Portland History Tour: Explore Old Port and Downtown

Discover the rich history of Portland through a 2-hour walking tour. Explore landmarks, learn about famous figures, and immerse yourself in the city’s fascinating past.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Lobsterman Park - Admire the statue and participate in a brief discussion about the significance of the lobster industry in Maine.
  • Old Port - Potential tour highlights include the lobster statue, the residence of Henry Wadsworth Longfellow and his church, the Eastern Cemetery, the U.S. Custom House, and more.
  • Market Street - The guide…
What's Included
  • Snacks included
  • Over two hours of tour duration
What's Not Included
  • Your tip to your guide is not included. The suggested gratuity is 20%.
Additional Information

Interested in exploring Portland’s rich history involving railroads, fires, wars, renowned poets, and Hollywood producers? Join the “Walk Through Time” tour! Starting on Commercial Street, this 2-hour journey takes you through the historic Old Port, downtown, and waterfront areas, highlighting Portland’s history since 1632.
Potential stops on the tour…

Location
Andy's Old Port Pub
Commercial Street
Your guide will meet you inside the hidden door at 94 Commercial Street, Andy's Old Port Pub.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(514 Ratings)
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Linda_r
Jul 2, 2026
We really enjoy a good... - We really enjoy a good walking tour when we are visiting a new place to learn about the history. Our guide, Tyler, was as good as it gets. He was so knowledgeable and personable. He kept us engaged and taught us so much about Portland.
Review provided by Viator
122brendas
Jun 29, 2026
Fun walking tour in Portland - Ty was an amazing tour guide! He gave us entertaining stories about Portland history and the various buildings. We wish him the best on his new adventures in Duluth.
Review provided by Tripadvisor
Susanhf9290ow
Jun 26, 2026
The tour was fantastic! Ross was the Best Guide Ever! - The tour was fantastic! Ross was the Best Guide Ever! He's fun, passionate about history and gave us great understanding of the history, culture, quirkiness, art, ghosts, food and sights that are Portland. He took us on a few "behind the scenes" access to historical buildings with interesting history, and pointed out the best views, restaurants and other sights to see based on our interests. He even sang a fun little song for us! (and did a great job) I can't recommend the tour- or Ross, highly enough. We left loving Portland and look forward to going back.
Review provided by Tripadvisor
Karen_s
Jun 21, 2026
So much history! - Great walking tour! We learned so much from Ty and Portland’s history was riveting. Highly recommend!
Review provided by Viator
Presto67
Jun 18, 2026
Great Time!!! - Did the walking tour with John today. Very informative. Walked all around the old port area and harbor. Went into the custom house. This is a cool way to see the city and come away with a lot of info.
Review provided by Tripadvisor
Elizabeth_b
Jun 10, 2026
Walk through Old... - Walk through Old Portland. Focus was on the history of the town and the architecture. Great guide. Our sneak peak into the Customs Building was a perfect ending.
Review provided by Viator
Mgold9
May 24, 2026
Great historical tour of Portland - Excellent historical tour of Portland! Tyler did a great job and even gave us chocolate chip cookies from a local bakery at the end of the tour. The tour was well paced and very informative. Tyler also showed us books on the history of Portland if we wanted to read more on the topic. Highly recommend this tour! Thanks Tyler!
Review provided by Tripadvisor
Colleen_c
May 24, 2026
Excellent Portland, ME Tour - Tour Guide was outstanding. Started on time, excellent historical knowledge, and spoke up so everyone could hear. Great!
Review provided by Viator
Chrise24567
May 11, 2026
Historical, informative, great all around. - It was a great very informative tour. It was just me, my wife , and our guide Tyler who did a great job and knew a lot about Portland. As someone who loves history, I feel like I learned a lot! There some really interesting Revolutionary War trivia to learn as well. Highly recommended.
Review provided by Tripadvisor
Meander371615
Apr 27, 2026
Totally recommend. It was an easy 2-hr walk through historic sites in Portland. And for a bonus we got to see a seal. - Our guide was right on time and we finished on time. He was very respectful of people in the group schedules. He was very-very knowledgeable. I especially enjoyed the parts that explained the evolution of the different architecture styles. And the connection of some of the buildings use for the Underground Railroad.
Review provided by Tripadvisor
From $49
up to 9 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).