Discover the beauty and history of Portland, Maine with a self-guided walking and driving tour bundle. Explore cobblestone streets, waterfront architecture, bustling neighborhoods, and iconic landmarks like the Portland Head Light lighthouse.
- Commercial Street - Portland’s Harbor (the body of water that you just sailed in on) is a “deep water” port, it generally does not freeze over during the winters. the Gulf of Maine has very strong tides, and those tides mix the water column and bring deeper, warmer water to the surface all along the coast.
Note: This 10+mile-long tour covers the essentials of Portland in 2-3 hours.
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Victoria Mansion - This is the Victoria Mansion. Built by Ruggles Morse in 1858. “the best standing example of Victorian art, architecture and decoration.” He named it “Victoria Mansion” after Britain’s Queen Victoria, It was built as his summer home.
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The Danforth - On the left-hand side, see the colorful brick rowhouses. These were built originally for the servant class, these rowhouses are now very nice… expensive condominiums.
After all those fires, brick was used from that point on throughout the city, not a lot of wood. -
West Street - The Maine Medical Center is home of the Barbara Bush Children’s Wing. Mrs. Bush, the wife of our 41st president and the mother of the 43rd president, she lived much of her life in Kennebunkport, Maine, 30 miles south of Portland. She passed away in 2018. Mrs. Bush did so much great work raising money for treatment of kids with terrible illnesses, and her legacy is remembered in the Children’s wing of the Maine Medical Center.
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One Longfellow Square - On the right side of the coach we’ll pass the home of Neal Dow. A former Portland mayor, Neal Dow is known as the father of the American Prohibition. In 1851, then Mayor Dow pushed through a statewide prohibition– banning the sale and consumption of intoxicating beverages–that became the model for the National Prohibition.
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Arts District Garage - This is the “Portland’s Arts District”. The area has many independent art galleries, working studios, Coffee houses and restaurants.
Up ahead, on the right, is the Portland Art Museum. -
Brown Street - Just past the non-descript building on the right—the gray/brown Maine Historical Society headquarters—is the Wadsworth Longfellow House. It’s the brick building set a little back from the road, on the left. This is the house where the poet grew up. Built after the Revolutionary War by Peleg Wadsworth, a Revolutionary War General and the grandfather of Henry Longfellow, it’s the oldest brick house in Portland.
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Temple Street Parking Garage - On our left side is the 1st Parish Unitarian Universalist Church. This is the oldest church in Portland. The building is the second building that has housed this congregation.
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City of Portland, Maine - On the left is Portland’s City Hall, a beautiful building for a small city. This is the third City Hall building on this site. The first two building were destroyed by fire
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Franklin Street - The tall brick and concrete building to your left is the Franklin Tower, built in the 1970s. It’s the tallest building in the state of Maine at 16 stories.
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Eastern Cemetery - Here’s Portland’s Eastern Cemetery, it’s the oldest cemetery in the City of Portland
Some Head Stones date back to1768. The oldest markers were wooden, and they were lost to the fires. -
Portland Observatory - Let’s go back to the 1800’s, during that time, ships entering Portland Harbor could not be seen from the docks until they rounded the point of land at Spring Point Ledge and were almost in the harbor.
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Waterville Street - Notice that there are several examples of the “flattop triple-decker” this tenement housing style, which is very typical here in New England, were built in the 1880s to the 1920s.
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Munjoy Street - Off to the right is Portland Harbor. Part of Casco Bay, an inlet on the Southern Coast of the Gulf of Maine, the City of Portland sits along its southern edge and the Port of Portland lies within.
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Casco Bay - If you look over your right shoulder, see the land mass with the oil tanks. That’s the City of South Portland.
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Eastern Promenade Trail - The Eastern Promenade is a great space where Portlanders get out and enjoy the nice weather
and the sea breezes, at the foot of the Eastern Prom is a little beach called the East End Beach. -
Walnut Street - After the British destroyed city in 1775, Portland’s city leaders decided that they need to build a fort. The green space on the right is the result of that decision.
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Fore Street Restaurant - You’ll remember earlier we spoke about the streets in Old Portland, how they were named due to their proximity to the water. They are Fore St, Middle St and Back St.
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Casco Bay Bridge - Continuing our drive here in Portland, we will make our way to the Casco Bay Bridge. The Bridge spans Casco Bay and connects the City of Portland with the City of South Portland.
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Meetinghouse Hill - While we make our way through the City of South Portland we approach Meetinghouse Hill. Meetinghouse Hill is a kind of quintessential New England scene with the cemetery on the left and the Civil War statue on the right and a beautiful church behind the Civil War statue.
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Fort Williams Park - We’re now entering Fort Williams Park. You’ll notice several military installations here in the park
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United States Custom House - Explore the charm, history, and vibrant culture of Portland, Maine, with this self-guided walking tour! Immerse yourself in the sights and sounds of Portland as you traverse the historical cobblestone streets of Old Port.
Note: This 3+mile-long tour covers the essentials of Portland Walking in 1-2 hours.
- Victoria Mansion - It was the labor of love of Ruggles Sylvester Morse, a wealthy New Orleans-based hotel owner. He hired a top architect to turn this into his summer home in 1860.
- Henry Wadsworth Longfellow Sculpture - Dedicated to the American poet Henry Wadsworth Longfellow.
- Portland Museum of Art - It’s one of the oldest art institutions in the country, founded in 1882. While the museum grew significantly over the years, space, storage, and administrative problems plagued it.
- Maine Historical Society and the Wadsworth-Longfellow House - Longfellow lived and wrote some of his most famous works here, including his first poem at thirteen.
- Monument Square - That statue in the center of the square is Our Lady of Victories, inspired by the Greek goddess of wisdom and war, Minerva.
- City of Portland, Maine - The present Renaissance Revival structure was completed in 1912. But it replaces another city hall which succumbed to fire in 1908.
- Lincoln Park - Portland’s Lincoln Park rose from the ashes of the Great Fire of 1866. We’ve seen many testaments to Portlanders’ resilience.
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- Easy-to-use app: download Action’s Tour Guide App onto your phone
- Great value: purchase per car, not per person. More affordable than bus or guided tours!
- Engaging storytelling: Uncover unique tales and thrilling history for a memorable journey!
- Perfect narrator: nothing can beat listening to a great voice. Proven with tons of rave reviews!
- Offline maps: no signal, no problem! Works perfectly without cellular or wifi.
- Comprehensive route and stops: See it all, miss nothing, leave no stone unturned!
- Go at your own pace: Start anytime, pause anywhere, enjoy breaks for snacks and photos freely!
- Hands-free: audio stories play on their own based on your location. Easy to use!
- Attraction passes, entry tickets, or reservations
Explore the beauty and history of Portland with this combo of a walking and driving tour. Dig deep into the city’s history as you stroll down cobblestone streets and admire old brick architecture by the waterfront. Visit bustling neighborhoods like Old Port and the Art District, stop at shops and restaurants whenever you please, and breathe in the coastal air. Then take a drive out to the east and west promenades, before swinging down to the famous Portland Head Light lighthouse. It’s the most comprehensive way to experience this unique, quirky city!
After booking, check your email to download the separate Audio Tour Guide App by Action, enter your unique password, and access your tour. These steps require good internet/Wi-Fi access. From there, follow the audio instructions and the route.
New, extra validity — now yours for an entire year! Use multiple times over multiple trips!
This isn’t an entrance ticket. Check opening hours before your visit.
- How to access: Once you book a tour, you’ll get a confirmation email with instructions. Follow the instructions right away: • Download the separate app • Enter the password • Download the tour • MUST DO while in strong wifi/cellular.
- How to start the tour: Open Action’s separate audio tour guide app once onsite. • If there is just one tour, launch it. • If multiple tour versions exist, launch the one with your planned starting point and direction. • Go to the starting point. (Note: no one will meet you at the start. This tour is self-guided). • The audio will begin automatically at the starting point. If you face audio issues, visit the FAQ. • Stick to the tour route & speed limit for the best experience.
- Amazing Savings: why pay for an expensive, crowded, and limited bus tour — priced per person! — when you can have ONE amazing audio guide on your OWN phone for your WHOLE group?
- Flexibility and Convenience: • Use the tour app anytime, on any day, and over multiple days. It’s perfect for tailoring your exploration and revisiting your favorite spots on future trips. • Start and pause the tour whenever you like, taking breaks and exploring side excursions at your own pace, free from the constraints of a group.
- Comprehensive Tour Experience: •The app provides a full itinerary, travel tips, narrated audio stories, scripts, images, videos, and recommendations for additional activities. • Enjoy a private experience without the crowds, ideal for personalized stops and photo opportunities.
- Ease of Use and Accessibility: • The app is hands-free and activates stories via GPS, offering support through call, chat, or email. • There is no need for a continuous cell or Wi-Fi connection as the GPS map works offline.
- Memorable Keepsakes: • Utilize the app’s images to create a photo book or share on social media, ensuring you have high-quality, crowd-free memories from your trip.
- Preparation: • After booking, download the app and the tour using a strong Wi-Fi connection. • Review the tour at home before your trip for a better experience.
- Starting the Tour: • Open the app upon arrival at your destination. • Select the appropriate tour based on your starting point. • Head to the starting location; the audio will begin automatically. • Follow the suggested route and adhere to the speed limit for an optimal experience. • By following these instructions and taking advantage of the app’s features, users can enjoy a personalized, flexible, and in-depth exploration of their destination at their own pace and convenience.
For a full refund, cancel at least 24 hours before the scheduled departure time.