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History Walking Tours

Step Back in Time: Explore Portland’s Rich History on Foot!

Uncover the fascinating history, coastal charm, and vibrant energy of Portland, Maine, on our immersive walking tours. Stroll through the cobblestone streets of the Old Port, where tales of ship captains, merchants, and revolutionaries come to life. Explore hidden alleys, take in breathtaking waterfront views, and admire historic architecture that reflects the city’s storied past. Whether you’re diving into Portland’s maritime legacy, discovering local legends, or sipping craft beers along the way, each tour is a journey through time.

From $49
  • All Ages
  • Up to 2 Hours
  • Portland Beer Hub

Portland’s Wharf Walk: Clam Chowder & Working Waterfront History Tour

Explore Portland’s Old Port and waterfront on a guided walk that brings the city’s fascinating past to life. This immersive experience blends local history with maritime culture, offering a deeper look at how Portland grew from a rugged seaport into one of New England’s most vibrant coastal cities.

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From $49
  • All Ages
  • Up to 2 Hours
  • Portland Beer Hub

Mobsters & Lobsters: True Crime in Portland’s Old Port

Step into the shadows of Portland’s past on this thrilling true crime tour, where secrets lurk behind historic facades and cobblestone streets whisper tales of corruption, violence, and vice. From ruthless mobsters and bootleggers to power-hungry bosses and shocking scandals, this tour unveils the darker side of Maine’s largest city.

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Historic Gems of Portland

Old Port District

Explore the charming cobblestone streets and 19th-century buildings in the heart of Portland’s historic waterfront.

Victoria Mansion

A stunning pre-Civil War mansion showcasing mid-19th-century architecture and rich Portland history.

Custom House

Built between 1867-1872, this architectural gem was once Portland’s customs office and played a significant role in maritime commerce.

Portland Head Light

One of the most iconic lighthouses in the U.S., offering spectacular coastal views and rich history, located within Fort Williams Park.

Wadsworth-Longfellow House

The childhood home of poet Henry Wadsworth Longfellow, this museum offers a glimpse into the life of the famous poet.

Congress Street

Portland’s main street, lined with historical buildings including the City Hall, Maine Historical Society, and the State Theater.

Eastern Cemetery

Portland’s oldest public burial ground, dating back to 1668, where some of the city’s early leaders and Revolutionary War soldiers are buried.

Portland Observatory

Built in 1807, this historic maritime signal tower provides panoramic views of the city and surrounding bay.

Abyssinian Meeting House

The third-oldest standing African American meeting house in the U.S., important in the abolitionist movement and Portland’s African American history.

JB Brown & Sons Building

A historic commercial building, JB Brown & Sons was once a key player in Portland’s real estate development during the 19th century, contributing to the city’s urban landscape.

Commercial Street

One of Portland’s most iconic streets, Commercial Street has been a vital part of the city’s maritime history, lined with warehouses and historic buildings dating back to the early 1800s.

13+ Years of Happy Travelers
Reviews from our Portland Explorers

 

Frequently Asked Questions

Portland Beer Hub

CHECK IN LOCATION

Portland Beer Hub
320 Fore St, Portland, ME 0410

Your tour will begin at the Portland Beer Hub, the home of Portland Explorer and the best craft beer bar and retail shop in Maine. Enjoy the following amenities as you comfortably wait for your tour to begin.

  • Air conditioning
  • Clean bathroom
  • Comfortable seating
  • Water
  • Beer, cider, and gluten-free options
  • Snacks