18 Best Things to Do in Portland

When it comes to visiting Portland, Maine, there's only one thing you need to remember: There's no way to do it wrong.

Portland is essentially divided into two parts: on peninsula (where the bulk of the following recommendations are located) and off peninsula (including the outskirts and many residential neighborhoods). Walking, biking, taxis, and public transportation are all options if you plan to mainly stay on peninsula.

Eastern Promenade

For those looking for a quiet walk outside the city center, the Eastern Promenade is a two-mile harbor-side stroll where you can grab a bite from the food trucks serving a variety of cuisines. Portland's food truck scene is robust, with approximately 70 set up within the city limits on any given day. The East End Beach (which is more rocks than sand) is a scenic spot to take in the views of Casco Bay or rent a kayak for a different perspective of the city. Meanwhile, kids will love the playgrounds.

Portland Observatory

For a 360-degree view of the city, visit this historic 86-foot tower where you can climb the seven flights of stairs at your own pace or request a guided tour for a deeper dive into the legacy of the building. The observatory is run by the nonprofit Greater Portland Landmarks, which can set up travelers with walking tours of various Portland neighborhoods as well.

Luna Rooftop Bar

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