Experience Portland's Hidden Gems & Lighthouses with a Local Guide
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Discover Portland, Maine, on this authentic 1 hour and 45-minute historical sightseeing tour led by a true local. From the bustling waterfront on Commercial Street to the charming Victorian homes along the Eastern Promenade, you'll get an insider's view of the city’s rich past and vibrant present.
Your guide, a lifelong Portland resident and college librarian, shares stories, legends, and little-known facts that other tours often miss. Expect to see hidden gems, learn about historic landmarks, and enjoy a friendly, humorous approach to exploring this beautiful coastal city.
Whether you're interested in the city’s architecture, its maritime history, or just want to soak in the stunning views of Casco Bay, this tour offers a perfect blend of education and entertainment. It’s a memorable way to experience Portland like a local.
Frequently asked questions
How long is the tour?
The tour lasts approximately 1 hour and 45 minutes.
What languages are available?
The tour is conducted in English.
What is the group size?
Groups are limited to up to 13 people.
Is the tour suitable for children and all fitness levels?
Yes, the tour is suitable for infants (0-3), children (4-12), and adults (13-64), and it accommodates all physical fitness levels.
What’s included in the tour?
You’ll be guided by an experienced, entertaining guide with 20 years of local knowledge, and travel in an air-conditioned vehicle.
Are there any stops at lighthouses?
Yes, the tour includes visits to Portland Head Light, Spring Point Ledge Lighthouse, and Bug Light, with time to explore and take photos.
Free cancellation
You can cancel for a full refund at least 24 hours before the scheduled departure time.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 1 hour 45 min
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Knowledgeable, entertaining guide with 20 years of experience showing Portland
- Air-conditioned vehicle
Itinerary
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Stop 1
Start at historic Commercial Street, the heart of Portland's working waterfront, with original cobblestone and brick from the 1850s.
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Stop 2
View one of Portland's most beautiful granite buildings.
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Stop 3
Drive through Fort Allen Park for views of Casco Bay, the Calendar Islands, and Civil War, Spanish-American War, and WWII memorials.
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Stop 4
See Victorian-era homes along the Eastern Promenade and enjoy panoramic views of Casco Bay, islands, and forts.
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Stop 5
Observe the only remaining maritime signal tower in the U.S.
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Stop 6
Learn about Portland's oldest cemetery, established in 1668, with legends and lore.
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Stop 7
Explore Portland's lively downtown, Monument Square, and arts district.
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Stop 8
Admire the neo-Gothic architecture of Portland's 1869 cathedral.
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Stop 9
Visit Portland's oldest church and learn its history.
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Stop 10
See the childhood home of Henry Wadsworth Longfellow, where he wrote early poetry.
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Stop 11
Tour downtown Portland and its renowned Arts District.
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Stop 12
View one of New England's finest art museums and learn about its exhibits.
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Stop 13
See the statue of Longfellow, Portland's famous poet.
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Stop 14
Get close to Victoria Mansion, a prime example of 19th-century Italianate brownstone architecture.
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Stop 15
Visit Fort Williams Park and Portland Head Light, where you'll have time to explore.
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Stop 16
Explore Portland Head Light, the most photographed lighthouse in the country, and enjoy views of Maine's rugged coastline.
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Stop 17
View Fort Preble and learn about its history.
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Stop 18
Take photos of Spring Point Ledge Lighthouse and its long breakwater.
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Stop 19
Enjoy panoramic views of Portland from a scenic park across the bay.
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Stop 20
See the Liberty Ship Memorial and learn about WWII shipbuilders.
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Stop 21
Photo stop at Portland Breakwater Light, affectionately called 'Bug Light'.
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Stop 22
View the statue honoring a renowned movie director connected to Portland.
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Stop 23
End in Portland's Old Port, exploring its shops, restaurants, and vibrant waterfront.
Meeting point & pickup
Meet at the starting point
Please arrive at 96 Commercial Street, in front of the Casco Variety Store, at least 10-15 minutes before your tour begins. The tour departs from the bus parking spot next to the US Customs House, directly across from the store.
Open in Google MapsCancellation & confirmation
Free cancellation
You can cancel for a full refund at least 24 hours before the scheduled departure time.
- 100% refund if canceled at least 1 day in advance
- No refund if canceled within 24 hours of departure
- Tours may be canceled due to bad weather
Instant confirmation
Your booking is confirmed immediately after checkout.
From $74.00 per person
- Free cancellation
- Secure checkout with our booking partner
