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    5. /Boothbay Harbor Mystery & History Walking Tour
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    Boothbay Harbor Mystery & History Walking Tour

    Trace maritime legends, local lore, and unexplained stories along Boothbay Harbor

    5.0 stars• 70 reviews

    Duration

    2 hours

    Ideal For

    Up to 12 people

    Includes

    Guided walk, Harbor views

    Highlights

    Explore Boothbay Harbor with a local guide as maritime history, local legends, and unresolved mysteries unfold along the waterfront. Take in harbor views while learning the stories behind the village's past.

    • Hear tales of sea captains, smuggling, and long-buried mysteries
    • Discover the history and lore woven through Boothbay Harbor
    • Enjoy panoramic views of islands, lighthouses, lobster boats, and yachts
    • Ask questions and engage with your guide throughout the walk

    Itinerary

    1. Whale Park — Tales about seafaring history and America's birthplace on Damariscove Island.
    2. Pier One — Stories about legendary Outer Island Heron's lost grave and its ties to an English estate.
    3. 1901 Footbridge — Harbor views from America's longest wooden footbridge with smuggling-era tales.
    4. Auld-McCobb House — Oldest brick residence and mysterious Red Paint People history.
    5. Boothbay Memorial Library — Details about a decades-old most mysterious death.
    6. Captain Sawyer’s Place — Home of the last great Grand Banks fisherman and a ghostly widow's walk.
    7. Boothbay Harbor Shipyard — Traditional wooden boatbuilding and restoration.
    8. Tugboat Inn and Restaurant — 1917 tugboat with its captain still at the helm.
    9. Whale Park — The Great Boothbay Harbor Sea Serpent sightings of the Summer of 1831.

    Important details

    • Ages 10+ only
    • Children under 16 must be accompanied by a parent or guardian
    • Requires walking and standing on hilly, uneven terrain

    Cancellation Policy

    Free cancellation up to 24 hours before start. Tours may be canceled for dangerous weather; receive a full refund or reschedule if canceled due to inclement weather. For light rain, the guide and group decide at the tour time whether to proceed.

    Product ID: MQG9KB

    FAQs

    Wear comfortable clothes and walking shoes. Bring sunglasses, sunscreen, a phone/camera, and a rain jacket or light layers if needed.

    This tour involves walking and standing on hilly, uneven terrain, and it may not be suitable for people with impaired mobility.

    Yes. Children under 16 must be accompanied by a parent or guardian.

    Meeting details

    Whale Park town landing next to the public restrooms, 30 Commercial Street, Boothbay Harbor, ME 04538

    Experience provided by Mysterious Harbor Tours

    Related locations

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Participant

    $31.80

    Ages 21+ (13+ with Parent)

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    What people are saying

    Review 1 of 4
    5/5

    What a fantastic tour! Lisa and Roger are a great team and had every detail enthusiastically covered: bike and helmet fitting, training, and safety. Lisa spoke clearly and loud enough for all to hear the fascinating historical information and stories; she shared photos to enhance explanations. The tour included beautiful areas of Booth Bay that we would not have otherwise seen. SIX stars—highly recommend!

    Photo of angie Graver

    angie Graver

    August 27, 2026

    Review 1 of 1
    5/5

    What a fantastic tour! Lisa and Roger are a great team and had every detail enthusiastically covered: bike and helmet fitting, training, and safety. Lisa spoke clearly and loud enough for all to hear the fascinating historical information and stories; she shared photos to enhance explanations. The tour included beautiful areas of Booth Bay that we would not have otherwise seen. SIX stars—highly recommend!

    Photo of angie Graver

    angie Graver

    August 27, 2026

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