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 - View the statue and engage in a brief discussion of the importance of the lobster industry in Maine.
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 learning about Portland’s historical relationship with railways, conflagrations, conflicts, renowned poets, and esteemed movie producers? Come along for a Historical Stroll! Our journey commences at Commercial Street and spans 2 hours, traversing the iconic Old Port, downtown, and waterfront locales while unfolding Portland’s fascinating…

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
4.8
(494 Ratings)
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Peter_l
Nov 12, 2025
Tyler- exceptional guide! Amazing tour! - This was an amazing experience our guide Tyler was so well read and obviously has a deep passion for history. He was a story teller who studies his craft through podcasts and avid reading so he can share unique historical facts about Portland. He has an amazing ability to draw you in to his narrative so you feel like you have been taken back in time! I would highly recommend this tour!
Review provided by Viator
Anne074024
Nov 3, 2025
Excellent tour - Tyler was an incredibly knowledgeable and personable guide! We will definitely recommend this tour to friends -- great for anyone interested in history and/or architecture and who would enjoy walking the streets of Portland!
Review provided by Tripadvisor
Scootertherapy1
Oct 29, 2025
Absolutely Wonderful - Absolutely do not miss this tour! A wonderful walk around Portland with lots of history included! So much to see! The buildings will leave you speechless!
Review provided by Tripadvisor
Leigh_k
Oct 24, 2025
Fun morning - Ross was an awesome guide!!! Very knowledgeable and fun, he made sure to answer all of my son’s questions
Review provided by Viator
Navigator22553443773
Oct 15, 2025
Excellent Overview of Portland's Layered History - My wife and I took the Walk Through Time tour with Tyler and really enjoyed it. Tyler was knowledgeable and enthusiastic about Portland’s history. He shared interesting stories about the city’s maritime past and pointed out architectural details we wouldn’t have noticed on our own. Tyler was engaging and answered all our questions. He made the tour informative without being dry. We’d definitely recommend this tour if you want to learn more about Portland’s history. Thanks, Tyler!
Review provided by Tripadvisor
Amber_t
Oct 14, 2025
Great tour - We had an amazing walking tour. Just enough information to digest. 100% recommend. The light rain made it even better.
Review provided by Viator
Matt_o
Oct 13, 2025
Yes, Do It!! - Great way to see the city, learn the Historical relevance, and get your bearings! Would highly reccomend. Ross was great, a wealth of information and very entertaining!
Review provided by Viator
Laurel
Oct 12, 2025
Outstanding guided tour. Fascinating stories and history about the city that made it come alive for us. Guide was great! - We loved the tour, so full of fascinating information that brought the city alive for us. Great stories about the people and the places
Review provided by Tripadvisor
Elizabeth_c
Oct 7, 2025
Best tour in the state - Ross is truly the best tour guide in Portland. A great blend of history, some architecture and fantastic sights. He knows his stuff! Don't hesitate, book it!
Review provided by Viator
D20439
Oct 5, 2025
One of the best historical walking tour! - Anne, the tour guide, was excellent! She used to be a teacher and was so thorough in explaining all the cool stories about Portland. It was a nice easy walk thru town and Anne pointed out all the great architecture as well. The waterfront area is very picturesque and there are lots of shops nearby. We were on a cruise ship and the start and end point for the tour was only a 5 minute walk away from the pier. Very convenient! And at the end of the tour we got a delicious chocolate chip cookie! I’d highly recommend this tour!
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).