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Top Things to Do in Portland Maine
Portland Maine is a seaside town with world-class entertainment, an arts district, and an incredible foodie scene. If you are planning a trip to Portland and looking for the best things to do, see and eat while visiting, you are in the right place. You will find salty air, rocky coastlines, a working harbor, old captain homes, lighthouses, cobblestone streets, brick buildings galore, lobster shacks, and craft breweries. Browse the list of must-see attractions, off-the-beaten-path experiences, outdoor activities, and museums to create your personal Portland Maine bucket list. Then, plan the itinerary for your Portland trip with these top things to do, see, and eat. Enjoy your time out of the office!
READ 10 Day Road Trip Through Maine, New Hampshire, and Vermont
Things to Do in and Around Portland Maine
Wander the Old Port warehouses
Buy fresh oysters at Harbor Fish Market
Shop for souvenirs along Commercial Street in the Old Port
Photograph Longfellow’s Statue in Longfellow Square
Tour the historic Wadsworth-Longfellow House and Garden
Photograph the
Enjoy the Friday Night Art Walk in the Arts District
Check out the views from the Portland Observatory
Eat lobster everything
Go for a bike ride along the Eastern Promenade Trail
Give your feet a break and a soak at Soakology Foot Sanctuary & Teahouse
Go for a swim at East End Beach or explore a tide pool
Go lobstering and have your catch prepared at Portland Lobster Company
Explore contemporary art at the Portland Museum of Art
Go on the Casco Bay mailboat run
Check out the historic headstones at the Eastern Cemetery
Check out the Captains Homes
Go for a romantic walk along the coast of the Portland Headlight
Have a romantic picnic on a schooner in Casco Bay
Spend an evening brewery hopping with the Maine Brew Bus
Pick up some cheese and crackers at Cabot Farmers Annex for a romantic sunset picnic
See the stained glass ceiling window at the historic Victoria Mansion
Take the Real Portland Tour of the city and three lighthouses
Kayak around the historic Fort Gorges
Go whale watching
Photograph the Our Lady of Victories statue in Monument Square
Take the five lighthouse bicycle tour
Check out the view from the rooftop deck at Bayside Bowl
Learn about Maine’s railroad history at the Maine Narrow Gauge Railroad Company and Museum
Take a selfie with The Maine Lobsterman sculpture on Temple Street
Buy a bag made of sails from Sea Bags
Check out the view from the parking garage on the corner of Pearl and Fore Street
Take a selfie with Big Foot at the International Cryptozoology Museum
Spend a night out on Wharf Avenue
Eat a red skin hot dog from the cart in Tommy’s Park
Watch the sunset from Ocean Point
Catch a Portland Sea Dogs baseball game
Take a romantic full-moon canoe tour through the Scarborough Marsh
Learn about Portland’s Great Fire on the Portland Vintage Fire Truck
Take a sailing lesson in Casco Bay
Be sure to check the Visit Portland website for upcoming festivals, special events, and what’s happening during your stay.
Bookmark and Pin Things to Do in Portland Maine
Many thanks to Visit Portland for providing tour opportunities while in Portland Maine. As always, all opinions are my own.
Plan Your Trip to Portland Maine
Portland Maine Travel Guide
Pick up a Maine Travel Guide from Amazon.com to browse on the plane.
Book Your Accommodation in Portland Maine Now
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Portland Maine Attractions and Day Tours
The best attractions sell out! Don’t chance it, get your tickets now and relax when you arrive.
Travel Essentials
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Have a great vacation!