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Connected by a granite causeway to the mainland at Pleasant Point Reservation, Eastport has wonderful views of the nearby islands, and you can sometimes spot whales from the waterfront because the harbor is so deep. Known for its diverse architecture, the island city was one of the nation's busiest seaports in the early 1800s. In the late 19th century, 14 sardine canneries operated here. The industry's decline in the 20th century left the city economically depressed, but now the town has set its sights on shipping, salmon farming (though less so), tourism, and the arts—performing and visual arts are thriving here. On the weekend after Labor Day the Eastport Pirate Festival brings folks out in pirate attire for a ship race, parade, fireworks, cutlass "battles" by reenactors, and other events, including a children's breakfast and schooner ride with pirates.
Get downtown early to secure a viewing spot for Maine's largest July 4th parade. Canadian bagpipe bands make this an event not to be missed. The day culminates with fireworks over the bay. On the weekend of the second Sunday in August, locals celebrate Sipayik Indian Days at the Pleasant Point Reservation. This festival of Passamaquoddy culture includes canoe races, dancing, drumming, children's games, fireworks, and traditional dancing.
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