Portland Historic Walking Tour

Uncover 300 years of maritime and cultural heritage with a guided stroll through the Old Port.

From$41/ person

Duration

2 hrs

Includes

Guided walking tour, Bakery treat

Highlights

Stroll Portland’s working waterfront and cobblestoned Old Port with a guide who weaves 300 years of stories into every stop. Feel the salt air, admire Victorian architecture and finish with a bakery treat.

Discover lobstermen in action on the bustling wharves
Hear tales of fires, railroads and revolutionary battles
Admire ornate Victorian buildings and iconic City Hall phoenix
Walk sections of the Portland Freedom Trail and Civil War sites
Enjoy a James Beard–nominated sweet treat at tour's end

What's Included

Guided walking tour
Sweet bakery treat

FAQs

Is this tour handicap accessible?
Portland's historic streets limit full accessibility for wheelchairs or walkers.

Where should I park?
Use a parking garage or lot; Custom House Square at 25 Pearl Street is the nearest.

May I bring my dog?
Well-behaved dogs are welcome with advance notice noted in your booking.

What is your policy on canceling tours?
Tours run in all weather. With tour insurance you may cancel up to 24 hours in advance for a refund; without insurance you receive a gift certificate.

Wear comfortable walking shoes, dress for changeable Maine weather, and arrive at least 10 minutes early.

Things to know

Due to preservation efforts the route includes uneven surfaces and steps, making it unsuitable for some mobility devices.

Cancellation policy

Tickets without tour insurance are non-refundable and tours run rain, snow, or shine. Tour insurance must be purchased during initial booking and cannot be added later.

Meeting location

Andy's Old Port Pub, 94 Commercial Street, Portland, ME 04101.

Experience provided by Maine Day Ventures

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Portland Historic Walking Tour

Uncover 300 years of maritime and cultural heritage with a guided stroll through the Old Port.

From$41/ person

Duration

2 hrs

Includes

Guided walking tour, Bakery treat

Highlights

Discover lobstermen in action on the bustling wharves
Hear tales of fires, railroads and revolutionary battles
Admire ornate Victorian buildings and iconic City Hall phoenix
Walk sections of the Portland Freedom Trail and Civil War sites
Enjoy a James Beard–nominated sweet treat at tour's end

What's Included

Guided walking tour
Sweet bakery treat

FAQs

Is this tour handicap accessible?
Portland's historic streets limit full accessibility for wheelchairs or walkers.

Where should I park?
Use a parking garage or lot; Custom House Square at 25 Pearl Street is the nearest.

May I bring my dog?
Well-behaved dogs are welcome with advance notice noted in your booking.

What is your policy on canceling tours?
Tours run in all weather. With tour insurance you may cancel up to 24 hours in advance for a refund; without insurance you receive a gift certificate.

Wear comfortable walking shoes, dress for changeable Maine weather, and arrive at least 10 minutes early.

Things to know

Due to preservation efforts the route includes uneven surfaces and steps, making it unsuitable for some mobility devices.

Cancellation policy

Tickets without tour insurance are non-refundable and tours run rain, snow, or shine. Tour insurance must be purchased during initial booking and cannot be added later.

Review summary

4.8

Excellent

632 reviewsGoogle Maps

The guides here really make or break the experience, and fortunately most travelers rave about their personalities and expertise. Tyler brings Portland's history to life on walking tours, while AJ wins people over with her humor and local recommendations. Ray and Timothy both get praise for their knowledge and storytelling abilities, though opinions vary on pacing. The oyster and bubbles boat tour sounds particularly special, with a master shucker guiding you through Portland's oyster scene. Tours cover both Portland and Bar Harbor locations, with options ranging from history walks to culinary experiences. Food portions generally satisfy guests, with most leaving pleasantly full from stops featuring lobster rolls, chowder, and other Maine staples. A few travelers felt the tours spent too much time on guide monologues rather than diving into building histories or meeting restaurant owners. The occasional complaint surfaces about pacing or wanting more variety in stops. Overall though, visitors appreciate getting a solid introduction to Portland's food scene and Old Port area, especially from guides who clearly love their city and know where locals actually eat.

What people are saying

Excellent time and a great value. We hit up four places during our tour which was the perfect amount of food/drinks. Go hungry but don't pace yourself. Dive in head first and consume all. Our guide, Timothy, was fantastic. Lot's of knowledge, entertaining, and an accomplished artist so we got to see his work around Old Port on our travels. This is the kind of tour that we will do again when we hit Portland next year. Just a good time. It took just shy of 3 hours and ours ended with chocolates which was a nice touch.