Eastport

Connected by a granite causeway to the mainland at Pleasant Point Reservation, Eastport has wonderful views of the nearby islands. 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 salmon, shipping, and tourism. The weekend after Labor Day, the Maine Salmon Festival attracts large crowds with boat tours of salmon pens, architecture and cemetery tours, arts and crafts shows, and dinners featuring the local delicacy. On the same weekend, the Eastport Pirate Festival brings folks out in pirate attire for a ship race, parade, and other events.

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 second weekend in August, locals celebrate Sipayik Indian Days at the Pleasant Point Reservation. This festival of Passamaquoddy culture includes canoe races, dancing, drumming, fireworks, and traditional dancing.