• 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
Blind Sailing on Boston Harbor

Sail Blind on Boston Harbor
One of our many
programs for
people with disabilities

The best value in sailing
on Boston Harbor!

Located on spectacular Boston Harbor, Courageous is a community sailing center offering a variety of affordable US SAILING sailing courses and membership options for adults and FREE youth sailing programs. Whether you’re new to sailing or an old salt, there’s nowhere on Boston Harbor you’d rather be. Call us today: (617) COURAGE!

This Week at Courageous

See pics from the VOR Restart, our tour of Ericsson 3, the Puma Moths and more on our Facebook Fan Page

  • Monday, May 18: Courageous Corporate Challenge, Day 1

  • Tuesday, May 19: Tuesday Night Racing at 6pm, Short Course on Docking at 6:30

  • Wednesday, May 20: Wednesday PHRF

  • Thursday, May 21:  Short Course on Intro to Racing at 5:30, Thursday Night Racing + BBQ at 6:30

  • May 22-25:  Spend Memorial Day Weekend sailing on Boston Harbor!

Fundraising Events

There's always something going on at Courageous! Check out our calendar for the latest infomation on fundraisers, racing, member events, youth programs and more! [view calendar]

Courageous Challenge college bowl



June 1, 8, 15, 22

Richard R. Ross Regatta
and College Bowl
October 3


July 14

Private Events

Beautiful Views, Sailing, Delicious Food & Drink … the possibilities are endless. We offer lessons, racing, day charters, private pier rentals and much, much more! [more]

Boston Magazine has listed Courageous as one of Boston's
"Superlative Spaces '08" to host your reception!

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



Thank you to our donors

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