Basic Keelboat Part 1

12 hours

Whether you're totally new to sailing or haven't sailed in a while, our BK Part 1 course is a great way to give sailing a try without a big commitment! If you like it, come back for BK Part 2 (in our Charlestown Boston Harbor site) and work towards your US Sailing Basic Keelboat Certification.
Prerequisite: None
Included text: US SAILING Basic Keelboat.
For more information about courses, or to purchase and schedule a course, please email Mike Kostigen, Jamaica Pond Site Director or call the JP Boathouse directly at 617-522-5061



Keep Courageous Kids Sailing!

Courageous Sailing—a 501(c)(3) nonprofit organization—can only continue to inspire Boston youth through sailing with help from individual donors like you.

Please consider making a tax-deductible gift today by clicking this link.

Donor Levels
• $25—Couragean • $150—Foredeck $650—1 week of Lessons for 1 Child!
• $75—Crew • $500—Afterguard • $1,000—Commodore

Ways to Give

Donations may be made online (by clicking the "Donate" button above), by phone (617-242-3821) or via mail. Mail checks to: Courageous Sailing, One First Avenue, Boston, MA 02129

Donate Your Boat

Your tax-deductible boat and/or equipment contribution will help support our Youth Programs, fleet improvements and other capital needs. For Equipment or Boat Donations, contact Dan Keenan for more info.


We welcome corporate and individual volunteers to join us serving the community. In Spring and Fall, the busiest times, volunteer parties will help maintain our fleet and boathouse. Throughout the whole year, volunteers can join us helping with events and other projects. You can also adopt a boat or serve as a guest coach. Contact Lindsey O’Connell, our volunteer coordinator, to learn about upcoming opportunities.

Attend Our Events

We host fundraising events and member events on a regular basis. We invite you to our events and meet other sailing enthusiasts in Boston area.

Work for Us

We have a range of positions in our Adult and Youth Programs and in our office. Check back often for up-to-date information.

College BowlRichard B. Ross Regatta
& College Bowl

The Regatta celebrates the life and vision of Boston's Richard B. Ross, a Dorchester native who believed in the transformative power of education. Before Richard tragically lost his life in the attacks of September 11th, 2001, he was a passionate sailor who took great pleasure in passing on his love of sailing to others. One of the ways his family continues to honor him is by providing generous support to Courageous in his name.

Courageous Sailing was proud to host the 7th Annual Richard B. Ross College Bowl Regatta, on Saturday, October 1st, 2011.

On a day when a slow moving low weather front left New England regattas becalmed and fogbound, Boston Harbor served up enough good breeze to keep 17 collegiate teams moving in Rhodes 19's for five great races. Afterward, teams gathered on Pier 4 for a barbecue. Our heartfelt thanks and appreciation goes out to the Ross family for their generous support of the regatta and Courageous Sailing. Thanks, too, to all sailors for participating; Ken Legler for being a great booster of this event, and Russ Bolt for taking so many great pictures! And congratulations to teams from Williams, Roger Williams and Northeastern for taking the top spots!

1st place/11pts, Williams College - Joshua Revkin & Isaac Loh
2nd/11pts, Roger Williams - Tucker Blagden & Andrew Vachon
3rd/15pts, Northeastern - Mike O'Brien & Carolyn Mason

The names of the participants on the winning boat will have their names inscribed onto the Richard B. Ross Memorial Trophy, which hangs in the Courageous Sailing Boathouse for perpetuity.

All funds raised by the College Bowl go directly to benefit Courageous's FREE youth programs.



The generosity and commitment of our community enable us to offer one of the best youth sailing programs in the country, completely NEED-BLIND to all of our students.  Our events engage the community with our programs to provide a source of support and an incredible time!

Each of the events listed below provide much needed revenue for our free youth sailing programs. Click on each event to gain more detailed information.

• Courageous Challenge Regatta
• Richard R. Ross Regatta (College Bowl)
• Make-A-Mark Celebration
Cocktails for Courageous


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!

CitSch2-smEvery year, Courageous Sailing gives over 1,000 Boston youth the opportunity to enjoy a responsible and confident future through the discoery of sailing, right in their own backyard. With programs in Jamaica Plain and Charlestown, Boston's diverse youth are able to learn invaluable leadership, communication, and teamwork skills through sailing. The strong connection to the harbor and the pond creates important bonds with nature. None of this could be possible without you - our friends, family, supporters, and members.

Donate online


Donate by mail

Courageous Sailing
One First Avenue
Charlestown, MA 02129
All contributions are tax deductible to the extent the law permits



The day begins with a two-hour lesson so everyone can learn to sail and work together. After an onshore break for lunch, participants go back out on the water for several brief, fun races.

The Leisurely Sail: This is the most casual type of outing. Participants can spend the day learning to sail, or tour points of interest in Boston Harbor.

The “College-style” Team Racing Event: This event is great for larger groups, as it allows several divisions to compete at alternating times. Each team has teammates on the water throughout the day, giving everyone a chance to win.

Catering: We work regularly with food and beverage catering companies and would be happy to recommend one that is familiar with our facility and never fails to provide outstanding service.


Corporate Events are a vital source of general operating funds for Courageous Sailing making it possible to open the sport of sailing to thousands of Boston area kids and programs.

From Corporate Events with breathtaking views of the city of Boston to Team Building activities guided by our expert instructors, we can help you put together a unique Corporate Event based on your needs and budget.

For more information call 617-242-3821 x11 or

Thursday, 08 January 2009 10:54

Member Benefits & Events

Written by

Racing in our J/22 fleetMember Benefits & Events

Your membership at Courageous provides much more than simply the freedom to sail on Boston Harbor and the surrounding waters whenever you like during the regular season.  Members also enjoy affordable sailing clinics, member barbecues and parties, regattas, night sails, discounted full courses, deals on sailing gear, and much more.


Camping Trips
Camping trips are back in 2012!  Check back soon for dates and contact us to sign-up early.

From May through September, we race each night, Monday through Thursday.  For 2012, Mondays mean J/22 team racing, with a rotating schedule of fleet, team and match racing.  Tuesdays are our night for Advanced Rhodes 19 fleet racing, Wednesdays our J/22 skippers can try their luck against the big boats in PHRF racing, and Thursdays are our open Rhodes 19 fleet racing series, complete with chalk-talks, on the water coaching and post-race debriefs.  When the days get shorter in the fall, we'll switch from Thursday evenings to Saturday afternoons for our R-19 racing.
Feeling rusty?  Stop in on alternate Saturday and Sunday mornings from 10:30am - 1:30pm for three hours of group instruction (for just $25).

A great Courageous tradition. This season, every Thursday, after racing.  Or on other days, the grill is available to members, so help yourself and have a picnic on Pier 4!

Member Parties!
Every month. The views from Pier 4 make it a great place to spend an evening.  These are a great way to meet your fellow members, and make new friends to go sailing with.
New Sailor Nights
Every two weeks. Come down, meet other members, share what you know. Let's keep the community in community sailing!

New Racer Nights
Every two weeks. Come down, get paired up with experienced racers and find out what all the fuss is about on the race course.

Harbor Island Tows
Twice monthly, we cut out the commute for Harbor Island-bound members with Saturday morning tows.  Whether sailing alone or as a flotilla, we'll get you past the airport fast so you have more time to explore.  Skippers must be approved by Dave or Cha. 

Moonlight Sails
A full moon means night sailing! Meet at Courageous for a cook out on the pier, rig your running lights, and set off for a breathtaking sail under the skyline of Boston.  Boats are restricted to the inner harbor.
Discounts on Courses
Our courses are the best deal around. For 2011 we are offering a full selection of the courses you have been wanting and asking for, taught by the highest quality, US Sailing certified instructors. No matter where you are in your sailing career, there's always more to learn. Do yourself a favor this year and sign up early. Members get an extra 10% off our already great prices.
Great Deals on Sailing Gear
Check out our store, and don't hesitate to contact us directly to learn more!  Email or call us at 617.242.3821.