Available languages
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
For a full refund, cancel at least 24 hours before the scheduled departure time.
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
1,019 reviews
Total reviews and rating from Viator & Tripadvisor
lrey326,,Nov 17, 2025
- Review from Tripadvisor
The trolley ride was great and our guide was very knowledgeable and personable. It was a very enjoyable tour. Highly recommend.
Y836HAdebbieb,,Nov 16, 2025
- Review from Tripadvisor
Our tour guide was knowledgeable and pleasant to listen to. I loved the open air trolley, you could see much better. The lighthouse was great and the town tour was good. Highly recommend!




Anita S,,Nov 11, 2025
- Review from Viator
This tour was very informative and gave a nice overview of the city of Portland. It passed by several historical sites, the working waterfront, and the Old Port area. The stopover at the Portland Head Lighthouse was a nice ending to this tour. I would highly recommend it. The tour guide was excellent too and he shared so much information about the history of the area.
Chef Cor,,Nov 9, 2025
- Review from Tripadvisor
This was a great tour, we were on a cruise stop and it was a wonderful way to spend a few hours seeing some key points in Portland Maine. The location was easy to find, just a short walk from the cruise terminal. The lady driver was really engaging and entertaining and very very knowledgeable of the area. We zig zagged through the streets of Portland and for me the highlight was the view and the photos we were able to take of the lighthouse. I highly recommend this tour.
James M,,Nov 7, 2025
- Review from Viator
Informative, good time learning about Portland, ME, good sightseeing, helped to have great weather and sun.
Patsy G,,Nov 5, 2025
- Review from Viator
Great way to see Portland and learn about the city. The tour guide was very knowledgeable and entertaining.
LGandCG,,Nov 3, 2025
- Review from Tripadvisor
Portland trolley tour was fun and informative. Trolly driver was so knowledgeable about the city and we loved her sense of humor. Highly recommend this tour.
Kenda H,,Oct 31, 2025
- Review from Viator
it was a great tour. I am glad we had a few minutes at the lighthouse to take pictures. It was a beautiful area. No complaints.
michaelaW3357CM,,Oct 30, 2025
- Review from Tripadvisor
We thoroughly enjoyed the tour. Our guide Wendy Lee did a great job making it all come alive for us! The best parts for us were the Promenades, and of course the lighthouse. Would return. Sweet tour!
Kayla S,,Oct 30, 2025
- Review from Viator
Great tour guide, pointing out unquie points around the city. Lovely town with lots to explore. Would love to go back.
Operated by Portland Discovery Land & Sea Tours