• Convenient and affordable courses, lessons, and memberships for all experience levels and interests. Sailing for Adults + Families
  • 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 2014 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
  • Give the Gift of Sailing

    If you’re looking for the perfect last minute gift or treating yourself to summer of sailing next year, now is the time to take advantage of our Holiday Deals. Through December 31, lessons, courses, and memberships are up to 50% off. With sailing opportunities for all ages and experience levels, Courageous has something for everybody on your list! 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
  • Environmentalism at Courageous

    Courageous is wind powered, but we do more than just use natual energy sources. For the past several years, our youngsters have been learning about marine biology and ocean cleanup through award winning partner programs. Read More

Challenge15th Annual

Courageous Challenge Charity Regatta

CLICK HERE FOR THE '09 FLYER
& REGISTRATION FORM!

May 18, June 1, 8, 15, and 22
6 pm to sunset

For the past thirteen years, the Courageous Challenge has been our most popular and successful corporate fundraiser.

What is the Courageous Challenge?

The Courageous Challenge is a corporate regatta and teambuilding event. By participating, your company is supporting Courageous' free programs for Boston youth, where over 10,000 children have learned to sail over the past eighteen years. Learn more about our youth programs!

How does the Challenge work?

The Challenge Regatta runs for four consecutive Monday nights (June 1, 8, 15, and 22 ), with a prepartory night of sailing and instruction on May 18.

The first night of the regatta is a "Racing Clinic". The evening includes practice races from 6pm to sunset. We will have coaches on hand to work with you on and off the water, all followed by fun awards and video coverage immediately following the races.

The next four nights are when the competition heats up! Each team races with their respective crews, and Gourmet Caterers provides a light buffet on the Courageous pier at sunset.
On the final night one young sailor from the Courageous Advanced Racing Program will join your team. The Challenge culminates with an awards ceremony and farewell barbecue.

No sailing experience is necessary to compete in the Courageous Challenge. If you request, our experienced and knowledgeable instructor staff will be on hand to show you everything you need to know. Also, keep in mind that the two to three people in your sailboat can change from week to week, this allows for more people to take part in the fun. But many teams have the same people racing each week.

Donation Structure

All Club levels include the application of the campany's name on one of our Rhodes 19s for the entire season.

Skipper’s Club $2,500
Benefits:

5 nights of racing on Boston Harbor.
Donation pays for:

15 children to attend the Courageous Learn to Sail Program.

Commodore’s Club $3,500
Benefits:

5 nights of racing on Boston Harbor.
Company logo in full color on the jib sail.
10 tickets to Courageous Sailing’s Make-A-Mark Gala.
Donation pays for:

15 children to attend the Courageous Learn to Sail Program and;
5 children to attend the Courageous Advanced Racing or Cruising Program.

Admiral’s Club $4,500
Benefits:

5 nights of racing on Boston Harbor.
Company logo in full color on the jib sail.
10 tickets to Courageous Sailing’s Make-A-Mark Gala.
Donation pays for:

15 children to attend the Courageous Learn to Sail Program;
5 children to attend the Courageous Advanced Racing or Cruising Program, and;
One teenage sailor to attend our Instructor In Training Program.

If you would like to register or if you have questions about the Challenge Regatta, please contact our Executive Director, John Maconga at john@courageoussailing.org, (617) COURAGE ext. 16.

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Frostbiting Week 4: There is always a lot to learn.
Frostbite
Hello Frostbiters, I trust that everyone had a great weekend and Nate ran things well in my absence. Before this week's guest blog by Mark, I have two announcements to share. We have two special events this upcoming Saturday, Rules Clinic, at Seaport School, this Saturday, December 20, 9:30-11am...
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Week 3 Recap: Overtaking at the Windward Mark
Frostbite
 I hope you are all staying warm and dry today. It is one of those days that you don't have to walk far before you look like you've fallen off the dock or been swept overboard. The good news is that this weekend should be warm (high of 45) and dry, with NW winds around 10 knots. I am taking a...
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Frostbing Week Two- Starts Are Hard
Frostbite
Barge- Move forcefully or roughly. Push, Shove, Force. "We can't just barge into a private garden party." or "Barging in at the start line causes havoc and makes Courageous staff anxious and competitors angry." Yes, this week's recap is about starts, and in particular, barging. Which there was a ...
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Week 1 Brings Great Weather, Great Racing
Frostbite
Current was coming straight down the course all day, making starts difficult at first. As the current slacked, the fleet was still pushing hard and we had several boats OCS, but no general recals occured.  In Race 1, the boats starting pin got over into a nice lefty shift, and were able to t...
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Welcome to the 2014-2015 Frostbiting Fleet!
Frostbite
Our first day is in just two weeks (November 15), so what should you be expecting? The best racing in Boston, with 25 boats on the line Newly re-painted and buffed R19s Evenly tuned boats (so no adjusted rigging!) Experienced support boat and RC staff A great group of highly skilled and c...
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Find Us

Pier 4, Charlestown Navy Yard, Boston, MA 02129

 

 

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