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Support us through Events

2025 ISLE BBQ 

Wednesday, June 11th, 2025, 6-10pm

Join us on the island for a beautiful evening including a full BBQ dinner, open beer & wine bar, lawn games, beach bonfire, networking, fantastic city & sunset views ... and more!  Registration is open to the public. Price increases June 3rd.

Register Now!

4K Trail Run

May 21 and May 22, 2025

Experience the beauty of Cathleen Stone Island while supporting a great cause! Join your sponsoring company's team or register as an individual for an evening of running, fundraising and celebration. Following the 4K Trail Run, enjoy a delicious BBQ, unlimited beer and non-alcoholic beverages, and a sunset cruise back to downtown Boston.

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Fishing Invitational

June 17, 2025

Join us for an exclusive Fishing Invitational, where a small group of anglers vie for the largest fish and most catches! This experience includes a full day of fishing in Boston Harbor with a professional guide, breakfast and lunch onboard, and a post-reception dinner on Cathleen Stone Island with awards! This event is by invitation only. Please contact Shakira Floyd at [email protected] if interested!

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Evening Expedition Gala

November 5th, 2025

As our largest annual fundraiser of the year, the Evening Expedition Gala brings together 500 community-minded corporate employees and local philanthropists to celebrate the thousands of young people participating in Cathleen Stone Island Outward Bound education programs each year. Join us to celebrate a year of learning, reflection and transformation for Boston students. 

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2021 ASICS FALMOUTH ROAD RACE ANNOUNCES 8,000 IN-PERSON RUNNERS FOR AUGUST  15 EVENT - Falmouth Road Race

Falmouth Road Race

August 17th, 2025

Run for Team Cathleen Stone Island Outward Bound and support our mission of helping Boston youth learn, thrive, and grow through fundraising! We are proud partners of the ASICs Falmouth Road Race for the 4th year in a row. Realize your dreams of running this historic and prestigious road race, alongside some of the world's best runners, all while supporting Boston students and enjoying an amazing day on Cape Cod!

Learn More About Falmouth and the Boston Marathon

Thank You


Your kind and generous support provides essential social-emotional learning opportunities to Boston's Youth throughout the summer and school year.

OUR PROGRAMS

Thank You


Your kind and generous support provides essential social-emotional learning opportunities to Boston's Youth throughout the summer and school year.

OUR PROGRAMS

IN PARTNERSHIP WITH