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Adults

Maine Coast – Veterans – Sail

Set sail on a six-day expedition built for veterans—where your 30-foot sailboat is a place to live and learn, teamwork is mission-critical, and every island horizon brings new skills and shared purpose.

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Maine

A man is hoisting an American flag on a sailboat. He is wearing a dark blue long-sleeved shirt and a hat. The sky is clear and blue. There are other flags hanging from the mast of the sailboat. The man is looking up at the flag as he raises it.
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

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

2 sessions are available for this course

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The image shows three people on a sailboat. The person in the foreground is wearing a hat and sunglasses and is holding an oar. Another person is next to them, also wearing sunglasses and a life jacket. A third person is in the background. They are sailing on a sunny day with blue skies and water.

What You’ll Learn

Outward Bound Veterans courses have helped thousands of service members and veterans draw on the healing benefits of teamwork and challenge. Through adventurous wilderness expeditions, you’ll find the camaraderie, confidence, and clarity to thrive in civilian life.

What You'll Do

Live aboard a 30-foot open sailboat for six days as you learn chart and compass navigation, small boat seamanship, anchoring, and weather skills. Share leadership, reflect daily, and explore Maine’s wild coastal waters as a close-knit crew.

A man wearing a green hat is intently studying a stack of maps. He is seated in what appears to be a boat, surrounded by other people and gear. The maps are spread out, suggesting he is navigating or planning a route. The scene conveys a sense of adventure and exploration, with the man focused on the task at hand.

Where You'll Be

Renowned for its picturesque beauty, the Maine coast is a unique segment of the North Atlantic seaboard. Travel along nearly 200 miles of its rugged shoreline as you explore abundant bays and harbors, spruce-covered islands, and quiet coves teeming with seabirds, seals, and other wildlife.

A group of people are on a sailboat, working together to raise or adjust the sail. They are wearing casual clothing and life vests, suggesting a recreational activity. The sky is clear, indicating fair weather for sailing. The focus is on teamwork and enjoying a day on the water.

Why It Matters

Leaving the military can feel disorienting. Our Veterans courses offer a supportive crew and purposeful challenge through adventurous wilderness expeditions—so you can reset, refocus, and return home with renewed confidence.

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CB11 Scrolling Bullets

Veterans Courses

What if you can find familiar connections in unfamiliar places?

View Our Educational Approach

Lead in New Ways

Tap into familiar leadership skills and learn new ways to engage with your crew to meet and navigate through unique challenges.

Connections That Last

Build connections that outlast the adventure as you and your crew learn to recognize each other’s strengths and celebrate success together.

Confidence Beyond the Uniform

Leaving the military can feel disorienting. Our Veterans courses offer a supportive crew and purposeful challenge—so you can reset, refocus, and return home with renewed confidence.

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.

6-Day Course

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Day 1 Travel to course, welcome, equipment issue and check. Begin sailing expedition.
Day 2-4 Sailing expedition; personal challenge event; Solo
Day 5 Return to basecamp; equipment clean-up and de-issue
Day 6 Depart for airport
CB27 Pull Quotes
A group of approximately 15 people are standing on a rocky, seaweed-covered shore near the ocean. They are casually dressed and appear to be posing for a photo. The sky is overcast, and there's an island visible in the distance. The overall scene suggests a coastal or island setting, possibly during a group outing or excursion.

Wow! What an amazing experience! I’ve been desperately needing an adventure like this for quite some time.

Audrey

After getting out of the service, I closed myself off from doing many things and stayed where I knew change wouldn’t affect me. This trip really took me out of my comfort zone and made me feel alive again.

Liz

As a veteran who recently retired, the chance to bond with other vets is healing. Having a shared sense of purpose can be extremely difficult when you leave the military. However, this program brings that back in many ways, both spiritually with nature and physically.

Joseph

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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