In recent years, young, creative, progressive people have made the trek to the Portland peninsula and its surrounding communities, joining generations of Mainers in laying down roots in the quiet seaside city. Together, the two groups balance a history of winter-hardened New England self-sufficiency with a taste of the contemporary, creating a vibrant urban scene alongside a historic working waterfront.
When to Go
It’s hard to beat the mild Maine summers, but the late fall shoulder season is when most Portlanders take back the city after the tourist crowds subside.
What to Eat
Maine and lobster go hand in hand, and luckily there’s no shortage of ways to enjoy this succulent treat. Steamed, grilled, in chowder, or on a roll, lobster is by far Maine’s most delicious export.
Souvenir to Take Home
It’s hard to miss the recycled sail bags from Sea Bags hanging in shop windows throughout town, and the quirky designs of the Imagine Maine branded tees and sweatshirts are a cozy reminder of any trip to Maine, but the L.L. Bean Duck Boot is by far the most iconic of Maine-made goods.
Sustainable Travel Tip
Bring your bike and board one of the Casco Bay Lines ferries to tour one of the larger islands like Peaks, Great Diamond, or Chebeague for a quiet day of exploration away from the city.
The panoramic views from the top of the Portland Observatory, the country’s last surviving maritime signal tower, are photo-worthy at any time of the day.