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High School

Maine Coast – Sail

Sail Maine’s wild coastline on a 30-foot open sailboat as you navigate rocky islands, learn seamanship and navigation, gain leadership skills, and build new friendships with your crew.

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Maine

The image shows a sailboat navigating through the ocean under a partly cloudy sky. The boat is carrying a number of passengers. The sea is calm with gentle waves, and the sky features a mix of blue patches and fluffy white clouds. The overall scene suggests a pleasant day for sailing.
CB20 Course Overview

About This Course

Activity

  • 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

5 sessions are available for this course

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A group of people are on a boat, possibly a sailboat, wearing life jackets. The main focus is on a woman in the foreground who is smiling and holding a large wooden pole, likely part of the boat's rigging or steering mechanism. Other people are visible in the background, also wearing life jackets, and the boat appears to be on the water with land visible in the distance.

What You’ll Learn

Forge an epic adventure! On Outward Bound courses for high schoolers, you’ll make new friends and face exciting new challenges together while building communication and leadership skills that help your group soar to new heights!

A group of people are on a sailboat. A young girl with braided hair is in the foreground, wearing a life jacket and holding an oar. Other people are visible in the background, also wearing life jackets. The boat is on the water, and the sky is overcast.

What You'll Do

Learn to sail and live aboard a 30-foot open sailboat as you build skills in chart & compass navigation, small boat seamanship, anchoring, and weather observation. Share leadership responsibilities, plan each day as a crew, and grow through daily challenges.

The image shows three people on a boat looking at a map. One person is standing and wearing a life vest and sunglasses, while the other two are seated and pointing at the map. The boat is on the water, and the overall scene suggests they are navigating or planning a route. The map appears to be a nautical chart, possibly for sailing or boating.

Where You'll Be

Sail nearly 200 miles of Maine’s rugged coastline, exploring rocky, spruce-covered islands, quiet coves, and historic bays teeming with seabirds, seals, and rich cultural and ecological history.

The image shows a serene sunset scene over the water. A small sailboat is silhouetted against the bright orange and yellow sky. The sun's reflection creates a shimmering path on the water's surface, leading towards the boat. The horizon is lined with a dark strip of land, possibly an island or coastline, adding depth to the tranquil seascape.

Why It Matters

High school is hard work – take a break and do something memorable! You’ll explore new places, make friends, and learn skills that will expand your belief in what’s possible. We are crew, not passengers which means you’ll share responsibility for your crew’s success through teamwork, communication, and leadership. Let’s go!

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CB11 Scrolling Bullets

Classic Courses for High School

What if you had space to feel more connected to yourself, to others, and to the challenging world around you?

Educational Approach

Two-Week Courses

You and your crew will participate in unique activities, forging skills to thrive! Sounding your own voice – and considering others’ – you’ll have time to try new ways of working together in a supportive environment. Connecting in moments of harmony and productive struggle, you and your crew will get to ask yourselves big questions like: “Who am I; who are YOU; and how can we best get along?”

Us. But Better.

You and your crew will learn how to support each other’s success, boldly tackling challenges and persevering together through epic adventures! Our skilled instructors protect the time and space students need to both recognize your strengths and consider the strengths of others.

Connection and Care

Focusing on building a connected group where each student’s unique personality is valued, you and your crew will practice the communication skills you need to feel safe, cared for, and pay forward that care for each other as you go adventuring!

Shared Success

You’ll start to learn how to be thoughtful about your own actions, your words, and the impact of both on other people. You will practice holding all of this at once while you just how magical facing challenges and succeeding as a team can be!

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.

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15-Day Course

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Day 1 Travel to course, welcome, equipment issue and check, introduction to Maine coast
Day 2-6 Sailing expedition
Day 7 Service project
Day 8 Rock climbing (weather-dependent)
Day 9-10 Solo
Day 11-12 Sailing expedition
Day 13 Final expedition
Day 14 Return to base camp, personal challenge event, equipment clean-up and de-issue
Day 15 Course graduation, depart for airport
CB27 Pull Quotes
A young woman with curly hair smiles at the camera while crouching in a boat. She is surrounded by cooking equipment, including pots and a cutting board. Other people are visible in the background, suggesting a group outing on the water. The atmosphere appears casual and friendly.

This course has taught me endurance, self-reliance, and flexibility. From instances such as rowing for miles on end in the open ocean, to pitching my own tent and cooking my own food, all the while working and adapting with complete strangers. It was in these moments I learned to be comfortable with the uncomfortable.

Ziva

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 expedition 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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