll explore common ground with your crew while also learning how to acknowledge each other’s uniqueness in a group where every voice matters.  You will learn how to face challenges as a supportive team, forging strong friendships.

CB39 Table Feature

Sample Itinerary

Here’s an example of what your course itinerary might look like. The actual plan will depend on permits, weather, group skills, and instructor evaluation.

Swipe on table below to view more.

7-Day Course

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Day 1 Travel to Course, welcome, equipment issue and check, introduction to Maine Coast
Day 2 Transport to Burnt Island, remote camp set up, evening hike
Day 3 Rock climbing and rappelling (weather-dependent)
Day 4 Service project, solo, or instructor-led activities; introduction to pulling boat
Day 5 Pulling boat adventure; night on the pulling boat
Day 6 Travel back to Burnt Island, take down camp, and return to the mainland; evening celebration dinner
Day 7 Course graduation; depart for the airport
CB27 Pull Quotes
A group of people wearing helmets are sitting in a circle on a grassy area near trees and a body of water. They appear to be engaged in a discussion or activity, possibly related to outdoor adventure or team building. The helmets suggest a focus on safety, and the setting implies an outdoor or recreational context.

On this Outward Bound trip, I was able to learn so much about what I am capable of. Not only did I meet new people and make connections that will last a lifetime, but I also pushed myself to try lots of new things that expanded my horizon.

Aubrey

Outward Bound has been one great adventure. From rowing through the endless fog to climbing on the side of cliffs, this adventure will live in us forever.

Greta

CB17 FAQs

FAQs

I don't have a lot of outdoor experience—can I still be successful?

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Absolutely. Your motivation to learn new skills and work with others is just as important as what you already know. Many of our students have never spent an extended period of time in the wilderness. From the moment you arrive, your instructors will teach you and your group the skills necessary to be safe and successful.

What gear will I need?

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After enrollment, your Course Advisor will be in touch to provide you with a link to your Course Page, where you will find a list of required clothing specific to your course – including items such as footwear, clothing, and other personal equipment.

Outward Bound will provide technical gear that includes course items like sleeping bags, sleeping pads, tents/tarps, packs, and cooking gear.

Can I bring my phone or tablet on course?

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This course is a technology-free adventure! Although you may travel to and from your course with your cell phones, iPods, tablets, and laptops, once you arrive, everything will be stored in a locked area in your luggage until course end.

Although some students are hesitant about this at first, many reflect on their experience as a well-needed break from screens and social media. It means more time to be present with nature—and your crewmates too.

What does the cost of the course cover?

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The total cost includes all tuition and fees for the course. Tuition covers the cost of food, instruction, permits, technical gear, and equipment while on course. Courses going to Costa Rica and the Bahamas also include on-call international insurance (more information provided after enrollment).

Not included in this total cost are personal expenses such as clothing, health & travel insurance, airfare, and baggage fees.

Can I earn college credit from this course?

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Yes! Academic credit is available for Outward Bound courses by transferring credit through our partner colleges or by arranging your own independent study. Click here for more information about receiving academic credit.

Can I use my 529 Plan or college fund to pay for this?

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Thanks to Outward Bound’s partnership with Western State Colorado University, we can accept 529 College Savings Plan through their Extended Studies program, and anyone can register. You do not have to be a current Western State Colorado University student to take advantage of this opportunity. Please click here for more information about accepting 529 College Savings Plans.

What types of training do Instructors receive?

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Outward Bound Instructors receive regular training in the outdoor activities and environments in which we run our courses. New Instructors receive extensive training in teaching and facilitation, risk management, judgment, decision making, conflict resolution and emergency procedures. After completing initial training, instructors work directly under experienced staff before being promoted to a Lead Instructor position. Lead Instructors receive continuing training and professional development annually.
Click here to learn more about instructor training and development on our Safety & Risk Management page.

How is safety managed on course?

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Outward Bound courses take place outdoors and include activities that present risks that can be managed but not eliminated. Running our courses safely is central to our educational goals and our safety record is excellent. Our instructors not only identify and reduce risks but also teach students to assess and address hazards with preparation and care, rather than fear and avoidance. Students and their families participate in our safety systems by familiarizing students with the course description prior to the course and by filling out our application and medical forms completely. We regularly review our safety training systems with our peers and other industry experts and continually seek to create or adopt the most effective practices. Every course is equipped with the ability to get help in an emergency.
For more information, click here to visit our Safety & Risk Management page.

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