History Walking TOURS

Portland, ME

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.

Perfect for History Buffs

Portland History Walking Tour

Step back in time and immerse yourself in the rich history of Portland, Maine, with this engaging walking tour through the heart of the city. Your expert guide will lead you through Portland’s charming streets, sharing stories of its colonial past, the rise of its maritime industry, and its key role in American history.

walking icon
Walking Tour

For History Buffs & True Crime Addicts

Bootleggers, Bosses & Bloodshed

Unearth Portland’s hidden past on this thrilling tour. Hear stories of mobsters and true crime as you explore the darker side of the city’s history.

walking icon
Walking Tour

For Seafood Lovers & History Enthusiasts

Portland’s Wharf Walk: Seafood & Stories

Step onto Portland’s historic wharfs and dive into the rich maritime culture that has shaped Maine for centuries. As you explore the working waterfront, hear captivating tales of fishermen, lobstermen, and the city’s seafaring past. Along the way, savor a delicious tasting of seafood at a local market, experiencing the true flavors of the coast.

walking icon
Walking Tour

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

We offer a variety of tours to explore Portland, Maine, including Walking Tours like the Pub History Walk and Sips and Slices, Van Tours such as Lighthouse Tour and Local Pour Tour, and Boat Tours like the Harbor Cruise and Sunset Cruise.

All tours begin at Portland Beer Hub, the home of Portland Explorer and the best craft beer bar and retail shop in town. Enjoy cozy couches, air conditioning, a clean bathroom, and a welcoming environment in downtown Portland. Guests receive 10% off drinks, snacks, food, and craft beverages to enjoy before your tour or to take home after the tour.

Tour durations vary depending on the type. Walking tours, van tours, and boat tours typically last 2 to 3 hours. Some speciality tours may be longer. Make sure and check the tour details for your specific tour.

Yes, many of our tours are family-friendly. Some tours with alcohol tastings, like the Beers, BBQ, and Bourbon tour, are 21+ only. Please review tour descriptions for age recommendations.

Our only tour in which we allow pets is our Portland History Walking Tour. Service animals are allowed on our other tours.

Yes! We can arrange private tours tailored to your group’s interests. Contact us directly for details via our Private Groups Booking Page.

Absolutely! We provide custom tours for corporate outings, team-building events, and large groups.

Yes, we love helping celebrate special occasions with personalized tours. Contact us to discuss your ideas.

CHECK IN LOCATION

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