Eastport Pirate Festival Gearing Up For 20th Anniversary

For two whole decades, thousands of scallywags in all shapes and sizes descend upon the easternmost city in the United States to spend 3 days celebrating all things pirate!

Pirate Donation, Eastport Pirate Festival via Facebook

This year's festivities mark the 20th year the city has held the Eastport Pirate Festival, and the scuttlebutt is that organizers are planning to hold a proper pirate-pallooza to mark the occasion...with a giant XX, of course, according to the 20th Annual Eastport Pirate Festival's Event Page.

Pirate Rush, Eastport Pirate Festival via Facebook

"Ahoy, mateys… did ye miss us? We’ve been quiet, but only because we’ve been busy planning something truly legendary—2025 marks 20 YEARS of the Eastport Pirate Festival! This year’s gonna be bigger, bolder, and more unforgettable than ever."

STILLFX

"For two decades, pirates from near and far have taken over our town—this year, we’re going bigger, louder, and more outrageous than ever before."

Pirate Barrel Rolls, Eastport Pirate Festival via Facebook

"Parade, fireworks, costume contests, kids' activities, sea shanties, food, drink, and unforgettable memories await. Don’t miss the most epic gathering of pirates on the Eastern Seaboard."

Pirate Jam Session, Eastport Pirate Festival via Facebook

They'll have fun and games, shenanigans, live music, food, and contests, and of course, pirate attire is welcome if you can talk like a pirate, even better.

Pirate Kids, Eastport Pirate Festival via Facebook

The festival is set to take place September 5th, 6th, and 7th in downtown Eastport and along the Bold Coast!

There are a number of super fun festivals planned throughout the state this summer. Here are just a few options.

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2025 Maine Agricultural Fair & Festival Dates

According to the Untamed Mainer website, these are the proposed dates for some of Maine's biggest fairs and festivals. If there is an event that we missed that you believe should be on our list, or if we got something wrong, please let us know by sending an email to Cooper.Fox@townsquaremedia.com

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