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Support us through Events

A Toast to Thompson Island: A Wine and Spirits Tasting Benefit- Our NEW fundraiser in 2022!

At Thompson Island Outward Bound we encourage our students to try new things, so we are excited to do the same and announce a new fundraising endeavor: our Inaugural Toast to Thompson Island: A Wine and Spirits Tasting Benefit. 

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Annual Gala

This fundraising dinner brings together 500 community-minded corporate employees and local philanthropists to celebrate the thousands of young people participating in Thompson Island Outward Bound education programs each year.

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4k Trail Run

Companies sponsor an employee team that enjoy an evening of running, fundraising and celebrating together. This race includes up to 2,000 runners and is followed by awards, a delicious BBQ, beer and a sunset cruise back to downtown Boston.

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Fishing Invitational

A small group of anglers spend the day around Thompson Island and in the Boston Harbor with professional fishing guides vying for the largest fish and most catches. This day on the water includes breakfast, round-trip ferry transportation, lunch and a clambake with spouses. This exclusive event is by invitation only. To learn more, contact Laura LeTourneau at [email protected] or 617.830.5132.

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Boston Marathon Team

Thompson Island Outward Bound is a proud member of the Boston Athletic Association Official Charity Program, and is awarded entries to the Boston Marathon to be used for fundraising. Realize your dream of crossing the Finish Line on Boylston Street and support our mission of helping Boston youth learn, thrive, and grow through fundraising! 

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Family Day

Bring the whole family to beautiful Thompson Island in the Boston Harbor to experience some of our students’ favorite activities and support our transformative educational programs. This full day of family fun includes climbing on our challenge course, lunch on the waterfront, and time to explore our beaches, marshes, and woods.

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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.

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