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    Wicked Walking Tours

    4.6 (66 reviews)
    Open Open 24 hours

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    Laurie V.

    This past weekend I had the pleasure of visiting Portland, Maine. Aside from some amazing lobstah rolls, what else might you expect out of a historic, coastal New England town? You guessed it.....ghosts. Maine has always fascinated me, ever since I read "Pet Sematary" when I was about 12 years old. In fact, the 1989 version of the movie was just on television. Perhaps no one tackled the Maine accent as well as Fred Gwynn. Ayuh, he nailed his role as the old, weathered, local Maine neighbor, Jud Crandall. (John Lithgow provided a completely different interpretation of Jud in the 2019 version.) It's only appropriate that King, who grew up in Portland, based so many of his novels in the state of Maine. This place is saturated with ghosts, savory characters, and somewhat of a dark history. Last week on my layover I took a Wicked Walking Tour with Gordon, who was absolutely fantastic. Knowledgeable and funny, his theatrical, yet historic tour was well worth my time. Gordon made the tour interactive and got to know each of us on the tour. There was another Lori (spelled differently though), another couple from Cleveland, and some newlyweds amongst our group. We started by learning about some history of the city. Portland buried their dead 18 feet under. Gordon informed us this was to keep the vampires in and the grave robbers out. The Portland Waterfront and the many islands of Casco Bay have stories of pirates, witches, ghosts, fires, and abandoned ships that we learned of throughout the tour. In this particular part of the waterfront a mysterious woman clad in black wanders the dock area, stumbling over lobster traps in search of her sailor. Aside from an occasional wharf rat, there is not much trace of life down here at night. A building that I noticed while walking around the town was the Time and Temperature Building, a building with....you guessed it: the time and temperature displayed on the outside. Gordon talked about this building on our tour. The place is allegedly haunted by a female ghost with fire-engine red hair, who enjoys riding the elevators and who will often play on them, randomly sending them to different floors. Some workers in the building have claimed to have seen an unknown female walking through their offices, and when they follow her or try speaking to her, she vanishes around a corner. Electricians insist that there is nothing wrong with the wiring of the elevators. No one is certain of the back-story here, nor why she does this. Before running through a dark and sinister alley, Gordon pointed out an other creepy building. I don't remember the details, but I remember something about a woman seeing a mermaid, attached to the front of a ship outside her third story window. Apparently the water level used to reach this part of the town and there have been phantom ships, still weathering the storms, to this day. Check out Gordan's tour......I really enjoyed it. His stories are interesting and engaging. Maine is awesome. And the people here are wicked smaht.....

    Gordon
    Sai Ashok Kumar P.

    We had a wonderful experience. Gordon is a great story teller, we learnt a little history about Portland along side with ghost stories. Would recommend it, its one of a kind.

    Renee J.

    Exactly as advertised. Entertainment that you walk around at night a few blocks around the cobblestone/waterfront district.Great activity to do. Then find a bar to end the evening with

    Gordon was conducting the tour in a very creepy location where ghosts walk.

    Gordon was so very entertaining and informative. He shared historical info along with ghostly tales. Our friends who are from Portland enjoyed it so very much. He said that Gordon presented an accurate account of the city's history. In fact he was not going to come along with us to a "ghost tour" but thoroughly enjoyed himself. Thanks Gordon! You should check into the big stage!!! I hope you all get Gordon to show you around! He was awesome!

    Tim F.

    Loved this tour. Gordon is a great tour guide and provides a great tale or two about the darker side of Portland's history. Kid friendly as well. Highly recommend!

    Full moon on the Ghost Tour of Portland Maine
    Alice M.

    Great tour! Gordon was awesome!! Well worth the money. We highly recommend. They even had a full moon to set the mood

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    The tour was very enjoyable and got to learn the ghost history of Portland. Gordon was good and funny. He had a nack to know eveyone names.

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    Review Highlights - Wicked Walking Tours

    Gordon is a great story teller, we learnt a little history about Portland along side with ghost stories.

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    Portland By The Foot

    Portland By The Foot

    5.0
    (13 reviews)
    0.2 mi

    Dugan is an expert tour guide and passionate about history! He provided a superb and detailed…read morehistory of African Americans in Portland, ME from the colonial era to the current day. We loved the amazing story of Susan Rice and her mother (Lois Rice) who each had a tremendous impact on education and public policy. Our family enjoyed learning about the many changes in downtown Portland from the 1700s to the 1950s and hearing the stories of remarkable leaders in the community over generations. We appreciated the enthusiasm and concern of Dugan to make sure the entire group was OK during the walk on a hot summer day (the shaded "rest breaks" were a plus). Also, he was open to questions and made everyone feel welcome. Overall, I would strongly recommend any of the walking tours! You are bound to discover something new.

    What can I say, I had the pleasure of experiencing Dugan's walking tour today. You will be amazed…read moreby the deep understanding of the hidden history of this city. Dugan is very knowledgeable and has done extensive research of his topics. I was extremely pleased with his presentation and how he was able to weave in aspects of the rich but unfortunately not widely known historical facts by those outside of this city. As other reviewers have said the Susan Rice tie-in was something I did not expect. I would highly recommend this tour to anyone who wants to learn about this gem of a city. Dugan, thanks for your dedication and keep up the great Work. We all the better for it.

    Photos
    Guide Dugan Murphy and his tour group
    Guide Dugan Murphy and his tour group
    Seeing the sights on historic Fore Street
    Seeing the sights on historic Fore Street
    Lobstering history at Custom House Wharf

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    Lobstering history at Custom House Wharf
    Greater Portland Landmarks

    Greater Portland Landmarks

    4.3
    (4 reviews)
    0.6 mi

    I'm a little bit of a history geek, what can I say? I was the kid that relished the opportunity to…read moretalk to my grandparents about their lives growing up, what our community used to be like and look like, what their parents experienced. Finding old photos of towns and cities that I'm familiar with now are unbelievably fascinating, and preserving that which was is something near and dear to my heart. Which is why I'm a little in love with the The Greater Portland Landmarks, the safeguards of Portland's history via buildings, neighborhoods, and outdoor spaces. Through education and advocacy these great stewards of urban conservancy have helped to maintain some amazing spots throughout the city of Resurgam, while thoughtfully bridging the gap from the character of the city that was to the character that the city's beginning to have. I've had the opportunity to explore some of their catalog of public offerings, including Portland Observatory tours (https://www.yelp.com/biz/portland-observatory-portland), Custom House tours (https://www.yelp.com/biz/united-states-custom-house-portland), and a tour of the Homes of Portland's Golden Age (where we walked around the Spring Street Historic District [which was placed on the National Register of Historic Places in '71] and viewed an array of impressive architectural styles throughout the past couple centuries. That's just some of their ongoing events; they also host a lot of other awesome shindigs (like an annual decade-specific themed gala at a large mansion in Portland). The folks who work at GPL are dedicated, passionate, and well-versed in all things Portland. I care deeply about the past, present, and future of this great city, and I feel rest assured that there are others that do so as well!

    Take their tours, donate, support this worthy and well-run cause…read more... In August, I was visiting Portland to eat and relax and look at the water. When my companion suggested (ah-hem, insisted) that we take the Greater Portland Landmarks walking architectural tour, I agreed but had no idea what I was getting into. Like, what? The headquarters or main building is on Spring Street behind the MFA, where I'd been several times already. It's a straight ten-minute walk from the Old Port area, so pretty easy to access. When we got there, we were greeted warmly by the staff and invited inside to wait for the tourists to gather. They allow (and encourage? insist upon?) on-line reservations, which we had. We pad electronically with credit cards using their portable chip reader. It was good to see historic preservation embracing technology. Ten bucks each, totally worth it. Our group of about ten tourists was led by two men, both school teachers, who tag-teamed the direction of the group and the speaking. They were warm and funny and kind and helpful and full of information. When one of them knew that the other was the expert, he'd say, And now XXXX is going to talk about the roofline of Federalist style buildings. Or some such. And the information is transferrable. I was recently in downtown Philadelphia where I was able to identify architectural styles that I learned about in Portland. The walk isn't that long distance-wise because they essentially keep close to the neighborhood around their building but it is strenuous and takes a while because they cover so much, including the Victoria House (from the outside). They encouraged questions and engagements and were helpful and attentive to those with limitations (slow walkers, the deaf, etc). At one point, we Zillowed the price of a house that was on the tour, which connected past and present. The guides even got us an inside tour of the private Cumberland Club. I would do it again. I would do their other tours (including of the Observatory on Munjoy Hill). If I lived in Portland....

    Photos
    The beautiful Greater Portland Landmarks building adorned with a Valentine's Day Bandit heart!
    The beautiful Greater Portland Landmarks building adorned with a Valentine's Day Bandit heart!
    Greater Portland Landmarks is located in the William Safford House 1858.

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    Greater Portland Landmarks is located in the William Safford House 1858.
    Maine Day Ventures

    Maine Day Ventures

    4.5
    (257 reviews)
    0.6 mi

    I attended the Portland: Old Port Culinary Walking Tour on Sunday, June 14, 2026 at 10:30 am with…read moreAnne and Ross. Usually, there is only one tour guide and it was supposed to be Anne only but Ross joined in as well. The Old Port Culinary Walking Tour is a foodie tour with a mix of history and culture. Our group consisted of 13 people. The tour starts at Andy's Old Port Pub with an introduction from our tour guides. At Andy's Old Port Pub, we were seated in the backroom and had a seasoned, grilled fresh haddock with house-made pickled vegetables, pico de gallo and lime crema in a corn tortilla and Andy's house Lager. Ross talked about the suspicious happenings and history at Andy's Old Port Pub. They both talked about Harbor Fish Market which was right across the street and how the seafood never see the back of a truck. I thought the fish taco was okay and was probably my least favorite food item from the whole tour. Andy's house Lager was very smooth and I really enjoyed it. Then, we walked next door to Gilberts Chowder House where we had a choice of Clam Chowder, Haddock Chowder, Corn & Chicken Chowder, Seafood Chowder, or Seafood Chili. I chose the Clam Chowder. The Clam Chowder was thick and not as creamy as I usually like my clam chowders. Here, Anne was showing us pictures of lobster abnormalities. After having our chowder, we walked to the historic U.S. Custom House and old fishing docks. We even got a postcard of the old fishing docks which was a nice souvenir. Next, we stopped at Rigby Yard and were seated in a small private room. We were offered several drink options; I chose a glass of prosecco. We had the Fresh Maine Lobster Roll with fresh Maine lobster meat Maine-style, tossed lightly in mayo, lemon, and sea salt served on a brioche roll with chips. The lobster was definitely fresh and good. The last two stops were dessert spots: Dean's Sweets and The Gelato Fiasco. We had a needham which is a confectionery dessert bar made from sugar, chocolate, coconut, and potato and we had the option to choose another truffle. I chose a blueberry one. At The Gelato Fiasco, we were able to choose 2 different flavors. Funny enough, I had went to The Gelato Fiasco the night before and it really is delicious gelato. I was glad to try different flavors. The tour finished about 1:45pm. The tour guides thanked us for spending our time together. The Portland: Old Port Culinary Walking Tour was fun and I enjoyed meeting the other people in our group. Anne and Ross were very knowledgeable with Portland's history and food scene. They had good recommendations for other things to do in Portland. The food we had on the tour was okay according to my opinion, but it was definitely a good variety of Maine dishes.

    We came to Maine very VERY early season (March 20th-24th) and were looking for something to do…read more Most of the area is still in full 'pre season' mode, with many restaurants and services closed, especially during the week. We found the walking Food tour on Viator and jumped at it - and boy were we glad that we did! Because of the time of year, my wife and I were alone on the tour and as such got to spend around 3 hours with our guide, Ray Sapirstein. Putting aside Ray's obvious love for Portland and food in general, he was a charming guy - keeping us engaged and entertained with stories about the area for the entire duration of the tour. Ray is a PHD trained historian and, as such, was able to fill in a lot of color about the area, going beyond the 'food' aspects of the tour, describing the 'hilly roads' which were sand dunes were covered up to build out the city. Add to that the fact that he took us to several places that we NEVER would have found via googling for 'best ofs' and would have been a HUGE failure to miss! Andy's Old Port Pub - a neighborhood bar (don't call it a dive, though in my mind it qualifies). Spend some time chatting with Thomas, the owner, and Steve the bartender - and had what I can only describe as the single best haddock taco I've ever had in my life. Do not judge a book by it's cover: this place is AWESOME. Great craft beer tap list, and a warm and friendly environment. If I lived in the area, this would be my regular. From there we went to Gilbert's Chowder house right next door - Ray was again right: don't sleep on the seafood chili - it was RIDICULOUSLY amazing. After that we paid a visit to the Harbor Fish Market where we got to see the recent catches, and as Ray pointed out the 'transparency' of the thing: fish are cleaned and prepped for sale right where the customer can watch, and all fish are labeled as 'fresh' (with VERY few pre-frozen exceptions). This is also the place to go if you want to buy Maine swag. From there we proceeded to Rigby House, an unassuming 'coffee shop and workspace' that Ray promised us had nothing short of the best lobster roll in Maine: I've had some good lobster rolls so I can't quite commit to that, but the bread it was built on was FANTASTIC, baked locally from one of the bakeries rated tops in the nation right in Portland. This stop came with either 2 samplers or 1 full pour from their 20+ menu. Don't miss the blueberry ale. It's a rare treat and again, came from Ray's love of his city. From there, we visited Dean's Sweet shop for a couple of truffles and terrible jokes, and then Fiasco's Gelato to round up our day - try the lobster gelato, it's weird and not something I'd necessarily do again...but glad to have had the experience. The whoopie pie gelato was top notch and the blueberry was one of the best gelatos I've ever had. For a 3 hour tour, with all food included, we were certainly full and happy. The walk was short - I don't think we wandered more than a mile in total - and when we were showing signs of being "Help me I'm not from Maine cold", Ray took us into Grittys, another neighborhood bar just for a warm up.

    Photos
    Clam Chowder
    Clam Chowder
    Maine Day Ventures
    Fish Taco

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    Fish Taco

    Wicked Walking Tours - walkingtours - Updated August 2026

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