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14th Annual

Courageous Challenge Charity Regatta

May 19, June 2, 9, 16, and 23
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 2, 9, 16, and 23 ), with a prepartory night of sailing and instruction on May 19.

  • 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 use of one R19 with the company's name on the jib.

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 Center’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 Center’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 John Maconga at 617-242-3821 x 16.
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How to Register:

To register please contact John Maconga at (617) 242-3821 x16

Download the 2008 Challenge brochure here.

Challenge 2008 Schedule

Racing Clinic - May 19th
1st Race - June 2nd
2nd Race - June 9th
3rd Race - June 16th
4th Race - June 23rd


racing challenge 1 challenge 2 challenge 3 challenge 4 challenge 5 challenge 6 challenge 7

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