Delicious seafood restaurants, beautiful island excursions, and cool breweries await.
If you want to explore the outskirts of town, you’ll likely need a car.
Walk along the Eastern Promenade.
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For a quintessential waterfront stroll, set off along the Eastern Promenade Trail from downtown Portland.
If you want to explore further, the promenade links to theBack Cove TrailandBayside Trail.
Enjoy the view from the Portland Observatory.
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Get a 360-degree panorama of the city from atop the 86-foot-tallPortland Observatory.
Have a drink at Luna Rooftop Bar.
Small bites and artisanal cocktails await with a panoramic view of the harbor from the sixth-floor vantage point.
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Visit the art gallery in The Press Hotel.
Check out an event at Thompson’s Point.
Go brewery hopping.
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With a craft beer scene like Portland, picking just one brewery to visit is impossible.
TheMaine Brews Cruiseoffers behind-the-scenes walking and bus tours of the city’s pubs and breweries.
Eat tacos at Bird & Co. Vegan and vegetarian options are deliciously celebrated, too.
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Admire masterpieces at the Portland Museum of Art.
Take the ferry to Peaks Island.
Kayak and bicycle rentals are available (though golf carts are the preferred method of transportation).
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For a longer getaway from the city, spend the night atThe Inn on Peaks Island.
Shop at The Black Box.
Current retailers include Moonday Coffee, Thicket Jewelry, and Pinebury activewear.
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Since this is an incubator space, check the website for the most up-to-date businesses.
Ride the Maine Narrow Gauge Railroad.
Thisfamily-friendly railwaytakes passengers on 40-minute train rides along the Eastern Promenade with scenic views of Casco Bay.
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Save some time to roam the museum before or after the ride.
Discover hidden gems on Stevens Avenue.
There’s a small stretch of Stevens Avenue in the Deering Center neighborhood that’s not to be missed.
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Grab a coffee atRwanda Bean, where 50 percent of the profits go back to the farmers.
Chow down on fresh seafood at Luke’s Lobster.
But it isn’t just the fresh seafood that’s to be celebrated.
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Catch some live music.
Go lobstering with Lucky Catch Cruises.
Wander the cobblestone streets of the Old Port.
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Pair your visit with a sail withPortland Schooner Co., which offers two-hour Windjammer cruises around the bay.
Stop by Maine’s oldest bookstore.
Sherman’s also sells gifts, toys, and a variety of Maine-made specialty items.
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Grab a bite at The Porthole.
May we suggest the lobster Benedict for breakfast and baked stuffed haddock for dinner?
