Annapolis and Eastport to Hold Annual Tug of War
The two sides will face off in a charity competition on November 7, 2026, to benefit local community organizations.
Updated on Oct. 27, 2026 in Philanthropy
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The Maritime Republic of Eastport will continue its long-standing tradition by facing off against Annapolis in an annual tug of war competition on November 7, 2026. The event serves as a fundraiser for local charitable causes in the area.
Why it matters
Originating from a 1998 protest over a closed bridge, the competition fosters community spirit while providing critical financial support for local non-profits. The event turns a tongue-in-cheek declaration of war into a productive tool for regional philanthropy.
The Maritime Republic of Eastport has raised more than $900,000 for local charities since its inception. This year's competition will consist of seven distinct heats.
The players
Maritime Republic of Eastport
A symbolic entity that organizes community events and charitable fundraising efforts in Eastport.
Annapolis
The capital city of Maryland that participates as the opposing party in the annual charity competition.
The details
Teams representing local police supporters, military-themed groups, bars, schools, and community organizations will compete by pulling a large rope across the competition zone. Due to ongoing construction at City Dock, the event will take place on Second Street.
Timeline
1998 marks the year the Maritime Republic of Eastport tradition began.
October 26, 2026, was the date the declaration of war was delivered.
November 7, 2026, is the scheduled date for the annual tug of war competition.
Market Landscape
The event follows a pattern set by the 1998 bridge closure protest, which originally established the tug of war as a form of local community advocacy. It represents a unique intersection of civic engagement and long-term philanthropy in the region.
Residents and visitors planning to attend the event should note that it will be held on Second Street this year rather than the traditional City Dock location. Proceeds from the competition directly benefit local charities, providing a tangible way for attendees to support the community.
The takeaway
This event serves as a reminder that localized, grassroots traditions can have a significant cumulative impact on regional charitable giving. Residents interested in community involvement can participate or donate to support the ongoing philanthropic goals of the organization.
Further reading
Learn more about local community efforts in our Philanthropy section.
More information
For more information on the competition, visit the tugger registration and event signup page.
Source note: This article includes information reported by Eye On Annapolis.
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