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Portland Walking Tours

Our pick: Portland Maine: Hidden Histories Walking Tour with Local Guide — US$ 54 (2h, 4.98★ · 641). Best value: Portland Old Port Ghost Walking Tour: 2-Hour Haunted History — US$ 29 (1h 30m–2h, 4.55★ · 89).

4.8 7 experiences from US$ 26 ✓Free cancellation on most experiences

All 7 options, side by side

✓ 2026-09-29
OptionPricePer personLengthRatingCancellationExtra fee
Portland Ghost Tour: Haunted Waterfront & Historic SitesUS$ 26 p.p.
US$ 26
1h—free—
Portland Old Port Ghost Walking Tour: 2-Hour Haunted HistoryBest valueUS$ 29 p.p.
US$ 29
1h 30m–2h4.55★ · 89free—
Portland Maine: Ghost Tour & Historic Haunted MansionsUS$ 33 p.p.
US$ 33
1h 15m4.59★ · 97free—
Portland Old Port Walking Tour & Local History StoriesUS$ 49 p.p.
US$ 49
2h4.86★ · 523free—
Portland Maine: Hidden Histories Walking Tour with Local GuideOur pickUS$ 54 p.p.
US$ 54
2h4.98★ · 641free—
Portland, Maine: Black History Walking Tour & StoriesTop ratedUS$ 54 p.p.
US$ 54
2h4.98★ · 168free—
Portland: Old Port Food Walking Tour with Local TastingsUS$ 160 p.p.
US$ 160
3h4.80★ · 485free—

Real price per person across the 7 options: US$ 26–US$ 160 (median US$ 49). With 100+ reviews: 4 of 7.

Default order: price per person.

Portland Maine: Hidden Histories Walking Tour with Local Guide
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Portland Maine: Hidden Histories Walking Tour with Local Guide★★★★★★★★★★ 4.98 (641)2hYou walk Portland's Old Port and downtown for two hours with a local guide who knows the city's overlooked stories: Wabanaki diplomacy, 19th-century maritime life, changemakers left out of official histories, and the complicated people behind the Victorian buildings. The tour includes a water-tour discount and a donation to a historic Black church. You'll climb some stairs and walk uphill, but the pace is steady and the stops are frequent.Is it for me?Pick this tour if you want Portland's real history—the stories about people and power that don't make it onto official plaques—and prefer a guide who actually lives here over someone reading from a script.Free cancellationTravelers' pickLikely to sell outfromUS$ 54View ›
Portland Old Port Walking Tour & Local History Stories
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Portland Old Port Walking Tour & Local History Stories★★★★★★★★★★ 4.86 (523)2hYou’ll wander Portland’s Old Port on foot, hearing stories about poets, sea captains, and fires that shaped the city. Expect small surprises: a sweet treat at the end, local color along Commercial Street, and moments where history feels close enough to touch. It all leaves you wanting just a bit more time in those old streets.Free cancellationfromUS$ 49View ›
Portland, Maine: Black History Walking Tour & Stories
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Portland, Maine: Black History Walking Tour & Stories★★★★★★★★★★ 4.98 (168)2hYou’ll walk Portland’s oldest streets with Dugan, hearing stories of Black Mainers who shaped the city’s soul—from secret signals in barbershops to bold choices on the waterfront. Expect laughter, pauses for thought, and moments when history feels suddenly close. It’s not just facts—it’s voices you can almost hear under your feet.Free cancellationTravelers' pickLikely to sell outfromUS$ 54View ›
Portland Maine: Ghost Tour & Historic Haunted Mansions
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Portland Maine: Ghost Tour & Historic Haunted Mansions★★★★★★★★★★ 4.59 (97)1h 15mYou walk Portland's historic district for 75 minutes with a lantern-carrying guide, stopping at Victoria Mansion, the Fire Museum, the McLellan Mansion, and five other haunted landmarks. You hear stories spanning from the city's first European settlement through the Great Fire of 1866 to present-day paranormal reports. Photos and video of each stop are included, and the guide answers questions at the end.Is it for me?Book this if you want Portland's real history—the fires, the families, the rise and fall—without arranging your own walking route or missing the details; the ghost stories are the hook that keeps you paying attention to the actual buildings and what happened inside them.Free cancellationTravelers' pickKids −45%fromUS$ 33View ›
Portland Old Port Ghost Walking Tour: 2-Hour Haunted History
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Portland Old Port Ghost Walking Tour: 2-Hour Haunted History★★★★★★★★★★ 4.55 (89)1h 30m–2hA 2-hour guided walking tour through Portland's Old Port explores haunted history tied to the waterfront's seafaring past, with a live guide leading small groups through sites of reported apparitions, psychic phenomena, and local maritime legends. The tour is wheelchair accessible and suitable for all fitness levels, with public transportation nearby.Is it for me?Book this tour if you have a free evening in Portland and want to explore the Old Port's darker history with a guide who knows the stories and the sites. The small-group format and live narration work well for a first-time visitor curious about local legends without needing to research them beforehand.Free cancellationTravelers' pickfromUS$ 29View ›
Portland Ghost Tour: Haunted Waterfront & Historic Sites
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Portland Ghost Tour: Haunted Waterfront & Historic Sites1hThis one-mile ghost tour of Portland's historic waterfront runs nightly year-round, led by expert local guides who connect documented history and local folklore to real sites—Bell Buoy Park, Andy's Old Port Pub, the Portland Harbor Hotel, and a section of the Berlin Wall. The tour takes about an hour and covers locations tied to maritime tragedies, mysterious deaths, and unexplained activity. Service animals are welcome; moderate fitness is needed for the walking distance.Is it for me?Book this if you're staying downtown or using public transit—the Old Port meeting point is walkable and the nightly schedule lets you join any evening that fits your plans.Free cancellationKids −100%NewfromUS$ 26View ›
Portland: Old Port Food Walking Tour with Local Tastings
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Portland: Old Port Food Walking Tour with Local Tastings★★★★★★★★★★ 4.80 (485)3hYou’ll walk Portland’s Old Port with a local guide, tasting everything from chowder to maple sweets while hearing stories behind each dish. Expect laughter, unexpected flavors, lunch-sized portions across several stops—and a sense of Maine’s real character by the end.Free cancellationTravelers' pickfromUS$ 160View ›

Frequently asked questions

Can I book with free cancellation?

Yes: 7 of the 7 options offer free cancellation, so you can book now and confirm your plans later.

How long do these experiences last?

Most options last up to 2 hours. There are also shorter and longer formats to fit your itinerary.

Which one is the travelers' favorite?

Portland Maine: Hidden Histories Walking Tour with Local Guide is the travelers' favorite, rated 4.98 out of 5 across 641 reviews.

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