Free cancellation

Explore Portland's Hidden Histories on a Guided Walking Tour

5.0 (624 reviews) · By Portland by the Foot

Discover Portland, Maine, through a guided walking tour that uncovers the city's hidden histories and stories often left out of traditional guides. Led by local expert Dugan Murphy, you'll explore the vibrant Old Port, learn about Indigenous resilience, and meet remarkable figures from Portland's past.

Wander brick-lined streets and Victorian-era buildings while hearing captivating tales of unsung heroes, overlooked communities, and the city’s diverse roots. This 2-hour tour offers a fresh perspective on Portland’s rich history, emphasizing inclusivity and empowerment.

Along the way, you'll see historic landmarks, uncover stories of marginalized groups, and gain a deeper understanding of how Portland's past shapes its present. It’s a lively, engaging experience perfect for anyone eager to see beyond the surface and explore the city’s true story.

Frequently asked questions

How long is the Portland, Maine: Hidden Histories Guided Walking Tour?

The tour lasts approximately 2 hours and covers about 1.5 miles through Portland's historic areas.

Is the tour suitable for all ages?

The tour is designed for adults and children aged 5 and up. It’s wheelchair accessible, and infants can ride in strollers or prams.

What’s included in the tour?

You’ll enjoy a fully narrated 2-hour guided walk, plus a 10% discount on water tours with Portland Paddle (instructions provided at booking). A portion of your ticket goes toward restoring the Abyssinian Meeting House, one of America’s oldest Black churches.

Can I cancel my booking?

Yes, you can cancel for a full refund if you do so at least 24 hours before the scheduled tour. Cancellations made within 24 hours are non-refundable.

What should I bring or wear?

Wear comfortable walking shoes and dress for the weather. The tour takes place outdoors, so be prepared for rain or sunshine.

Free cancellation

Cancel at least 24 hours before your scheduled tour for a full refund. Cancellations within 24 hours are non-refundable.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 2 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 2 hours
Languages English
Group size Up to 15 people
Ages Adult 5–95
Accessibility Wheelchair accessible; Infants and small children can ride in a pram or stroller

What's included

Included

  • 10% off water tours with Portland Paddle (instructions at confirmation)
  • Two-hour fully narrated guided tour
  • Donation toward restoring the Abyssinian Meeting House, one of America's third-oldest Black churches

Not included

  • A tip for your guide!

Itinerary

A 2-hour walk through Portland’s historic districts, uncovering hidden stories and local legends.

  1. Stop 1

    Walk the downtown district with Dugan, visiting major landmarks and hidden gems, highlighting overlooked heroes and stories.

    45 minutes
  2. Stop 2 Pass by

    Meet a woman who lived authentically a century ago, breaking barriers and making a difference in her community.

  3. Stop 3 Pass by

    Admire the architecture and listen to stories not captured by plaques or statues.

  4. Stop 4 Pass by

    Learn about Indigenous nations’ resilience and their modern diplomatic efforts.

  5. Stop 5 Pass by

    Discover hidden stories about individuals overlooked by Portland’s main monument.

  6. Stop 6 Pass by

    View the oldest building in downtown Portland and hear a surprising story about its famous former occupant.

  7. Stop 7

    Stroll through Portland’s Old Port, uncovering stories of diverse communities and their contributions.

    45 minutes
  8. Stop 8 Pass by

    Explore the complex history of one of Portland’s most notable figures.

  9. Stop 9 Pass by

    Visit Victorian-era buildings and learn about their lesser-known inhabitants.

  10. Stop 10 Pass by

    Uncover the relationships between port workers, captains, and sailors in 19th-century Portland.

  11. Stop 11

    Walk along Commercial Street, exploring the waterfront’s history and the diverse people behind it.

    30 minutes
  12. Stop 12 Pass by

    Learn about Portland's maritime and industrial history and its global impact.

  13. Stop 13 Pass by

    See the working waterfront and hear the stories of women who played key roles but are often forgotten.

  14. Stop 14 Pass by

    Understand how federal policies shaped life in Portland’s port over the years.

Meeting point & pickup

Meet at the starting point in Portland’s downtown.

Meet at the corner of Middle and Exchange Streets, near the small boulders in the park. Your guide will hold a sign that says "Portland by the Foot." Please check in 10 minutes before the tour begins. The park is about half a mile from the cruise ship terminal.

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Cancellation & confirmation

Free cancellation

Cancel at least 24 hours before your scheduled tour for a full refund. Cancellations within 24 hours are non-refundable.

  • 100% refund if canceled at least 1 day in advance
  • No refund if canceled within 24 hours

Instant confirmation

Your booking is confirmed immediately after checkout.

From $54.00 per person

Adult Age 5–95
1
  • Free cancellation
  • Secure checkout with our booking partner

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