Walking Tours & Landmarks in Downtown Portland, Maine

Built after the Great Fire of 1866. Still in use by Customs Service & the US Coast Guard.

Walking tours & programs about Portland's authentic historic architecture & the Portland Observatory (1807) at 138 Congress St.

Bronze statue of poet by native sculptor Franklin Simmons.

Childhood home of poet Henry Wadsworth Longfellow, built in 1786. Open May-Oct. Holiday hours in Dec.

Join Maine Foodie Tours and TASTE your way through town! We offer walking tours, trolley tours and cooking classes in Portland, the foodiest small town in America! Our tours feature entertaining tour guides who immerse you in rich cultural history while you taste the culinary delights capturing the ... more

If you want to get up close and personal with Portland's landmarks, lighthouses and harbor seals AND learn some city history, join Portland Discovery on a Land & Sea Tour! As a locally owned and operated company, we take pride in showing visitors all that Maine's largest city has to offer. ... more

Self guided walking tour, part of the Maine Freedom Trails network.

National historic landmark. Last surviving maritime signal tower in America. Deck overlooking Casco Bay.

Sculpted by Franklin Simmons, dedicated in 1891 to Portland's soldiers & sailors who served in the Civil War.

A non-profit, urban land trust building & maintaining a network of trails in Greater Portland.

Walking tour of historic Old Port district from info booth at Middle & Exchange Streets.

Portland is steeped in history and much of it can be seen in the striking architecture and landmarks. Now, imagine this panoramic experience while riding on a Segway! Segway Tours of Portland, Maine is your Authorized Segway Tour Provider. Offering Guided Tours of Portland, we pride ourselves on giv ... more

450-foot long waterfront mural by artist Robert Wyland.

Join your fellow thrill seekers and history lovers for this VERY entertaining and unique romp through Portland's past.  Our professional performance artists turn factual dark history dating from the 1600's into theater and even Stand-up comedy at times! Featuring "Indian" Attacks, ... more