Portland: Trolley City Tour with Portland Head Light Stop
Jump aboard a trolley to join a fully-narrated sightseeing tour of Portland's diverse historic and hidden gems accompanied by engaging and informative guides.
10 bookable on GetYourGuide. Prices checked 2026-09-06.
Walking, bike and themed tours of the city itself.
For the operators we researched and recommend, see our food tours and cooking classes in Portland, Maine, or the experiences overview.
Jump aboard a trolley to join a fully-narrated sightseeing tour of Portland's diverse historic and hidden gems accompanied by engaging and informative guides.
Discover the maritime history of Portland on a trolley tour. Visit 3 lighthouses and learn about their unique construction. Explore the Bug Light Park and the Liberty ...
Discover the fascinating City of Ships on the Kennebec River. Explore Bath’s stunning downtown Historic District & learn about the people & events of the past 400+ yea...
Our neighborhood tour offers a peek into the area's history and unique 18th and 19th-century architecture. Embark on a journey through the North, South, West End and e...
Explore Portland's downtown, Old Port, and working waterfront on foot in a small group with a public historian. Hidden histories are revealed about folks and events le...
Start your Maine morning with coastal yoga overlooking Casco Bay, then enjoy a locally made treat from one of Portland’s favorite bakeries, picked up ahead of time so ...
Walk through Portland's exciting old town. This 2-hour guided tour is packed with historic landmarks and commentary from a local history expert.
Join a 50-minute, fully narrated tour of Portland while aboard an open-air fire engine.
As we approach the autumn equinox, join us for an immersive evening at Lily Brook Farm. Optional fire circle to close. August 8, 6:00–8:00pm
The most immersive way to see Historic Portland is on foot. Our walking tour takes you down the cobblestone pathways of our historic city in search of spirits that lin...