Portland’s finest walking excursions make the most of this wonderfully walkable Maine city.
The Old Port Culinary Walking Tour stands out as the top choice, combining the waterfront’s rich maritime heritage with stops at excellent local eateries.
We love the Hidden Histories tour for its no-nonsense approach to Portland’s fascinating backstory, told through architecture and authentic neighborhood stories.
The Secret Food Tours excels at introducing visitors to Maine’s celebrated seafood and local specialties, while the practical Smartphone-Guided option works well for independent travelers.
Let’s look at our favorite Portland walking tours in detail.
Key Points
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The Old Port Culinary Walking Tour offers a 3-hour exploration of Portland’s historic Old Port neighborhood, featuring tastings at 5-6 local eateries.
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The Seafood Lovers Walking Lunch Tour provides an immersive 3-hour culinary adventure in the Old Port, showcasing fresh Maine seafood and craft beer.
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The Hidden Histories Walking Tour focuses on lesser-known historical sites and the role of women in Portland’s past, led by an engaging guide with a maximum group size of 15.
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The Guided Walking Tour of Downtown Portland explores the city’s iconic landmarks and culture, with a 94% recommendation rate and wheelchair accessibility.
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The Macabre Ghost History Walking Tour offers a unique exploration of Portland’s spooky past, featuring engaging storytelling and knowledgeable guides.
Old Port Culinary Walking Tour From Portland
The Old Port Culinary Walking Tour from Maine Day Ventures takes guests on a 3-hour exploration of Portland’s historic Old Port neighborhood. Rated 5-stars by 363 reviewers, the tour offers a 96% traveler recommendation rate.
Visitors will visit 5-6 local eateries, sampling up to 7 Maine-inspired tastings that are enough to replace a meal. Knowledgeable guides share stories and insights about Portland’s culinary scene while leading small groups of no more than 14 people.
The tour starts at Andy’s Old Port Pub and ends at an ice creamery or Deans Sweets, with parking available in nearby garages or lots.
While not wheelchair accessible, the moderate fitness level makes this a great way to discover Portland’s food culture.
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2 Hours Portland, Maine Hidden Histories Walking Tour
Offered daily at 11:00 AM, the Portland, Maine: Hidden Histories Guided Walking Tour takes guests on a captivating two-hour exploration of the city’s lesser-known historical sites and figures.
Led by the knowledgeable and engaging guide Dugan, the tour offers a maximum group size of 15 travelers, ensuring an intimate and personalized experience.
Participants will navigate cobblestones, encounter staircases, and learn about the influential role of women in Portland’s past.
With a 100% recommendation rate from travelers, the tour provides excellent value at €47.21 per person and includes a donation toward restoring the Abyssinian Meeting House, America’s third-oldest standing Black church.
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Intro to Portland Small Group Walking Tour
Dive into the heart of Portland, Oregon with the Intro to Portland Small Group Walking Tour. This highly-rated 2-hour excursion offers an immersive exploration of the city’s history, architecture, and cultural evolution.
Led by knowledgeable and engaging guides, the tour takes visitors to iconic parks, buildings, and unique sites, providing insights and anecdotes that bring Portland’s past, present, and future to life.
With a maximum group size of 30, the tour ensures personalized attention and flexibility, with multiple scheduling options to suit your schedule.
Wheelchair and stroller accessible, the tour is also near public transportation, making it an accessible and convenient way to discover the character of this vibrant Pacific Northwest city.
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Old Port “Seafood Lovers” Walking Lunch Tour in Portland, Maine
Exploring the vibrant Old Port district of Portland, Maine, the Old Port “Seafood Lovers” Walking Lunch Tour offers an immersive culinary adventure.
With a 92% traveler recommendation and a Badge of Excellence from Maine Day Ventures, this 3-hour tour takes guests on a mouthwatering journey through local restaurants, pubs, and artisanal shops.
Highlights include fresh lobster rolls, New England chowder, haddock tacos, and craft beer or soda.
Though not wheelchair-accessible, the tour requires a moderate fitness level and provides an engaging, informative experience led by knowledgeable guides.
Positive reviews praise the tour’s personalized attention, expert commentary, and delicious seafood offerings, making it a must-try for visitors seeking an authentic taste of Portland’s maritime heritage.
Read our full review: Old Port “Seafood Lovers” Walking Lunch Tour in Portland, Maine Review
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Portland Walking Food Tour With Secret Food Tours
Embarking on a delightful culinary adventure, the Portland Walking Food Tour with Secret Food Tours invites visitors to discover the city’s top food destinations.
With over 100 reviews and a 93% recommendation rate, this tour promises a Badge of Excellence experience. Theres some good a diverse array of local specialties, including fried sausages, tonkotsu ramen, and a secret dish.
The tour also highlights cool neighborhoods and local landmarks. Accommodating a maximum of 12 travelers, the experience caters to those with moderate fitness levels.
Guests praise the knowledgeable guides, substantial portions, and exceptional customer service, making this tour a perfect introduction to Portland’s vibrant food scene.
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Buckman Neighborhood Walking Tour – Portland
The Buckman Neighborhood Walking Tour in Portland offers visitors a chance to enjoy the city’s vibrant food scene beyond the typical tourist destinations.
Recommended by 100% of travelers, this small-group tour explores top international restaurants, food pods, and a local distillery. Guests can expect a variety of tastes, including Smoky Pollo with housemade arepas.
The tour is led by a local guide who provides historical context and personal attention to the group of up to 10 people. Priced at $110 per person, the tour includes lunch, bottled water, and a knowledgeable guide, with gratuities not required but appreciated.
While not wheelchair accessible, the tour is conveniently located near public transportation.
Read our full review: Buckman Neighborhood Walking Tour – Portland Review
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Guided Walking Tour of Downtown Portland, Oregon
A guided walking tour of downtown Portland, Oregon provides visitors an immersive experience exploring the city’s iconic landmarks and vibrant culture.
With a 94% recommendation rate, the 2-hour tour takes guests through downtown, starting at Pioneer Courthouse Square and ending at Salmon Street Springs.
Led by experienced local guides, the tour focuses on architecture, history, and local insights.
While some reviews noted a desire for more historical context, the majority praised the guides’ enthusiasm and knowledge.
The tour is wheelchair and stroller accessible, and confirmation is provided at booking, though it’s non-refundable.
Read our full review: Guided Walking Tour of Downtown Portland, Oregon Review
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Craft Breweries of Portland Walking Tour
Portland’s rich brewing heritage is celebrated on the Makers and Artisans of Portland Walking Tour.
This 1.5-hour guided tour takes you through the city’s East Side, exploring local breweries known for their innovation. You’ll have the chance to taste a variety of beers, from West Coast IPAs to barrel-aged offerings.
The tour also includes coffee, tea, and snacks at one of the stops. With a maximum of 12 travelers, the experience is personalized, allowing you to discover Portland’s vibrant brewing culture.
The tour is wheelchair accessible and near public transportation. Positive reviews praise the knowledgeable guides and delicious beer tastings.
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Portland Small-Group Foodie Brunch Walking Tour
This small-group walking tour offers an immersive foodie experience through Portland’s vibrant Mississippi District.
You’ll sample a variety of brunch bites, from pastries to sandwiches, at local eateries. The tour is capped at 10 participants, ensuring a personal and engaging experience led by a knowledgeable local guide.
Highlights include stops at Jinju Patisserie and Portal Tea Company, with the tour starting and ending within a short walking distance.
With an overall 5-star rating and positive reviews, this tour promises to leave you satisfied and well-informed about the diverse culinary scene in this Portland neighborhood.
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Audio Guided Walking Tour From Old Port of Portland, Maine
Although self-paced and flexible, this audio guided walking tour of Portland’s Old Port provides a comprehensive introduction to the city’s history and highlights.
With 24 positive reviews and a badge of excellence, the tour is available anytime and can be enjoyed at your own pace.
The meeting point is the Berlin Wall on Long Wharf, and the tour ends at the Mariners Church Banquet Center.
While not wheelchair accessible, the tour features self-guided audio and can be experienced even after leaving the city.
To make the most of it, visitors are advised to bring earbuds and a portable charger to manage their device’s battery during the tour.
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Macabre Ghost History of Portland, Oregon Walking Tour
Around Portland Tours offers the Macabre Ghost History of Portland, Oregon walking tour, providing participants an immersive exploration of the city’s darker past.
The 2-hour guided walking tour starts at Revolution Hall and ends at the Lone Fir Cemetery, where guests can indulge in ice cream and other treats. Along the way, the knowledgeable guides share tales of prominent figures and lesser-known history, captivating participants.
Though not wheelchair accessible, the tour is stroller-friendly and near public transportation. With a maximum of 14 travelers, the experience offers an intimate and flexible experience.
Reviewers praise the informative guides and the cemetery’s fascinating history, though some note a lack of ghost stories.
Read our full review: Macabre Ghost History of Portland, Oregon Walking Tour Review
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Smartphone-Guided Walking Tour of Downtown Portland
Visitors to Portland can explore the city’s vibrant downtown through the Smartphone-Guided Walking Tour of Downtown Portland.
The 2-3 hour self-guided tour covers historical landmarks and architecture, with family-friendly quiz questions along the way. Rated 3.5/5, the tour offers 24/7 support, wheelchair accessibility, and a flexible start time.
While some found the information basic, others enjoyed the interactive experience and insights into the Pioneer Courthouse. Priced at $27.50 per group, the tour provides a convenient way to discover downtown Portland on your own schedule.
With easy online booking and a free cancellation policy, it’s a good option for those seeking a flexible city exploration.
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Self Guided Solo “Weird and Wonderful Portland” Walking Tour in Old Town
This self-guided walking tour through Portland’s Old Town offers visitors a unique opportunity to explore the city’s peculiar history and quirky character. Accessible via a smartphone app, the tour highlights the area’s dark past, including its links to the infamous Shanghai Tunnels.
Key stops include the iconic Voodoo Donuts and the Keep Portland Weird sign. However, the tour passes through neighborhoods with reported safety concerns, so it’s recommended to visit during daylight hours.
While the tour may not be wheelchair-accessible, it’s stroller-friendly and allows service animals. With an overall rating of 2 stars, the tour provides an immersive experience, though potential travelers should exercise caution and be aware of the city’s homeless crisis.
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Portland Maine Self-Guided Walking Audio Tour
For those seeking a more in-depth exploration of Portland’s vibrant history and culture, the Portland Maine Self-Guided Walking Audio Tour offers an engaging and comprehensive experience.
With a 4.5-star rating from 6 reviews, this tour from Guide With Action provides an affordable, flexible, and private way to discover the city.
The engaging storytelling, high-quality audio narration, and GPS-based offline maps ensure a seamless, hands-free journey. The easy-to-use app allows you to start anytime, pause anywhere, and revisit favorite spots.
While some users reported technical issues, the responsive support team is available to address any concerns, making this tour a great option for those seeking an enriching and personalized Portland exploration.
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Self-Guided Driving & Walking Bundle of Portland Maine Tours
The Self-Guided Driving & Walking Bundle of Portland Maine Tours offers an engaging and comprehensive exploration of the city’s rich history and vibrant culture.
This unique package combines self-guided driving and walking tours, delivering a memorable journey through the streets of Portland. With proven narration, offline maps, and hands-free operation, travelers can enjoy the flexibility to start anytime and revisit favorite spots at their own pace.
The app’s easy-to-use interface and comprehensive route ensure visitors don’t miss a thing. Whether exploring by car or on foot, this bundle provides great value, with the ability to purchase per vehicle rather than per person.
Prepare for the tour in advance, and contact support if any audio issues arise.
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Distillery Row of Portlands Eastside Walking Tour
Where does the Distillery Row of Portland’s Eastside Walking Tour take visitors?
The tour starts and ends at 833 SE Main St, in a four-story red and silver ActivSpace building.
Over the course of the tour, you will visit two local coffee roasters, with coffee and tea tastings included.
The total duration is variable, as it includes walking between attractions.
The tour is operated by Around Portland Tours, with a maximum of 10 travelers.
Priced from $55.00 per person, the tour offers free cancellation up to 24 hours prior.
While not wheelchair accessible, service animals are allowed, and most travelers can participate.
Gratuities are gladly welcomed.
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Mississippi Avenue Walking Food Tour
On the Mississippi Avenue Walking Food Tour, participants explore Portland’s thriving Mississippi District, savoring a curated selection of dishes and drinks from 5-7 local food carts, restaurants, bars, and tasting rooms.
The tour is led by knowledgeable guides who provide personalized recommendations for dining, nightlife, and outdoor activities in the city.
With a maximum of 10 travelers, the tour offers an intimate and accessible experience, catering to those with accessibility needs.
Priced at SEK 1,067.20 per person, the tour provides a Lowest Price Guarantee and a Reserve Now and Pay Later option, making it a convenient and budget-friendly way to discover the vibrant flavors of Portland’s Mississippi Avenue.
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Portlands Historic Heart: A Walking Tour of the City Center
This walking tour of Portland’s historic city center, titled “Portlands Historic Heart: A Walking Tour of the City Center”, is led by knowledgeable local guides.
Priced from €170 per person, the private tour takes visitors on a journey through the city’s past, exploring its landmarks and learning about its rich history.
The tour begins at Director Park and ends at Pioneer Courthouse Square, covering the most significant sites along the way.
While the tour isn’t wheelchair accessible, it’s suitable for most travelers and is conveniently located near public transportation.
Confirmation is provided at the time of booking, and a lowest price guarantee and pay later option are available.
Read our full review: Portlands Historic Heart: A Walking Tour of the City Center Review
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Break Down
With so many walking tour options, visitors to Portland, Maine can explore the city’s rich culinary scene, hidden histories, and charming neighborhoods. Whether it’s a guided tour or a self-guided adventure, these experiences provide an immersive way to discover the unique character of this vibrant coastal destination. Visitors are sure to find a walking tour that aligns with their interests and enables them to truly experience the best of what Portland has to offer.