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Portland Trolley Tour: Explore Iconic Sights
4.8
1,175 Ratings
Portland
Experience the ultimate Portland tour! Climb aboard a trolley and unwind as the tour showcases the renowned attractions on the Portland peninsula. Near the conclusion of the tour, enjoy a 20-30 minute stop at the iconic Portland Head Light in Cape Elizabeth.
Experience the ultimate Portland tour! Climb aboard a trolley and unwind as the tour showcases the renowned attractions on the Portland peninsula. Near the conclusion of the tour, enjoy a 20-30 minute stop at the iconic Portland Head Light in Cape Elizabeth.
Duration:
1 hour, 45 minutes
Cancellation:
24 hours
Highlights
- Portland Observatory - Constructed in 1807, this historic maritime signal tower is the only remaining tower of its kind in the United States.
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The Wadsworth-Longfellow House - Situated on Congress Street, it is the oldest existing building on the Portland peninsula and was the childhood residence of American poet Henry Wadsworth Longfellow.
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- Portland Observatory - Constructed in 1807, this historic maritime signal tower is the only remaining tower of its kind in the United States.
- The Wadsworth-Longfellow House - Situated on Congress Street, it is the oldest existing building on the Portland peninsula and was the childhood residence of American poet Henry Wadsworth Longfellow.
- Victoria Mansion - Erected in 1860, it is celebrated as one of the finest examples of large Italianate brownstone architecture in the United States.
- Portland Museum of Art - As the largest and oldest public art institution in Maine, its collection includes over 18,000 artworks ranging from Andy Warhol to Winslow Homer to Claude Monet.
- Portland Head Light - Commissioned by George Washington, it is the oldest lighthouse in Maine and remains in operation.
- Eastern Promenade - Features Fort Allen Park and offers breathtaking views of Casco Bay.
- Old Port - The main shopping district, known for its independent boutiques and cafes, as well as its cobblestone streets.
What's Included
- Fully narrated tour
- Fully narrated tour
Location
170 Commercial St
Commercial Street
The middle window in a blue and white building marked Long Wharf.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.8
(1175 Ratings)
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Don_c
Aug 10, 2026
Easy Ride and Walk - This was a trolley tour through the various districts of Portland. Our driver was knowledgeable and friendly. He made the history of Portland interesting and gave us time at the Portland light house.
Review provided by Viator
Monique_m
Aug 10, 2026
Lighthouse - I was pleased tour guide told all about history through the areas where we travelled. I would have enjoyed it better if the tour guide was not also the driver. At times he had to stop talking because of the outside noise and at other times his voice was muffled and the speaker was good but would have been better if your guide was not all the driver. But I would highly recommend and I would do it again.
Review provided by Viator
Frank_e
Aug 9, 2026
We took the trolley tour... - We took the trolley tour and it was well worth the time. Our driver was very knowledgeable and interacted with everyone well. We see a lot of the city that we wouldn’t have otherwise sern
Review provided by Viator
Angela_g
Aug 8, 2026
Family friendly trolley - Fantastic trolley tour through Portland with stop at Head Light. Our guide Bruce and driver Tim were amazing! Very informative and entertaining stories about the history of Portland and cape Elizabeth was beautiful! My kids and I loved it!
Review provided by Viator
Paparaykatie
Aug 7, 2026
GREAT WAY TO SEE THE CITY AND LIGHTHOUSE - A great way to see the City and the lighthouse. Local knowledge is so valuable in a new area and saves driving, not knowing details, etc.
Review provided by Tripadvisor
Mikebb6330eg
Aug 6, 2026
Great time, great guides! - Great trolley tour for Portland first timers. Made terrific by our tour guide Bruce who was incredibly knowledgeable, witty and personable. Driver Tim also was a great partner to Bruce and also a source of knowledge. Two hours went by quickly!
Review provided by Tripadvisor
367gayl
Aug 6, 2026
Good value, nice trip - Very informative. Cool sights.
Review provided by Tripadvisor
Mattcz1156wp
Aug 6, 2026
Well worth it - What a lovely experience. All the staff were friendly and our driver/guide was very knowledgeable.
Review provided by Tripadvisor
Rbandsue
Aug 6, 2026
Good your, fast talking guide - The tour was good but the guide talked so fast I found myself not listening and my mind wondering. I think she was good but not sure.
Review provided by Tripadvisor
Carolyn_s
Aug 8, 2026
The tour started out... - The tour started out fine, then it was cut short for all of us because people from a cruise ship had to get back earlier than expected. Not our problem at all. We were rushed at the lighthouse and weren't even able to really look around or purchase souvenirs. I am very disappointed in this experience!
Review provided by Viator
