Join us for an evening of fabulous company, live music, amazing hors d’oeuvres from Gourmet Caterers, East Meets West, and Capers, drinks, a live auction, and stories from Courageous Sailing staff and kids!

Courageous Sailing has come a long way in 35 years, and it’s time to celebrate as we look ahead to the future. Make-A-Mark, our annual summer pier event, is on hold this year while our Pier 4 home is repaired, but that’s not stopping us from getting together for a great time in support of Courageous kids! Let’s raise a glass to the next 35 years!

Fund a Future 
by Sponsoring the Gala or Making a Donation

Courageous35 is more than a fantastic party; all money raised through ticket sales, the live auction, and the Fund-a-Future campaign goes directly towards ensuring that metro Boston kids have access to incredible sailing and learning opportunities, no matter their financial background. We invite you to commit to Fund-a-Future by sponsoring this event, making an online donation, or raising your paddle at the gala. If you choose to donate in advance as an individual or as a company, your sponsorship will be honored at the event, as described below, and you’ll have access to all kinds of perks next sailing season. If you instead raise your paddle at the event to contribute to the Fund-a-Future campaign, we are equally delighted to provide you with the same perks in gratitude for your support.

Examples of what your donation can provide:

To express our gratitude for your donation, we will provide:



  • Free tuition for over half of the graduates of our summer academic support program participating in more advanced sailing courses
  • Staffing for school-day programming at one school
  • One new safety boat to help monitor our expanding fleet and provide extra teaching assistance

All benefits listed in the Silver and Bronze levels plus...

  • Lead mention in all Courageous event press releases, marketing, and signage
  • Event Tickets



  • An RS Venture, so young sailors can experience the fun and challenge of a new type of boat
  • Six weeks of summer school bus transportation for all Courageous kids in need

All benefits listed in the Bronze level plus...

  • On-the-water team-building event for up to 15 people
  • Recognition in the event slideshow
  • Two-page ad in event program
  • Event tickets



  • Fall after-school STEM and sailing programming
  • Wages for the coaches of our paid Instructor-in-Training program for teens
  • One RS Quest sailboat for beginner dinghy students
  • Two sets of new sails for our J80s, on which students learn advanced big boat sailing techniques
  • One-year Corporate, Family, or Individual membership
  • Prominent mention in all Courageous35 press releases, marketing, and signage
  • Three 2-hour sails or lessons for up to 4
  • Full-page ad in event program
  • Naming rights to a Courageous boat
  • Event tickets



  • Wages for one summer social worker, who helps run programming, supports staff and youth, and teaches classes that help kids process feelings and face challenges
  • One summer of swimming lessons for every Courageous kid who isn’t yet a confident swimmer
  • Courageous team shirts for every student and staff member
  • Two 2-hour sails or lessons for up to 4
  • Half-page ad in event program
  • Recognition on the Courageous website
  • Event tickets



  • One Instructor-In-Training position for an entire summer
  • Funding for two students to participate in three weeks of sailing and learning
  • Two sets of new Rhodes 19 sails
  • Recognition on the Courageous website and event program
  • 2-hour sail or lesson for up to 4
  • Event tickets



  • A day trip to the Boston Harbor Islands for sixty students in our academic support program
  • An overnight Boston Harbor Island camping trip for advanced sailors to build teamwork skills and practice navigation
  • 20 life jackets
  • Recognition on the Courageous website and event program 
  • Event tickets



We are grateful for your donation of any amount that feels comfortable. Thank you!


Coyne Fund Trust

Bullerjahn Family Fund