Portland Maine Self-Guided Driving & Walking Audio Tour Bundle

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/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

1. 1

   Commercial Street

   5 min

   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: The tour is over 4+ miles long per tour, with more than 30+ audio stories per tour, and takes about 2-3 hours per tour to complete. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want.

2. 2

   Victoria Mansion

   5 min

   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.

3. 3

   Stop 3

   5 min

   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.

4. 4

   Stop 4

   5 min

   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.

5. 5

   One Longfellow Square

   5 min

   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.

6. 6

   Stop 6

   5 min

   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.

7. 7

   Stop 7

   5 min

   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.

8. 8

   Stop 8

   5 min

   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.

9. 9

   Stop 9

   5 min

   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

10. 10

    Stop 10

    5 min

    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.

11. 11

    Stop 11

    5 min

    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.

12. 12

    Portland Observatory

    5 min

    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.

13. 13

    Stop 13

    5 min

    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.

14. 14

    Stop 14

    5 min

    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.

15. 15

    Casco Bay

    5 min

    If you look over your right shoulder, see the land mass with the oil tanks. That's the City of South Portland.

16. 16

    Eastern Promenade Trail

    5 min

    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.

17. 17

    Stop 17

    5 min

    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.

18. 18

    Stop 18

    5 min

    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.

19. 19

    Casco Bay Bridge

    5 min

    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.

20. 20

    Stop 20

    5 min

    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.

21. 21

    Stop 21

    5 min

    We’re now entering Fort Williams Park. You’ll notice several military installations here in the park

22. 22

    Stop 22

    10 min

    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.

23. 23

    Stop 23

    10 min

    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.

24. 24

    Henry Wadsworth Longfellow Sculpture

    10 min

    Dedicated to the American poet Henry Wadsworth Longfellow.

25. 25

    Stop 25

    10 min

    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.

26. 26

    Stop 26

    10 min

    Longfellow lived and wrote some of his most famous works here, including his first poem at thirteen.

27. 27

    Stop 27

    10 min

    That statue in the center of the square is Our Lady of Victories, inspired by the Greek goddess of wisdom and war, Minerva.

28. 28

    Stop 28

    10 min

    The present Renaissance Revival structure was completed in 1912. But it replaces another city hall which succumbed to fire in 1908.

29. 29

    Stop 29

    10 min

    Portland’s Lincoln Park rose from the ashes of the Great Fire of 1866. We’ve seen many testaments to Portlanders’ resilience.

• Public transportation options are available nearby
• Suitable for all physical fitness levels
• Easy to use: GPS-triggered audio plays automatically along the route for a hands-free experience.
• Private tour: Explore in your own vehicle without crowded buses or large tour groups.
• At your own pace: Start anytime and pause for hikes, picnics, photos, or scenic stops.
• Works offline: Once downloaded, the tour works using GPS without Wi-Fi or cellular service.

For a full refund, cancel at least 24 hours before the scheduled departure time.