Portland, Maine’s walking tours showcase the city’s best features in bite-sized chunks.
The Old Port Culinary Tour stands out as the top food-focused experience, leading groups through the cobblestone streets to sample local specialties and meet passionate chefs.
Two excellent history tours deserve special mention: the Hidden Histories walk reveals fascinating architectural details and forgotten stories, while the Black History tour illuminates an important but often overlooked chapter of Portland’s past.
For independent travelers, the Smartphone Audio Tour offers great flexibility – just download and go.
The Driving & Walking Tour Bundle provides exceptional value, combining comprehensive city coverage with the intimacy of on-foot exploration.
These are our favorite Portland walking tours, rated and reviewed for smart travelers.
Key Points
The Old Port Culinary Walking Tour offers a 2.5-hour exploration of Portland’s vibrant food scene, featuring locally-sourced, sustainable ingredients.
The Old Port Brewery & Pub Walking Tour covers 1 mile with 3 stops, including beer tastings and local snacks, ideal for beer enthusiasts.
The Hidden Histories Guided Walking Tour, led by Tripadvisor’s #1 guide, explores the city’s rich history, including contributions of Indigenous diplomats and influential women.
The Black History Guided Walking Tour highlights the contributions of Black stevedores and sailors, as well as sites involved in the Underground Railroad.
The Smartphone Old Port Portland, ME Audio Walking Tour App/GPS provides a self-guided, flexible, and immersive experience to uncover the city’s unique charm.
Portland: Old Port Culinary Walking Tour
Frequently, the Old Port Culinary Walking Tour in Portland, Maine takes visitors on a delightful exploration of the city’s vibrant food scene.
Over 2.5 hours, guides lead groups through the historic Old Port district, stopping at local eateries and artisanal food producers. Highlights include visiting a locally-sourced farm-to-table restaurant, sampling fresh-shucked oysters, and learning about the region’s rich culinary heritage.
With a focus on locally-sourced, sustainable ingredients, the tour provides an authentic taste of Portland’s renowned food culture.
Whether you’re a foodie or simply seeking a unique way to experience the city, the Old Port Culinary Walking Tour is a must-do activity in Portland, Maine.
Read our full review: Portland: Old Port Culinary Walking Tour Review
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Portland, Maine: Old Port Brewery & Pub Walking Tour
Visitors can embark on the Portland, Maine: Old Port Brewery & Pub Walking Tour to sip their way through the city’s vibrant craft beverage scene.
This 2.5-hour tour covers 1 mile and 3 stops, including Shipyard Brewing Company and Liquid Riot. Guests will enjoy beer tastings, local snacks, and learn about Portland’s beer history from knowledgeable guides.
The tour starts and ends at the Portland Beer Hub, where participants can take advantage of a 10% discount on additional purchases.
With an overall rating of 4.8/5 based on 13 reviews, this walking tour offers an engaging and enjoyable experience for beer enthusiasts visiting Portland.
Read our full review: Portland, Maine: Old Port Brewery & Pub Walking Tour Review
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Portland, Maine: Hidden Histories Guided Walking Tour
Set out on a captivating journey through Portland’s hidden histories with the Portland, Maine: Hidden Histories Guided Walking Tour.
Priced at €46.23 per person, this 2-hour small-group tour led by Tripadvisor’s #1 guide, Dugan Murphy, unveils the city’s lesser-known stories.
Explore the Old Port and Commercial Street, learning about Indigenous diplomats, Chinese laundrymen, and influential women.
Discover how war, nature, and economics shaped Portland’s development, all while enjoying engaging storytelling.
With a 4.9/5 rating from 61 reviews, this wheelchair-accessible tour offers a unique perspective on the city beyond typical tourist spots.
End your experience with a donation to the Abyssinian Meeting House and a 10% discount on water tours.
Read our full review: Portland, Maine: Hidden Histories Guided Walking Tour Review
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Portland, Maine: Black History Guided Walking Tour
The Black History Guided Walking Tour in Portland, Maine, offers participants a captivating exploration of the city’s rich African American heritage.
Led by Dugan Murphy, Maine’s top-rated tour guide, this 2-hour tour showcases significant sites from 1604 to the present. Visitors will discover the contributions of Black stevedores and sailors, learn about the abolition of slavery, and visit homes of Black families involved in the Underground Railroad.
The tour covers 1.5 miles, with the longest distance between stops being 0.2 miles. Comfortable shoes are recommended, and alternative routes are available for those with accessibility needs.
This tour provides an engaging narrative filled with historical facts and quotes, making it a must-do activity for anyone interested in Portland’s Black history.
Read our full review: Portland, Maine: Black History Guided Walking Tour Review
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Portland Exploration: Self-Guided Driving & Walking Tour
Exploring Portland, Maine, on a self-guided driving and walking tour offers a captivating way to discover the city’s diverse attractions.
The Smartphone Old Port Portland, ME Audio Walking Tour App/GPS provides a flexible, self-paced experience, allowing visitors to explore at their own pace. With the option to enable an audio guide, travelers can learn about the city’s rich history and hidden gems as they stroll through the charming Old Port neighborhood.
For those seeking a more active adventure, the Bicycle Rentals offer an opportunity to cover more ground and enjoy the city’s scenic streets and waterfront.
Whether driving, walking, or cycling, this self-guided exploration allows visitors to customize their experience and uncover the unique charm of Portland, Maine.
Read our full review: Portland Exploration: Self-Guided Driving & Walking Tour Review
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Portland, Maine: Walking Tour Audio Guide
Immersing oneself in the vibrant city of Portland, Maine, through a guided walking tour with an audio component offers a captivating way to uncover the destination’s rich history and hidden gems.
The Smartphone Old Port Portland, ME Audio Walking Tour APP/GPS allows visitors to embark on a self-guided exploration, featuring a 75-minute audio tour that brings the city’s stories to life.
With an optional audio guide and a rating of 4.8 out of 5 from 6 reviews, this experience provides a flexible and immersive way to discover Portland’s charming Old Port district at one’s own pace.
Whether seeking a deeper understanding of the city’s past or simply wanting to soak in the atmosphere, this audio walking tour is a versatile and engaging option.
Read our full review: Portland, Maine: Walking Tour Audio Guide Review
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Smartphone Old Port Portland, ME Audio Walking Tour APP/GPS
Conveniently, the Smartphone Old Port Portland, ME Audio Walking Tour APP/GPS enables visitors to embark on a self-guided exploration of the city’s historic Old Port district.
The 75-minute tour, priced from $6.75 per person, provides professional narration and immersive background music. Travelers can enjoy flexibility, taking the tour anytime and as often as desired, without expiration.
The app’s location-aware guidance makes navigation a breeze as users discover cobblestone streets, historic landmarks, and popular dining spots.
With a 4.8/5 rating based on 6 reviews, the tour offers a satisfying experience for various travelers, including couples, friends, solo explorers, and families.
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Maine: Self-Guided Walking & Driving Audio Tour Bundle
For visitors seeking a comprehensive and immersive way to discover the best of Maine, the Maine: Self-Guided Walking & Driving Audio Tour Bundle offers an unparalleled experience.
This flexible tour allows travelers to explore Portland’s Old Port at their own pace, with an optional audio guide that provides historical insights and local recommendations.
The bundle includes both walking and driving tours, catering to various preferences and mobility levels.
With an average rating of 4.8 out of 6 reviews, this self-guided experience is a popular choice for those looking to explore the rich history and vibrant culture of Maine’s largest city.
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Portland, Maine: West End Neighborhood Walking Tour
The West End neighborhood of Portland, Maine offers visitors a chance to step back in time and explore the city’s historic charm.
The [CURRENT SUBTOPIC] is a 2-hour guided walking tour that takes you through the scenic streets, showcasing the area’s well-preserved Victorian architecture and learning about its rich history.
Along the way, you’ll discover hidden gems, such as the beautiful Deering Oaks Park and the stately Longfellow House, once the home of the renowned poet.
With a small group size and an expert local guide, this tour provides an intimate and immersive experience, allowing you to truly appreciate the unique character of Portland’s West End.
Read our full review: Portland, Maine: West End Neighborhood Walking Tour Review
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Break Down
Portland, Maine offers a variety of walking tours that allow visitors to explore the city’s rich history, vibrant culinary scene, and local breweries. Whether you prefer a guided tour or a self-guided experience, there are options to suit your interests and pace. With so many choices, you’re sure to find the perfect way to discover the best of what this charming coastal city has to offer.