Destinations

Spending time in the city by the sea, Portland

May 15, 2018 | New England
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A foodie city through and through, if you’re not at one of the many breweries, you’re probably eating some fresh seafood or walking through the charming downtown area (don’t miss walking the Eastern Promenade for unparalleled views and beautiful green space).

For inspiration on where to go, start with these top 10 destinations based on 2017 trips.


Maine State Pier

This isn’t the top destination because of its food or drinks—it’s the hub for the ferry that takes you out to the harbor islands, which is the #1 can’t miss thing to do during summer in Portland. Additionally, it’s host to a myriad of summer concerts on the water.

Maine State Pier, Portland, ME 04101, USA

The Maine Wharf

The starting point of the downtown waterfront area, head here to take in the full Portland Wharf and wander the street while enjoying views of the harbor.

72 Commercial St, Portland, ME 04101, US

The Porthole Restaurant & Pub

With the largest waterfront deck and live music daily, grab your friends and enjoy a day or night at this Portland hot spot.

20 Custom House Wharf, Portland, ME 04101, US

Eventide Oyster Co

A great American oyster bar, Eventide has been so successful that they have a sister restaurant in Boston. Their oyster menu is constantly changing, so there’s always something fresh and new to try.

86 Middle St, Portland, ME 04101, US

Portland Lobster Co.

Touting countless “Best lobster roll” awards, you’d be remiss to not try one on their dockside balcony that features daily live music and serves up cold beers.

180 Commercial St, Portland, ME 04101, US 

Bayside Bowl

Not your average bowling alley, Bayside Bowl has a rooftop deck with panoramic views in addition to their 20 lanes, delicious food, and craft cocktails.

58 Alder St, Portland, ME 04101, US

The Maine Mall

If you need a shopping fix and the downtown shops aren’t cutting it, The Maine Mall is the perfect place to get whatever you might need—whether you forgot your swimsuit or broke a flip-flop.

364 Maine Mall Rd, South Portland, ME 04106, US

Allagash Brewing Company

Did someone say free beer? Because you get free, that’s right, completely free samples when you visit Allagash. Additionally, you can take a tour and learn all about this Maine staple. Did we mention it’s dog-friendly?

50 Industrial Way, Portland, ME 04103, US

Bissell Brother’s Brewing Company

With more than 25 craft beers brewed on-site, you’re bound to find something you’ll like. You can only get this beer in Maine, so don’t miss out!

4 Thompsons Point #108, Portland, ME 04102

DiMillo’s on the Water

If you’ve ever wanted to eat on a floating restaurant, this is your chance. This car ferry turned restaurant features fresh seafood and cocktails to enjoy while looking out on the harbor.

25 Long Wharf, Portland, ME 04101, USA


It’s impossible not to enjoy your time in Maine. For an extra treat, get out on the water and take the ferry to Peak’s Island.