• Explore. Learn. Sail! Low-cost, high-quality programs that connect city youth with Boston Harbor and Jamaica Pond. Youth Sailing
  • Sailing and rowing for kids, adults, and families on this beautiful pond located in the heart of Boston. Jamaica Pond
  • Support Courageous Kids

    As 2015 draws to a close, Courageous is celebrating a successful year of teaching sailing and more to Boston kids, and looking ahead to next year. Please consider supporting Courageous in our mission to provide high-quality summer learning opportunities for the kids who need them most by making a tax-deductible donation to our Annual Appeal before December 31. Read More
  • Leadership + Growth

    Through this 7-week summer job-training program, students make the transition from student to instructor, developing their abilities to teach, lead, and inspire the next generation of Courageous kids. Read More
  • Environmentalism at Courageous

    Courageous is wind powered, but we do more than just use natural energy sources. For the past several years, our young sailors have been learning about marine biology and ocean cleanup from our own Environmental Educators and award-winning partners. Read More
  • Awareness Campaign

    See our new awareness campaign made by Hill Holliday and Courageous board member, Joe Berkeley. The campaign captures the essence of the Courageous Sailing mission and its impact on Boston kids. Read More

Youth Program Locations

Courageous sails out of three locations in Boston - Charlestown Navy YardJamaica Pond, and Camp Harbor View (on Boston's Long Island).  What happened to the Courageous program at UMass Boston?

Reefing during the Summer Youth Program in Charlestown

Our Charlestown facility operates year-round and houses our executive, administrative and program staff. This location processes registrations and leads our fundraising and program development efforts. The Courageous Boathouse is located on Pier 4 in the Charlestown Navy Yard, a short walk from North Station, the Bus Route 93 Navy Yard/Gate 4 bus stop, or the Long Warf F4 water shuttle that departs near the Blue Line's Aquarium T station.

Jamaica Pond

Courageous is pleased to offer youth and adult sailing on Jamaica Pond in cooperation with the Boston Department of Parks and Recreation. The summer youth program at Jamaica Pond is open to Boston residents only. The Jamaica Pond Boathouse is located at the intersection of the Jamaica Way and Pond Street, a one and one-half mile walk from the Orange Line's Green Street T Stop, and is also on bus routes 39, 41 and 48. For more info on Jamaica Pond, click here.

Camp Harbor View

Courageous now operates a summer sailing program for campers at Boston's Camp Harbor View on Long Island. For more information on the camp, visit www.campharborviewfoundation.org, or visit the Boys and Girls Club of Boston at www.bgcb.org.

Why We Keep Coming Back
Youth Program
During the summer of 2012, JB enrolled in the SLP program for the first time.  It also happened to be my first year of instructing, and it was safe to say that she was one of my most unique students.  If her constant curiosity for sailing or insistence on touching the water didn’t make her...
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Riding the Waves
Youth Program
One of the first days of Swim Sail Science! (SSS), I had a kid named Simon in my boat. He was wicked quiet and didn't seem too excited about sailing. That particular day, we were going out to the airport. The wind was pretty heavy and soon Simon wasn't feeling it anymore and became sea sic...
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More than a Sailing School
Youth Program
At Courageous, not every child wants to learn how to sail, but every child is given an opportunity to grow. One particular 9 year old, Maddox, is not as interested in learning how to sail. But he loves to be on boats, particularly standing on the bow of a Rhodes 19 and feeling the sea spra...
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How Blue Note came to Courageous
One of of my favorite stories of 2015 is the arrival of Blue Note.   A comfortable yet sprightly 30 footer in wonderful condition, Blue Note comes to us through the generosity of the family of Dr. Paul Blum, a remarkable scientist, Peace Corps volunteer, and Boston Harbor sailor.  Blue Not...
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Happy, Excited, and Free
Youth Program
For the past four years, I have had the privilege of working with students from Swim Sail Science, a program Courageous created in partnership with Boston Public Schools. The SSS program aims to serve students who are at risk of summer learning loss. These students continue their academic studies th...
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Find Us

Pier 4, Charlestown Navy Yard, Boston, MA 02129



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