• A Piece of the Berlin Wall - The tour begins at this segment of the Berlin Wall. Discover its history and the reason for its presence here. This site is often overlooked by tourists and locals alike. Following this, the tour will guide you step by step through Portland.
• Exchange Street - Explore the historic and vibrant Exchange Street! Learn about its role in the Underground Railroad and visit some of the city’s finest shops and streets.
• Wharf Street - The tour continues along Wharf Street, where you’ll hear tales of its past as a bustling wharf frequented by sailors, bootleggers, and locals.
• The Wadsworth-Longfellow House - Visit the childhood home of Henry Wadsworth Longfellow, hear about his poetry, and view the exterior of his home.
• Post Office Park - Discover why the mailboxes are red and in Japanese, and learn about the site’s previous uses on the tour!
• Lobsterman Park - The lobster industry has been a staple in Maine for centuries. Here, learn about the park, the statue, and the story of the man who posed for it.
• City of Portland, Maine - Visit the historic city hall, learn about the rum riots, Maine’s pioneering alcohol ban, and its rich history.
• The Holy Donut - Discover the beloved Potato donut shop, The Holy Donut, and why it’s considered the best by many.
• Lincoln Park - Visit this historic park, learn about its past, see its historic fountain, and hear about its connection to the Underground Railroad.
• United States Custom House - Stop outside the old customs house to understand why it still stands. The tour concludes with a walk through the square to the Mariners Church in the heart of Old Port.

• Listen after the on location tour when you leave the city
• Go anytime and at your own pace, the tour never expires
• Tour on our walking tour app

• No food, drink or entrance into buildings, this tour is all outside

Embark on a smartphone-guided journey through Portland’s historic streets and uncover its fascinating tales.

Explore at your leisure, whenever you wish. The tour is available indefinitely. It is expertly crafted with professional narration and music. The tour is location-aware, guiding you step by step through the city.

Experience the cobblestone streets, Wharf Street, Henry Wadsworth Longfellow’s residence, stops on the Underground Railroad, City Hall, Exchange Street, Lobster Square, historic buildings, and the finest dining spots, including an exceptional donut shop. It truly is remarkable.

Listen to the captivating stories of Portland, Anna Kendrick’s favorite spots, Longfellow’s legacy, tales of lighthouses, adventure, prohibition, bootleggers, the Underground Railroad, Japanese mailboxes, the revolution, colonial times, and much more.

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