Available languages
1 hour 45 minutes
Mobile ticket
Welcome to my hometown! Hop aboard for an authentic 1 hour and 45 minute historical sightseeing tour of Portland, Maine and 3 lighthouses with an experienced guide who is a real local, born and raised in Portland, Maine.
Get an insider’s look at the current happenings and rich history of my hometown. We’ll go where other tours go, and then I'll take you places other tours don't - you'll see hidden gems and learn little known facts about Portland and the great state of Maine that only a real local knows!
As a college librarian I'm always researching the hidden history of Portland, while at the same time keeping on top of what's new in town and visiting as many local establishments that I can. I take pride in representing this city, and providing an informative and entertaining tour, delivered with a true Mainer's sense of humor.
This is The Real Portland Tour!
Check my website for a complete listing of tour days, times, and availability.
Public transportation options are available nearby
Suitable for all physical fitness levels
The tour is in Portland, MAINE. Unfortunately no pets/animals of any kind can be accommodated on board.
The tour does not pickup/drop off at hotels, and it does not pickup/drop off at the cruise ship terminal. Everyone has to be at the tour starting point ready to board at least 10-15 minutes prior to the scheduled tour time.
Wheelchairs, walkers, and luggage do not fit in the van.
This is not a private tour. The tour vehicle is a 13 passenger, high roof Ford Transit van. The tour often sells out, so you will be riding with a total of 13 people in the van.
Please double check the month, day, and time of your booking to make sure it is accurate, as some folks make mistakes when booking online and choose the wrong date.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Knowledgeable, entertaining guide with 20 years experience giving tours of his hometown of Portland.
Air-conditioned vehicle
Commercial Street
We start at historic Commercial Street, the heart of Portland's working waterfront. See original cobblestone and brick that was laid in the 1850s.
United States Custom House
See one of the most beautiful granite buildings in all of Portland.
1,449 reviews
Total reviews and rating from Viator & Tripadvisor
Marge F,
Nov 6, 2025
- Review from Viator
My daughter and I loved the tour, Derek showed us lighthouses, old Portland and other historical sites. He had a lot of information regarding Maine and Portland to pass on to us. He also can rap and has a great sense of humor!
Rita C,
Nov 6, 2025
- Review from Viator
It's the best. Very informative, made it extremely enjoyable. Can certainly keep the crowd laughing. Was very attentive to needs
Ofer B,
Nov 6, 2025
- Review from Viator
We loved this tour! It was a nice introduction to Portland and we saw lighthouses we wouldn’t have otherwise seen. The van was comfortable and Derek was fabulous!
stu29672,
Nov 3, 2025
- Review from Tripadvisor
Derek did a great job showing us around town. He's from the area and knows the ins and outs of Portland area. Good jokes, bad jokes make for a more entertaining ride. Everyone from ages 8-70 enjoyed themselves.



Karen S,
Nov 2, 2025
- Review from Viator
Derek was an awesome tour guide & driver! Great pre-tour communication. Extremely knowledgeable about Portland’s history & the sights we saw. Perfect balance of touring the town & lighthouses. It was an excellent way to spend our time in port while on a cruise. Excellent, professional tour at a great price!!! We Highly recommend this tour for all visitors! (This was our 2nd time visiting Portland, but our first time on Derek’s tour)
Greg L,
Nov 2, 2025
- Review from Viator
Derek the most entertaining and informative guide that we have ever had with our many Viator tours. The correct amount of prople (13)
Harry E,
Oct 30, 2025
- Review from Viator
Derek is very knowledgeable and a wonderful tour guide. Great tour and lots of fun. Great experience.
Vickie P,
Oct 30, 2025
- Review from Viator
Excellent tour! Derek was so knowledgeable and made the tour really fun for everyone. Book your tour!
Jayne V,
Oct 29, 2025
- Review from Viator
We really enjoyed this tour. Probably one of the best we've experienced. The tour guide was a wealth of knowledge, funny, and so personable. A must do in Portland.
ginakG1796QX,
Oct 25, 2025
- Review from Tripadvisor
Very informative and enjoyable! Information you could not get on a normal tour. He brought Portland to life with his personal stories.
Operated by The Real Portland Tour