Mysterious Lore and More Walking Tour of Boothbay Harbor

Maine , USA

Mysterious Lore and More Walking Tour of Boothbay Harbor

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About this experience

This walk through Boothbay Harbor's snickleways is a wonderous combination of our town's hidden history, local lore, and unsolved mysteries that will leave you ruminating long after the tour has ended. Your entertaining local guide gives you a lay of the land and all the inside scoop on the harbor’s most mysterious unsolved death, Boothbay Harbor’s very own sea serpent, legendary treasure tales surrounding many of the harbor’s islands, and how two rock stars saved the Boothbay Opera House from becoming a parking lot.

Available options

Mysterious Lore and More Walking Tour of Boothbay Harbor

What's included

Walking map of Boothbay Harbor

10% off another Mysterious Harbor Tours e-bike or walking tour

Mysteries to unravel and legends to trip on!

Local tasty treat

Detailed itinerary

We’ll begin our tour in the heart of Boothbay Harbor at the town pier with beautiful harbor views of schooners, lobster boats, super yachts, and the harbor’s east side working waterfront. This town has always been a seafaring place, home to sailors and sea captains, fisherman, ship builders, and pirates!

What do Queen Elizabeth I, a ring, and Outer Heron Island have in common? Would you believe the claim on a $1 billion-dollar English estate?

Stroll along America’s longest wooden footbridge, enjoying spectacular harbor views, including Maine’s oldest lighthouse on Burnt Island with its long history of keepers—some who never left the island.

When French antiques started turning up a local thrift shops and yard sales, long whispered tales of a local sea captain’s plot to bring the beleaguered Marie Antoinette to his home in Maine gained traction. When a mystery writer moved into the sea captain’s house, we got the full story!

Originally built as a secret society lodge for the Knights of Pythias, the Opera House was saved from demolition with the help of two famous rock stars. It’s become an internationally renowned music venue and considered the most haunted building in Maine.

Local Wawenock leader Samoset became the first Indigenous person to contact the Europeans and sets an example for us today.

A mysterious stranger dressed all in black checked into the Hotel Fullerton and headed out for a glimpse of ocean surf. Her identity and untimely end are still unsolved mysteries almost 100 years later.

We wrap up back where we began with some classic seafarer superstitions and accounts of unknown creatures sighted by hundreds of respectable people up and down the Maine and Massachusetts coastline known as The Great New England Sea Serpent.

What's not included

Gratuities

Available languages

Guide guide

Written guide

Reviews breakdown

Tripadvisor 5.0

1 reviews

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Important information

Infants and small children can ride in a pram or stroller

Service animals allowed

Not recommended for travelers with spinal injuries

Not recommended for travelers with poor cardiovascular health

Suitable for all physical fitness levels

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.

Meeting point

Go to the Town Landing in Whale Park and look for your guide wearing a Mysterious Harbor Tours t-shirt.

About Maine

Maine, the northeasternmost U.S. state, is renowned for its rugged coastline, picturesque lighthouses, and dense forests. It offers a unique blend of outdoor adventures, quaint coastal towns, and rich maritime history, making it a perfect destination for nature lovers and those seeking a classic New England experience.

Top Attractions

Acadia National Park

Acadia National Park is a stunning natural area known for its rocky coastline, dense forests, and granite peaks. It offers a variety of outdoor activities, including hiking, biking, and wildlife viewing.

Nature 1-3 days Free (park entry is free, but some activities may have fees)

Portland Head Light

One of the most iconic lighthouses in the U.S., Portland Head Light offers stunning views of the Atlantic Ocean and a glimpse into Maine's maritime history.

Historical 1-2 hours Free (donations welcome)

Bar Harbor

A charming coastal town known for its Victorian architecture, quaint shops, and delicious seafood. Bar Harbor is the gateway to Acadia National Park and offers a variety of waterfront activities.

Cultural Half day to full day Varies by activity

Must-Try Local Dishes

Lobster Roll

A sandwich made with fresh lobster meat, mayonnaise, and lemon juice, served on a buttered, toasted bun.

Lunch Contains shellfish

Clam Chowder

A creamy soup made with clams, potatoes, onions, and sometimes bacon.

Lunch/Dinner Can be made vegetarian or gluten-free

Blueberry Pie

A sweet pie made with wild Maine blueberries and a flaky crust.

Dessert Contains gluten

Popular Activities

Hiking in Acadia National Park Kayaking in Casco Bay Skiing at Sunday River Beachcombing in Bar Harbor Spas in Portland Scenic drives along the coast Visiting museums in Portland Attending local festivals

Best Time to Visit

June to August

Summer is the peak tourist season in Maine, offering warm weather, long daylight hours, and a variety of outdoor activities. This is the best time to enjoy the beaches, hiking, and festivals.

15°C to 28°C 59°F to 82°F

Practical Information

Language

Official: English
Widely spoken: French (in some areas)
English: Widely spoken

Currency

US Dollar (USD)

Time Zone

GMT-5:00 (Eastern Standard Time)

Electricity

120VV, 60HzHz

Safety Information

Overall Safety Rating: Generally safe

Maine is generally a safe destination with low crime rates. However, visitors should take standard precautions to ensure a safe and enjoyable trip.

Important Precautions:

• Keep valuables secure
• Be cautious when using ATMs
• Avoid walking alone at night in isolated areas

Getting there

By air

Portland International Jetport • 10 km from Portland
Bangor International Airport • 12 km from Bangor

By train

Portland Transportation Center, Brunswick Station

By bus

Concord Coach Lines, Greyhound

Getting around

Public transport

Affordable and reliable bus service within the Portland metropolitan area.

Taxis

Available • Apps: Uber, Lyft

Rentals

Car, Bike, Scooter

Neighborhoods

Portland Bar Harbor Belfast

Day trips

Camden

160 km from Portland • Half day to full day

A picturesque coastal town known for its harbor, lighthouse, and scenic views.

Kennebunkport

90 km from Portland • Half day to full day

A charming coastal town with historic architecture, art galleries, and beautiful beaches.

Bethel

160 km from Portland • Full day

A scenic mountain town known for its outdoor activities and historic sites.

Festivals

Lobster Festival • Early July Maine Boat Builders Show • March Maine International Film Festival • July

Pro tips

Visit Acadia National Park early in the morning to avoid crowds and secure parking.
Try the famous lobster rolls and clam chowder, but be prepared for long lines at popular spots.
Explore the charming coastal towns of Bar Harbor, Camden, and Belfast for a taste of Maine's maritime heritage.
Pack layers and waterproof gear, as Maine's weather can be unpredictable.
Consider visiting in the fall for stunning foliage and fewer crowds.