The 10 standout walking tours & audio guides tours a Portland traveller will actually book. What each one covers, who runs it, and what it costs from the dock or the trailhead.
Portland hidden histories walking tour with Dugan. Small-group, funny storytelling across Downtown, Old Port, and Commercial Street.
“Unfortunately I was unable to make to the tour due to immigration check in from the cruise. Unable to reschedule or obtain a refund. Tour guide did try to get me on your even late.”
A 2-hour Portland Maine walking tour with a local guide, small groups, and included snacks. See Old Port lobster sites and more.
“Portland history tour in the winter! Ross was fantastic and made learning about this great city memorable. Best walking tour, even with frigid temps!”
Old Port Maine food tour with lunch, a small group walk, chowder and lobster roll tastings, plus dessert on Fore Street.
“Do not eat breakfast before starting this tour.”
A 2–2.5 hour small-group walk through downtown Portland’s parks, architecture, and public squares with a certified local guide for $29.
“This Portland History tour was fun and informative (our tour guide was very knowledgeable and pleasant).”
Old Port Seafood Lovers walking lunch in Portland: lobster roll, chowder, beer, lobster-fishing stories, and a sweet finish.
“Ray was amazing. Extremely knowledgeable and personable. I’d do the tour again just for him. I learned so many new things regarding the history of food and Portland.”
Portland, Maine Black history walking tour with Dugan. Small group, iconic stops, Underground Railroad stories, and donation to Abyssinian Meeting House.
“Dugan was amazing with historical knowledge and the ability to answer questions appropriately. Recommend this as a must do. If it is in the colder season layer and bundle up because you will want to give your full attention.”
Four Portland pizza styles, four full slices, a ~1-mile walk in about 2 hours, with local guide Beau and neighborhood food tips for $75.
“All of the pizzas were delicious, and the host (Beau) was very friendly and knowledgeable! We really enjoyed the whole experience and will definitely be booking more tours in the future.”
Drive Portland’s highlights with location-triggered audio and offline GPS. See Victorian mansions, cemeteries, harbors, and Fort Williams in 1-2 hours.
“It was an unexpected “feels like” 16 degrees (nation wide cold burst !) in early November. when we started our trip and even had a short bought of snow flurries, so this was the greatest alternative to a walking tour. Very enjoyable, at your own pace, Audio and GPS very informative, efficient and easy trouble…”
A self-guided audio walk through Portland’s Old Port with standout history stops, easy pacing, and great value at about $7.75.
“Nice walking tour that provides some history. I like that it isn't too long and helps you get oriented to the Old Wharf area.”
8pm Old Port ghost walk with a lively guide, haunted landmarks, and true-crime psychic tales for about 1.5–2 hours.
“Our tour guide, Jeff, was phenomenal! It was a perfect way to spend our Halloween night and it was great way to become oriented with some of the cities landmarks while learning about some spooky happenings!”
