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Support Us Through Events

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May 20th and 21st, 2026

The Outward BOUND 4K Trail Run

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 race, enjoy a delicious buffet, unlimited beer and non-alcoholic beverages, and a sunset cruise back to downtown Boston.

Race Website Inquire about Company Sponsorships
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April 20th, 2026

Boston Marathon

We are excited to partner with five local champions in their efforts to run the Boston Marathon and support team CSIOBS. To learn more about the team and their journeys, click the link below.

View Marathon Fundraising Page
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June 3rd, 2026

ISLE BBQ

Join us on the island for a beautiful evening with ISLE, our young professionals society. Enjoy a full BBQ dinner, open beer & wine bar, lawn games, beach bonfire, networking, fantastic city & sunset views, and more! 

Registration & more info coming soon.

Learn More About ISLE
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June 13, 2026 

Fishing Invitational 

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, and registration opens March 13, 2026.  

Thank you to all our guides and anglers who made this a great event in 2025. 

Learn More
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Fall 2026

The EXPLO at the Museum of Science

As our largest annual fundraiser of the year, our EXPLO will bring together hundreds of community-minded corporate employees and local philanthropists to celebrate the thousands of young people participating in Cathleen Stone Island Outward Bound School’s education programs each year. Join us to celebrate a year of learning, courage, and transformation for Boston students.  

More info coming soon!

Full Video of our 2025 Gala
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Thank You

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

Donate Now
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Other Events

Other Corporate Engagement Opportunities

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