Discover Portland’s Historic Streets with an Audio Guided Tour
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Explore Portland, Maine, on this self-guided audio walking tour from the Old Port. With your smartphone, you'll stroll through historic streets, uncover stories of the city’s past, and see landmarks like the cobblestone streets, wharf area, and the famous Lobster Square.
Enjoy the flexibility to go at your own pace—start whenever you want, and revisit the tour as often as you like. The professionally produced narration, complete with music, guides you step-by-step through Portland’s rich history, from colonial times to the underground railroad, and even local favorites like Anna Kendrick’s hangouts and the best donut shop in town.
This private tour is suitable for all fitness levels and offers a deep dive into Portland’s unique stories, historic sites, and vibrant neighborhoods. Whether you're a history buff or just looking for a fun way to explore, this tour makes discovering Portland easy and memorable.
Frequently asked questions
How long does the tour take?
The tour lasts approximately 1 to 1.5 hours, depending on your pace.
Can I do the tour at any time?
Yes! You can start the tour whenever it suits you. It never expires, so you can take your time.
Is this tour suitable for children?
This private tour is recommended for ages 12 and up, making it perfect for families or adult groups.
What’s included in the tour?
You’ll get access to the tour on our walking app, with professional narration and music. You can listen after you leave the city, at your own pace.
Are there any hidden costs?
No. The tour covers outside sights only—no food, drinks, or entrance fees are included.
Is the tour accessible for all physical fitness levels?
Yes, it’s suitable for all fitness levels, as it’s a walking tour designed to be comfortable for everyone.
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
- Access to the tour on our walking app, playable after leaving the city
- Start and stop whenever you want—tour never expires
- Self-guided experience at your own pace
Not included
- Food, drinks, or entry into buildings
- This is an outdoor walking tour only
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 historic site. Then, step-by-step, you'll be guided through Portland's Old Port.
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Stop 2
Explore Exchange Street, uncover its history on the underground railroad, and enjoy some of the city's best shops and sights.
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Stop 3
Walk along Wharf Street, hear stories of sailors, bootleggers, and the area's lively past.
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Stop 4
Visit the childhood home of Henry Wadsworth Longfellow, learn about his poetry, and see the house from the outside.
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Stop 5
Discover 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, the park, and the story behind the statue and the man featured in it.
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Stop 7
See the historic City Hall, hear about the rum riots, and Maine’s early alcohol laws.
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Stop 8
Visit Holy Donut, hear why many consider this the best potato donut shop around.
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Stop 9
Stop at the historic park, see its fountain, and learn about its role in the Underground Railroad.
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Stop 10
View the old customs house and walk through the square to the Mariners Church in Old Port.
Meeting point & pickup
Meet at the starting point
The tour begins at a piece of the Berlin Wall, a significant historic site often overlooked. After hearing its story, you'll be guided step-by-step through Portland's Old Port, discovering its vibrant history and sights.
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
