




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
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.
1,058 reviews
Total reviews and rating from Viator & Tripadvisor
reneeb533,Jun 11, 2026
- Review from Tripadvisor
My husband took this tour on our first full day in Portland. We learned a lot of history and the views from the lighthouse were spectacular! We thoroughly enjoyed it.

Jill B,Jun 8, 2026
- Review from Viator
Very nice tour. Our guide/driver grew up in Portland and had great perspective about the area as well as many interesting stories to tell. The light house is beautiful and I would say Portland is a very nice place to visit. Wish we had more time there.
296brandon,Jun 7, 2026
- Review from Tripadvisor
We loved the informative and personal tour guide, Bruce and our driver, Timmy. Great duo: safe, entertaining, and informative. We learned so much about the city and history of Portland, as well as great recommendations for eating places. Highly recommend this tour for a 1.75-2.0 hour introduction to Portland, Maine.
Erin D,Jun 6, 2026
- Review from Viator
This tour couldn’t have been better! Our tour guide (I’m so bummed I can’t remember his name- but he has lived in Portland his whole life) was filled with knowledge and entertaining stories. We appreciated that he wasn’t slap stick funny like so many tour guides are. We learned so much and enjoyed hearing about the history, the architecture, and the beauty of the area. We didn’t have a lot of time at the lighthouse, but we didn’t mind because the tour portion was THAT good! We had a large group of people from ages 12-65 and everyone enjoyed it.
LParnell,Jun 6, 2026
- Review from Tripadvisor
We did the cruise and the trolley tour. They were both good and well organized. The trolley wasn’t full which allowed us to spread out. The trolley guide was funny and informative.
Cassie L,Jun 2, 2026
- Review from Tripadvisor
Great tour of Portland and so glad we did it!
Hope F,May 31, 2026
- Review from Tripadvisor
We had a great time on the trolley tour. We had Tim (driver) and Bruce who were very knowledgeable and engaging.


Mobile62280924353,May 30, 2026
- Review from Tripadvisor
Our tour guide, Barry, was excellent. Enjoyed every minute of this tour.
Kellei J,May 30, 2026
- Review from Viator
Tour was on time, trolley was nice, tour guide was great. Length of tour was just right and appreciated having a little time at the lighthouse to walk around. Great value too! Definitely recommend for getting some history and seeing most of Portland.
Susan K,May 29, 2026
- Review from Viator
Steve was a fantastic guide! Loved all of the local history and information. Highly recommend if you are in Portland for the first time.
Operated by Portland Discovery Land & Sea Tours