Sailing windward takes teamwork and skill, navigation is complex at night, and picking a route through shallow flats can be very challenging (and rewarding!). Students will cruise under sail or oars (if there is no wind) all day. Days start with a morning dip, breakfast and a meeting to listen to the weather forecast, then planning a route. Once the anchor is raised students will row or sail all day taking turns navigating, handling lines, steering, etc. In the evening they set the anchor, furl the sails or stow the oars and begin cooking dinner and rigging the sleeping tarp. Throughout the night, everyone takes a shift awake at anchor watch making sure all is well and maybe journaling a bit, while the sleeping crew rocks gently to the motion of the boat.

This demanding, exciting sailing expedition is for teens ages 16-18.

A note for teens: This adventure is unlike any other you will experience. Your sailing expedition with Outward Bound could be one of the best times of your life. 


In this teen sailing program, a 30-foot open sailboat is students’ home and classroom. Our boats are very seaworthy, fun to operate, and serve as the perfect expeditionary summer sailing school. The boats are rigged to take full advantage of the power of the Maine coast breezes, yet when the winds do not cooperate, the boats can be rowed by two or four people pulling on oars. At night students configure the boat as a floating sleeping platform, and take turns doing anchor watch under brilliant night skies. It's an experience that no ordinary kids’ summer sailing camp (in Maine, or around the county) can match.


The intricate and indented shoreline of the coast of Maine is unique along the North Atlantic seaboard. It is known for the picturesque beauty of it bays and harbors, rocky islands and relative lack of development. The course will begin at our Sea Program base at Wheeler's Bay in St. George, Maine.

The coast of Maine is rich in history. The islands still hold evidence of the Abenaki Indians, early Europeans used the islands for farming and timber, the quarrying of granite and centuries of fishing. Natural history is also abundant. The coast is home to a wide range of sea birds, seals, porpoise and the occasional whale. The many islands were once the peaks of a sunken mountain range, and the geology reflects its volcanic origins.

On this sailing course, students learn:
  • to adjust sails properly for sailing at different angles to the wind, and to execute sailing maneuvers like tacking and gybing, which turn the boat through the wind
  • to navigate using a chart and compass to arrive accurately at the day’s destination in clear visibility, and in Maine's classic coastal fog
  • to move the boat under oars, coordinating all of the rowers' movements so that the oars splash as one, and precisely maneuvering into secluded anchorages
  • to live (cook, eat, sleep, work and learn) aboard a small open sailboat with watch mates
As students learn these sailing and seamanship skills, they will be refining other essential skills for school, home and community:
  • give every challenge their best effort; it takes an entire crew to sail or row the boat well; the whole crew must participate mentally and physically
  • share responsibilities, communicate and lead; in addition to the challenges of moving the boat, living together aboard this small vessel with the rest of their sailing class requires commitment to the support of crewmates and community as a whole. Leadership roles are shared within the group, and responsibilities rotate each day.
  • find reserves of tenacity and compassion; Maine coast sailing courses are designed to expand and stretch the limits of teens so that every expedition is a true accomplishment and a memorable journey.

To apply for this course click the apply button next to the course dates that work for you. Course tuitions listed do not include our application fee or transportation fee. You can also call one of our expert Admissions Advisors at 866-467-7651.