Portland · WALKING TOURS
19 reviewed
The best walking tours around Portland book out early, especially in summer. Here are the 15 standouts with current pricing and what makes each one worth the slot on your calendar.
Walk downtown Portland on a small-group donut tour with included tastings, classic Voodoo stops, and quick museum/photo breaks.
“Great Portland experience to learn more about the city and sample some delicious donuts. Our guide Kayla was fantastic and shared lots of recommendations for places to visit in Portland along the tour.”
Portland history on foot in about 2 hours through the Old Port, lobster lore, cemeteries, and Longfellow connections, with snacks included.
“We learned so much from our tour guide, John, about Portland 's history. John did a great job of making the history come to life and was able to answer lots of questions. The tour starts close to the cruise ship docks, making this a convenient alternative to cruise ship excursions plus it is short enough to add on your own options.”
Small-group downtown Portland walk with a local guide. Parks, architecture, and art history for $29 in English, about 2–2.5 hours.
“It was a very informative tour! Nancy C. was very nice and knowledgeable of her city! Would recommend.”
A 1-mile, 1-hour lantern-led ghost walk through downtown Portland, with Shanghai Tunnels stories and a haunted hotel stop for $24.
““L” was an excellent guide. I had fun and learned so much about Portland history.”
A 2-hour Old Port donut walk in Portland, Maine with six warm samples, coastal history, and quick line-free stops.
“Our family really enjoyed this tour. It was well paced, great to walk around on a pretty day and learn about history of Portland with points of interest. We loved the donut samples and Kris was very generous with portions. All sanitary and safety measures (gloves, hand sani) were followed (saw a few earlier reviews mention this). He shared great history and lobstering industry knowledge. It was really interesting and a great way to see Portland- along with history of the donut. We highly recommend this tour!”
A 2-hour Portland walking tour through parks, plazas, and downtown architecture, linking hippie culture and activism to city design.
“A very informative tour with a fun guide. Right of us could not have had a better mornjng”
Four full slices at four Portland spots in a relaxed 1-mile walk, guided by Beau with clear pizza-style lessons and local recs.
“I went on this tour with a friend not really knowing what to expect. I'm not a pizza connoisseur but after this tour, my palate definitely came away with an entirely new appreciation for wood fired pizza and naturally levened pizza that makes the pizza crust crispy. Our tour guide was knowledgeable, witty, and fun. He gave us an intimate perspective of Portland while filling our tummies!...be ready to tackle healthy portions of pizza.”
A 2-hour, 1.5-mile guided walk through downtown Portland, mixing public art, civic landmarks, history, and the waterfront for $39.
“Matt was an excellent tour guide. I enjoyed hearing the stories behind the architecture of the city. You could tell our tour guide was passionate about the city.”
Taste Portland downtown on a 3-hour walking food tour with Side Dish Mafia, guided by a local comedian, plus history and signature cart eats.
“This was a fantastic tour run by a funny, engaging plucky local. His passion for food and the food scene in Portland radiates throughout the tour. He takes you to the best food trucks and shows you what is special about them. He partners with one of the best chocolate shops I have visited in the world (and I travel a lot). This is the first place I've eaten dark chocolate and liked it. He knows the history of the city and shares it with you. And at the end he askes you to pick your favorite item and it's impossible to choose because everything on the tour was truly…”
Taste three Portland, Maine breweries on a guided small-group beer tour with minibus rides, tastings, and snacks.
“Very knowledgeable about the local beers, breweries history’s. Overall the beer production and companies in Maine. History of Portland was great too.”
Portland chocolate and coffee walking tour: Azar Belgian chocolates, local roasters, wine tastings. 2.5 hours, small group, $69.
“The chocolate and coffee walking tour was great! We sampled delicious, locally roasted coffees and some incredible chocolates. Azar’s and Roste were my favorite stops. And, it was a glorious fall afternoon to stroll through Portland.”
Walk Portland, Maine by lantern-light on a 60-minute ghost and history tour for $30, with photo/video stops and small groups.
“Hannah was wonderful and we learned so much about Portland and the haunted happenings around town. It was a really nice way to see the city!”
Portland’s makers-and-tastings walk links art, tea, coffee, and (often) beer, with small groups and a 2-hour route for $55.
“Our tour guide Edwin, was super friendly and informative. He provided lots of recommendations. We enjoyed our conversations with him throughout the tour. We enjoyed the breweries we visited. The pizza was delicious, definitely recommend. Chuckanut was our favorite brewery that we visited. Try the Mexican Style Lager, or the Vienna Lager. :)”
A 90-minute Portland walking tour mixing Revolution Hall, Belmont Street legends, and Lone Fir Cemetery’s hardest chapters.
“It was a great tour! I got to learn a lot about Portland in addition to the ghost & cemetery tour! I highly recommend this tour if you want to learn history AND have a spooky good time! The tour guide was also so kind and wonderful!”
Taste your way through Portland’s Mississippi District on a 3-hour walking food tour with 5-7 stops, local guide Daniel, and great value.
“Danny was an excellent tour guide. I would definitely recommend this tour to anyone that is interested in learning more about the hidden little places in Portland.”
