Sailing Programs
SAILING
THE ULTIMATE TEAM EXPERIENCE
As Outward Bound’s flagship outdoor adventure activity, sailing expeditions are steeped in tradition. From sunrise swims, to anchor watches and nights slept on deck—this is a course where Outward Bound’s rich community and teamwork are placed at the forefront of adventure. On an open boat with no cabin and no engine, students live closely together, using only wind and oars as propulsion. Navigate winds, waves, tides and currents as you learn to read charts, steer sails and set oars that propel you forward. You’ll return to harbor with an understanding of intermediate and advanced chart and compass navigation, small boat seamanship, weather observation, anchoring and the buoyancy to lead and be led with confidence, trust and compassion.
Fun Fact: Outward Bound was founded in the tumultuous waters of the North Sea during World War II, as an experience that provided young sailors with the skills necessary to survive at sea. Outward Bound is the nautical term for a ship’s departure from the certainties of the harbor. A departure all of our expeditions continue to lean into in expectation of the reward that lies just outside of comfort zones.
Sailing expeditions take place on seas and around islands off the coasts of Maine, Massachusetts and the Florida Keys. Waters that offer opportunities for unique lessons on marine life, coastal history and environmental impact. Each location presenting its own beauty, challenges, lessons and accomplishments to be discovered by each crew of students.
Challenge, distance traveled and skill-intensity varies across course and program lines.
Check out all Outward Bound sailing expeditions below. Or read more about sailing on the blog.
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Courses: 4 dates available
Ages: 14-16 , 16-18
Length: 15 Days
Cost: $6,175
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Courses: 2 dates available
Ages: 16-18
Length: 15 Days
Cost: $5,855
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Courses: 2 dates available
Ages: 13-14
Length: 9 Days
Cost: $4,000
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Courses: 3 dates available
Ages: 13-14
Length: 7 Days
Cost: $2,659
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Courses: 2 dates available
Ages: 14-16 , 16-18
Length: 22 Days
Cost: $7,540
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Courses: 1 date available
Ages: 16-18
Length: 15 Days
Cost: $6,175
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Courses: 1 date available
Ages: 13-14
Length: 9 Days
Cost: $4,000
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