PORTLAND · MAINE
Portland's standouts, both coasts.
The 10 standout city tours of Portland, Maine. Old Port cobblestones, Eastern Promenade harbour views, hidden histories and Black-history walks — Maine's working waterfront the way a local would show you.
Old Port + 3 Maine lighthouses in 2 hours from Portland Beer Hub. Small-group van tour with views and history. $69.
“Excellent tour of three lighthouses. Our guide was Peter and he was very informative. Beautiful coastline.”
Vintage fire truck tour of Portland, Maine: 50-minute ride with waterfront and lighthouse views, live narration, Old Port shopping time, $45.
“Booked on short notice so happy something was available. Enjoyed the scenery but the way seats are arranged, it’s hard to get a good view.”
Portland hidden histories walking tour with Dugan. Small-group, funny storytelling across Downtown, Old Port, and Commercial Street.
“Two hours well spent in Portland. Tour guide was knowledgeable. Definitely focused on lesser known history facts.”
Old Port Maine food tour with lunch, a small group walk, chowder and lobster roll tastings, plus dessert on Fore Street.
“Timothy was amazing great love a local! Food amazing and fresh! Learned a lot about the fishing life”
2-hour Windjammer sail in Casco Bay from Portland Maine. BYO snacks and drinks on a historic schooner, see lighthouses and seals.
“The ship we were to be on had engine problems and we were told that not everyone that booked could go on the replacement ship. This one ended up to be not as large, not as old and not as comfortable. The crew were doing their best in the situation. It would have been better…”
Old Port Seafood Lovers walking lunch in Portland: lobster roll, chowder, beer, lobster-fishing stories, and a sweet finish.
“Very fun guide, AJ, who was very well educated on the area and the best places to eat. Very enjoyable.”
Portland, Maine Black history walking tour with Dugan. Small group, iconic stops, Underground Railroad stories, and donation to Abyssinian Meeting House.
“The breath of knowledge the tour guide provides was immeasurable. And the little know Black History fact of Susan Rice family really impressed us”
Sail a historic schooner through Casco Bay on a Portland, Maine sunset cruise. Bring your own snacks and drinks for 2 hours.
“Fantastic crew, beautiful weather even if windless….helped create the most peaceful glassy water…it is a must do!”
A 90-minute afternoon lighthouse cruise from Portland, Maine with Casco Bay wildlife, classic lights, and Fort Gorges views. Bring snacks.
“Wonderful experience. Lighthouses were beautiful. The crew was knowledgeable and so pleasant. So much to see. We went to see one of the lighthouses the crew had shown us by land. Boat was comfortable. Weather was perfect. Highly recommend. Only criticism was the parking. The location was easy to find. However parking was $32 for…”
A self-guided audio walk through Portland’s Old Port with standout history stops, easy pacing, and great value at about $7.75.
“It was a great experience. I enjoyed learning the history of Old Port. The lighthouse was not there, so an updated tour would be nice. Overall, very well organized.”
