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1 hour 45 minutes
Mobile ticket
The most comprehensive tour of Portland! Hop on board a trolley and relax as we show you around. The tour covers all of our most famous sights on the Portland peninsula. Towards the end of the tour, we make a 20-30 minute stop out at Portland Head Light in Cape Elizabeth.
Service animals allowed
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Suitable for all physical fitness levels
Portland Observatory
Built in 1807, this historic maritime signal tower is the only known surviving tower of it's type in the United States.
The Wadsworth-Longfellow House
Located on Congress Street, it's the oldest standing structure on the Portland peninsula and the childhood home of American poet Henry Wadsworth Longfellow.
Fully narrated tour
For a full refund, cancel at least 24 hours before the scheduled departure time.
1,070 reviews
Total reviews and rating from Viator & Tripadvisor
David A,Jun 21, 2026
- Review from Viator
It was wonderful. Guide Bruce and driver Tim were a great team. Very informative and interesting tour with wonderful views.
Eileen V,Jun 20, 2026
- Review from Viator
Typical city tour - enjoyed our driver and tour guide / nice of them to give rides back to ship/ and to other wanted stops
livlive1617,Jun 19, 2026
- Review from Tripadvisor
Barry was an absolutely wonderful guide! There’s truly nothing better than learning about a city from someone so dedicated to it. The pride he has in Portland is palpable, and brought all the information he offered to life. It felt like a very personal look into the city while learning all about the history. It’s a good balance between city info and the lighthouse site seeing. I’d be quick to recommend!




Gayle T,Jun 18, 2026
- Review from Viator
We loved our trolley tour with Barry! Great overview of the city with a guy who truly loves it. The views were amazing!
amymB6093TF,Jun 18, 2026
- Review from Tripadvisor
We had an amazing time on this tour. Meet up was easy and the tour guide was excellent. John provided helpful and interesting information about the area. Highly recommend.

james c,Jun 17, 2026
- Review from Viator
Awful. No real or accurate historical info. Go with the fire truck tour company. It's way better with historical stops and accurate in depth history facts explained at every stop.
Roam43619382588,Jun 15, 2026
- Review from Tripadvisor
Great tour. Driving was smooth and commentary was excellent. Really added to our trip experience!
Skylar S,Jun 15, 2026
- Review from Tripadvisor
Beautiful weather outside, our tour guide (Steven) was funny & witty. So many different architectural stops and the visiting the Porthead Lighthouse was a highlight! Definitely recommend to start out your visit in Portland for quick facts and a brief historical overview



Gscdds73,Jun 15, 2026
- Review from Tripadvisor
Food was good but incredably unhealthy. Put on 3 lbs just because salt was a main incredient. Portland should send a chef contingency to Block Island to check out their delicious but healthy incredient menue. In particular, the lobster roll at Scales restaurant was mostly mush and additives as compared to the lobster roll at Dead Eye Dick's, Block Island, just chunks of lobster. Or check out the lobster roll at Legal Seafood as a New England franchise.
ACBoca,Jun 14, 2026
- Review from Tripadvisor
This Trolley was an excellent way to see the city of Portland sites and out to the ocean by Cape Ann/ South Portland. There is a famous Lighthouse out there and Ft. Williams.
Operated by Portland Discovery Land & Sea Tours