Self-Guided Audio Walking Tour of Portland, Maine
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Explore Portland, Maine, on a unique audio-guided walking tour that you can enjoy anytime, at your own pace. This tour takes you through the city's historic streets, revealing fascinating stories behind its landmarks, neighborhoods, and hidden gems. With professional narration and music, you'll feel like you're walking with a local guide, discovering Portland's rich history and vibrant culture.
Highlights include cobblestone streets, the wharf area, Henry Wadsworth Longfellow’s childhood home, and sites connected to the underground railroad. You'll also visit the historic city hall, the famous Lobster Square, and the best donut shop in town. Along the way, hear stories about Portland’s past—covering everything from lighthouse tales and colonial times to prohibition, bootleggers, and even Japanese mailboxes.
This private tour is perfect for history buffs, food lovers, or anyone curious about Portland’s colorful past. It’s accessible for all fitness levels and suitable for adults aged 12 to 100. Plus, since it’s a self-paced experience, you can start whenever you like and revisit as often as you want—there’s no expiration date.
Frequently asked questions
How long does the tour take?
The tour lasts between 1 hour and 1.5 hours, depending on your pace.
What language is the tour in?
The tour is available in English.
Can I do this tour with a group?
Yes, it’s designed for groups of up to 15 people.
Is the tour suitable for all ages?
Yes, it’s suitable for adults aged 12 to 100 and accessible for all fitness levels.
What’s included in the tour?
You’ll receive a link to the tour on our walking tour app, allowing you to listen after you leave the city and go at your own pace. The tour never expires.
Are there any additional costs?
No, the tour is outdoor-only; it does not include food, drinks, or entrance to buildings.
Free cancellation
Cancel at least 24 hours before your scheduled start for a full refund.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 1 hour – 1.5 hours
Check availability to see start times.
Guided experience
English
Key facts
What's included
Included
- Listen after leaving the city on your own schedule
- Go at your own pace—tour never expires
- Access via our walking tour app
Not included
- No food, drinks, or entry into buildings
- This tour is entirely outdoors
Itinerary
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Stop 1
Begin at a piece of the Berlin Wall. Learn its story and why it's here. Many tourists and locals miss this site. Then, step by step, you'll be guided through Portland's historic Old Port.
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Stop 2
Explore Exchange Street, rich with history connected to the underground railroad. Discover the shops and streets that make this area special.
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Stop 3
Walk along Wharf Street, hearing about its past as a busy port filled with sailors, bootleggers, and locals.
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Stop 4
See where Henry Wadsworth Longfellow grew up and learn about his poetry. The outside of his childhood home is part of the tour.
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Stop 5
Find out why the mailboxes are red and Japanese, and what used to be on this site.
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Stop 6
Learn about Maine’s lobster industry and see the statue in Lobster Square, along with the story of the man who posed for the state.
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Stop 7
View the historic city hall, hear about the rum riots, and Maine’s early alcohol bans.
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Stop 8
Visit Holy Donut, a local favorite. Discover why many consider it the best potato donut shop.
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Stop 9
Stop at the historic park, see its fountain, and hear stories about the Underground Railroad.
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Stop 10
End outside the old customs house and walk through the square to Mariners Church in Old Port.
Meeting point & pickup
Meet at the starting point
The tour begins at a piece of the Berlin Wall, a historic site often overlooked. From there, you'll learn its story and be guided step-by-step through Portland's Old Port, uncovering its rich history and stories.
Open in Google MapsCancellation & confirmation
Free cancellation
Cancel at least 24 hours before your scheduled start for a full refund.
- 100% refund if canceled at least 1 day in advance
- No refund if canceled within 24 hours of the start
Instant confirmation
Your booking is confirmed immediately after checkout.
From $7.75 per person
- Free cancellation
- Secure checkout with our booking partner
