Eastport

Eastport is the kind of place that feels like a well-kept secret. It’s Maine’s easternmost city, full of salty air, working artists, and rugged coastal beauty. You’ll wake up to the sound of gulls and the smell of seaweed on the breeze, and it’s glorious.

Stay at the Milliken House or the Kilby House Inn, both full of charm. Explore downtown's vibrant arts scene, pop into local galleries like The Tides Institute, and visit Moose Island Bakery for a warm pastry fix. Shackford Head State Park offers trails with sweeping ocean views, and the chance to spot seals just offshore.

Time your trip with the annual Pirate Festival or Old Home Week for small-town fun at its finest. And if you're up early, you might just catch the first sunrise in America.

Local Tip: Don’t miss a whale-watching trip or boat ride to nearby Campobello Island (bring your passport!).