• 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


Our 2010 Volunteer Weekend is on April 24 and 25th!

Courageous' first volunteer was Harry McDonough who summoned a small group of volunteers to get the resources and support necessary to create Courageous Sailing Center in 1987. Today, volunteers can help with a variety of tasks at Courageous, especially in preparation for the busy summer season. Courageous schedules "Work Parties" where volunteer work crews help Courageous prepare boats for the season, spruce up the boathouse, etc. Volunteers also contribute to our "Guest Coach" program and not only coach our racing program for a day but also talk about how sailing made a difference in their lives and careers.

Corporate Service Days

Courageous also hosts Corporate Work Days.  Many local companies have donated their employees' time to complete important projects for Courageous. Companies have found this to be a fabulous teambuilding activity and a way to connect to the local community.

Adopt A Boat

New for 2009, volunteers may "adopt a boat" at Courageous.  Adopted boats will carry signs noting that the boat has been adopted by the volunteer and thanking them for helping to keep it clean, safe, fully equipped and functioning properly. Volunteers will ocassionally check on the boat, clean or make minor repairs as needed and report issues to the fleet manager.  The following boats have been adopted for the 2009 season (more boats are available for adoption - please email John for more information!):

Name (Thank you!) Boat
Ed Marcus J/22 (Endorphin)
Paul Weisman & Michele Simos Ranger 23 (Midnight Special)
Jess Gormley & Marc Anthony Rhodes 19 No. 16
Becky Wheatland Rhodes 19 No. 2
Katy Capo & Bryan Lee TBD
Camerine MacBeill & Mark Racine J/22 No. 31
James Parmentier Rhodes 19 No. 26 (Black Topsides)
Your Name Here Many More Available!
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...
Continue Reading...
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...
Continue Reading...
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...
Continue Reading...
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...
Continue Reading...
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...
Continue Reading...

Find Us

Pier 4, Charlestown Navy Yard, Boston, MA 02129



Thank you to our donors

Distrigas Logo BNY Mellon State Street Logo
alphagraphics Triumph Modular Building americorps Parks and Rec premier capers catering peterson party center gordons wine and liquor Catering Name Tag