Medieval-Historical music festival crowd (2014)
Eastport, ME

Eastport Pirate Festival

ConfirmedSep 11 to 13, 2026
FreePirate
Photo: Anna Hanks from Austin, Texas, USA, via Wikimedia Commons (CC BY 2.0)
Dates
Sep 11 to 13, 2026
Status
Confirmed
Venue
Downtown Eastport, Water Street
Price
Free
Camping
None on site
Last checked
Aug 24, 2026

The experience

What's special

The Eastport Pirate Festival takes over the easternmost city in the United States - a small Maine port of well under two thousand people - on the weekend after Labor Day each year, and the whole town plays along, flying pirate flags and dressing the part. Run by a 501(c)(3) non-profit, the festival is free to attend: three days of live bands and street performers along Water Street, a parade with public float entries, fire performances, barrel races, children's cutlass lessons, costume contests for all ages, and fireworks over the harbor, with a ticketed Black Pearl Ball as its fundraiser.

What people love

Locals describe the weekend as the biggest event of Eastport's year after the Fourth of July - the festival has grown popular enough that the town's population roughly doubles for it - and visitors call out how completely the town embraces the theme, with costumes and flags everywhere and a community-scale charm to the parade. The parade itself is small, and recent years' accounts note it running smaller than usual, but the surrounding festival is consistently described as a good time and a fitting end to the season.

How attendees rate it

Based on attendee reports online
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Music & sound

Drawn from public attendee reports and reviews, read by a person. Member star ratings will show here once enough people who went have rated it.

See it before you go

On the lanes & stages

Costumes & what to wear

Do I need a costume?

Costumes are enthusiastically welcomed, the festival invites everyone who wants to dress as their favorite pirate, wench, mermaid, captain, or damsel, and the whole town joins in, with pirate flags and outfits all over during the weekend. Costume contests run for both children and adults

Costume rules

Costume and prop weapons are allowed but must remain sheathed; functioning projectile weapons and sharpened steel weapons are not allowed

Weapons policy

Costume/prop weapons must remain sheathed; functioning projectile weapons and sharpened steel weapons are not allowed

Joining in

The festival parade takes public float and costume entries with prizes, barrel races invite team sign-ups, and costume contests run for adults and children

Getting there

Nearest airport BGR.

How do I get to Eastport Pirate Festival?

By bus 1
West's Coastal ConnectionRoughly 3.5-4 hours BGR to Perry

The one scheduled public-transport thread into this corner of Maine: a daily bus that stops right at the Bangor airport terminal (departs BGR 2:15 pm eastbound) and runs the US-1 coast through Ellsworth and Machias to Perry and Calais, with flag stops anywhere along the route. Perry is the closest stop, still about 7 miles from downtown Eastport across the causeway, with no onward local transit, so arrange a pickup with your lodging or a local driver in advance. Call 1-800-596-2823 to confirm times, fares, and your flag stop

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Taxi & rideshare 1
Uber, Lyft and taxis at BGR; effectively none in Eastport itself~2 h 15 min by road · Not practical as a primary plan for the BGR-Eastport leg

Rideshare works fine around Bangor, but coverage drops to essentially zero in rural Washington County, do not plan on hailing an Uber in or out of Eastport. A one-way car service for the 110-mile run would be a substantial custom fare; nearly everyone drives themselves

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By train

No direct passenger rail to the venue was found. Use the airport transfers or shuttle options above.

🅿 Parking

On site parking available. Cost Free. Prepay via None, free designated lots, no prepay system. All designated festival parking areas are free, but this is a small island city and spaces are limited, expect to park a few blocks out and walk in. Some downtown spots are time-limited, and accessible parking is reserved at the Post Office. Water Street itself hosts the vendors and events, so arrive early on parade day

🚙 Car hire

Compare car hire at BGR

Essential for almost every visitor: Eastport is a 2¼-hour drive from the nearest commercial airport (BGR) with no rail, no local transit, and only one daily coastal bus that stops 7 miles short of town. Rental counters are on-site at BGR

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Live price search coming soon.

Where

Venue

Downtown Eastport, Water Street

Camping & Accommodation

Where can I stay near Eastport Pirate Festival?

No on site camping. Here is where to stay nearby.

Budget stays 3
The Kilby House Inn B&B

122 Water St, Eastport, south end of the festival street

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Todd House Bed & Breakfast

1 Capen Ave, Eastport, historic 1775 cape a short walk from downtown

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Redclyffe Shore Motor Inn

US Route 1, Robbinston, about 15 miles north of Eastport

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Mid-range hotels 1
Motel East

23 Water St, Eastport, on the festival street, overlooking Passamaquoddy Bay

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Airbnb & private camping
Airbnb

The festival itself points guests to Airbnb and VRBO, vacation rentals meaningfully outnumber commercial rooms Downeast. Inventory spreads across Eastport, Perry, Lubec, and Calais; for the weekend after Labor Day, book months out and expect multi-night minimums in town

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Hipcamp

Camping is a genuinely good way to do this festival: Seaview Campground & RV Resort is right in Eastport (16 Norwood Rd, on the festival's own lodging list), with Hilltop Campground in Robbinston and Keenes Lake in Calais as backups, plus Cobscook Bay State Park about 25 minutes away. Hipcamp lists private-land sites through the surrounding Downeast countryside

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Pricing

Free entry

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