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Portland, Maine: Hidden Histories Guided Walking Tour

674 Reviews 4.98 out of 5 stars Based on 674 traveler reviews collected by Cool Shore Excursions and TripAdvisor | Recommended by 100% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Portland, USA
Don't miss out!
On average, this is booked 24 (13.5) days in advance.

2 hours (approx.)
Mobile ticket
Offered in: English
Instant confirmation

Overview

Meet Portland and the people—of all backgrounds and identities—whose wit and grit have made Maine's largest city what it is today. Your locally-raised guide will captivate you with extraordinary, exciting, and surprising stories largely left out of the history books. Get ready to broaden your sense of what Portland and Maine have been and could be.

Brick sidewalks beneath your feet and beautiful Victorian-era buildings nestled around you, we'll casually stroll Portland’s lush, historic Old Port toward the sparkling waters of Casco Bay. We’ll see where Indigenous Wabanaki leaders made their earliest relationships with European colonizers and walk together through the centuries.

Enjoy an inclusive, empowering, and surprising constellation of tales that offers a welcome contrast to the more obvious themes you’re likely to experience on other tours. You'll enjoy 2 hours of narration over a 1.5-mile route with owner and guide, Dugan Murphy. He is Portland's top-rated guide on Cool Shore Excursions!

What's Included

  • 10% off water tours with Portland Paddle (instructions at confirmation)
  • Donation toward restoring the Abyssinian Meeting House, America's third-oldest standing Black church
  • Two hour fully narrated guided tour.
  • A tip for your guide!
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Meeting Location

Meeting point

167 Middle Street
Portland, ME 04101, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

54 Commercial Street
Portland, ME 04101, USA

Bell Buoy Park is on Commercial Street at the Casco Bay Lines ferry terminal. If you need to head back to where we started, it's only 0.3 miles (6-minute walk) away. It's also next door to the cruise ship terminal. Or sit a while to enjoy the ocean views!

What To Expect

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Safe & secure Easy breezy Hassle‑free

Downtown

You and your guide Dugan will walk the downtown district, visiting major landmarks and a few hidden gems. Your guide Dugan will highlight unsung heroes and folks too often left out of the history books.
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45 minutes Admission Ticket Free

The Press Hotel, Autograph Collection (pass by)

Meet the woman who, a century ago, lived as her true self and improved the lives of Mainers around her, against all odds.
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Portland City Hall (pass by)

Appreciate the architecture and hear the stories not captured in plaques and statues.
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The First Parish Portland Unitarian Universalist (pass by)

Marvel at the resilience of Indigenous nations who survived colonialism and are skillfully navigating diplomatic relationships in the modern day.
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Our Lady of Victories (The Portland Soldiers and Sailors Monument) (pass by)

Hidden stories are revealed about the folks not recognized by Portland's largest monument.
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The Wadsworth-Longfellow House (pass by)

See the oldest building in downtown Portland and hear a surprising story about its world-famous inhabitant.
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Old Port

Follow Dugan through Portland's Old Port, uncovering hidden histories of the city and her people. You'll learn about people from all backgrounds and identities whose grit and ingenuity made the city what it is today.
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45 minutes Admission Ticket Free

John Ford Statue (pass by)

Learn the complicated history of one of Portland's most famous sons.
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Exchange Street (pass by)

See beautiful Victorian buildings and learn about the largely forgotten history-makers who once inhabited them.
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Mariner's Church Banquet Center (pass by)

Discover the often complicated relationship between stevedores, captains, shipowners, and common sailors in 19th-century Portland.
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Commercial Street

You and Dugan will stroll through the waterfront district along Commercial Street, discovering the people and economic forces that forged it. Get ready for an inclusive, empowering, and surprising constellation of tales that offers a welcome contrast to the more obvious themes you’re likely to experience on other tours.
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30 minutes Admission Ticket Free

Wharf Street (pass by)

Learn what the other tours aren't telling you about the global implications of Portland's industrial and maritime histories.
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Custom House Wharf (pass by)

See the picturesque working waterfront and discover the female figures who got left out of the history books.
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United States Custom House (pass by)

Hear how changing federal policies have impacted life in this port city over the centuries.
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Show 13 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • Not recommended for travelers with poor cardiovascular health
  • Portland is a hilly city. Participants will walk uphill sometimes, along some cobblestones, up a staircase of 6 steps, and down two staircases (24 steps total).
  • Suitable for all physical fitness levels

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Portland, Maine: Hidden Histories Guided Walking Tour?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (EST). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-333694P2

Traveler Photos

Reviews

4.98
674 reviews

Average 4.98 out of 5 stars based on 674 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
663
4 stars
9
3 stars
1
2 stars
1
1 star
0
Don't miss out!
On average, this is booked 24 (13.5) days in advance.

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What's Included

Activity name

  • 10% off water tours with Portland Paddle (instructions at confirmation)
  • Donation toward restoring the Abyssinian Meeting House, America's third-oldest standing Black church
  • Two hour fully narrated guided tour.
  • A tip for your guide!

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Service animals allowed
  • Public transportation options are available nearby
  • Not recommended for travelers with poor cardiovascular health
  • Portland is a hilly city. Participants will walk uphill sometimes, along some cobblestones, up a staircase of 6 steps, and down two staircases (24 steps total).
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Pets are not allowed on tours unless medically required.
  • This tour/activity will have a maximum of 15 travelers

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