• Whales Park - The tour kicks off in the center of Boothbay Harbor at the town pier, offering stunning views of schooners, lobster boats, super yachts, and the bustling east side waterfront. This town has a rich maritime history, being home to sailors, sea captains, fishermen, shipbuilders, and even pirates!
• 10 Wharf St - What links Queen Elizabeth I, a ring, and Outer Heron Island? Could it be a claim to a $1 billion English estate?
• Boothbay Harbor Footbridge - Take a leisurely walk across America’s longest wooden footbridge, where you can enjoy breathtaking harbor views, including Maine’s oldest lighthouse on Burnt Island, with its storied past of keepers—some of whom never left the island.
• Studio 53 Fine Art Gallery - When French antiques began appearing in local thrift shops and yard sales, long-standing rumors of a local sea captain’s plan to bring the troubled Marie Antoinette to his Maine home gained credibility. A mystery writer moving into the sea captain’s house revealed the full story!
• Opera House at Boothbay Harbor - Initially constructed as a secret society lodge for the Knights of Pythias, the Opera House was rescued from demolition by two famous rock stars. It has since become a world-renowned music venue and is reputed to be the most haunted building in Maine.
• Oak Street - Local Wawenock leader Samoset was the first Indigenous person to make contact with Europeans, setting an example for us today.
• Boothbay Harbor Memorial Library - A mysterious stranger, dressed entirely in black, checked into the Hotel Fullerton and ventured out to see the ocean surf. Her identity and untimely demise remain unsolved mysteries nearly 100 years later.
• Whales Park - The tour concludes where it began, with tales of classic seafarer superstitions and sightings of mysterious creatures by hundreds of credible witnesses along the Maine and Massachusetts coastline, known as The Great New England Sea Serpent.

• Walking map of Boothbay Harbor
• 10% off another Mysterious Harbor Tours e-bike or walking tour
• Mysteries to unravel and legends to trip on
• Snacks

• Gratuities

Explore Boothbay Harbor’s snickleways on this captivating tour, which beautifully blends the town’s hidden history, local legends, and intriguing mysteries that will linger in your thoughts long after the tour concludes. An engaging local guide will provide an overview of the area and share fascinating insights into the harbor’s most enigmatic unsolved death, Boothbay Harbor’s very own sea serpent, legendary treasure stories linked to many of the harbor’s islands, and the tale of how two rock stars rescued the Boothbay Opera House from being turned into a parking lot.

• Our walking tour includes some steep inclines and uneven surfaces, including sidewalks, grass, and wooden walkways. Your guide can assist those who need help with inclines and uneven surfaces. We can also accommodate wheelchairs on a custom tour. Please contact us to discuss this option.

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