Why choose this Portland tour ?

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.



Make the most of your Portland adventure

What makes The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local a unique experience ?

We start at historic Commercial Street, the heart of Portland’s working waterfront. See original cobblestone and brick that was laid in the 1850s.

See one of the most beautiful granite buildings in all of Portland.

We’ll drive through Fort Allen Park and get a majestic view of Casco Bay and its Calendar Islands. Also get up close views of memorials from the Civil War, Spanish American War, and WWII located in the park.

You’ll see the Victorian era homes once owned by sea captains and merchants that line the Eastern Promenade, as well as Eastern Promenade Park which offers endless views of Casco Bay, islands, and forts.

We’ll get a great view of the only remaining maritime signal tower in the U.S.

Hear about the legends and lore regarding the oldest cemetery in Portland, first established in 1668.

One of the busiest streets in all of Maine, we’ll see Portland’s eclectic downtown, Monument Square, and arts district.

The neo-Gothic architecture of this cathedral built in 1869 dominates the skyline of Portland.

This church is the oldest in Portland, and you’ll learn about its rich history.

See the home where Henry Wadsworth-Longfellow grew up and wrote his early poetry.

We’ll tour the center of downtown Portland, and its highly acclaimed Arts District.

See one of the finest art museums in New England, and learn about its exhibits.

See the statue of Henry Wadsworth Longfellow, born in Portland in 1807.

Get an up close view of the Victoria Mansion, the finest example in the country of a 19th century Italianate brownstone.

We enter one of the most beautiful parks in the state, Fort Williams Park, and drive to Portland Head Light (located in the park) where you will be let off to explore.

Tour Description & Additional Info:

  • 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.


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  • The Real Portland Tour
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The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local Inclusions:

Included with Your Ticket

  • Knowledgeable, entertaining guide with 20 years experience giving tours of his hometown of Portland.

Trending Portland Nearby Tours Likely To Sell Out

Special Instructions:

    Customers will receive a full refund with 24 hours notice of cancellation. No refunds are allowed if customers cancel within 24 hours of the tour time. No changes/reschedules are allowed within 24 hours of the tour time. Contact us by phone or email to cancel or inquire about a cancellation. No-shows, or those who are late and miss the tour, will not be rescheduled or refunded and will be charged the full price. If your cruise ship or flight is delayed or cancelled, and you do not provide the required 24 hours notice, you will not be refunded or rescheduled.

    Unfortunately no pets/animals of any kind can be accommodated on board. No food or alcohol is allowed on board.

    Please double check the month, day, and time of your booking to make sure it is accurate.

    Fold-up walkers/wheelchairs do not fit in my van. Please let me know ahead of time if you have a walker or wheelchair. Luggage cannot be stored anywhere. Please do not arrive with luggage, as there is no place to store it. Small handbags/backpacks are fine. Most tours sell out, so you’ll be riding with a total of 13 people.

    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.

    The tour starts next to the US Customs House, which is located across the street from the Casco Variety store, 96 Commercial Street, Portland, ME 04101.

    Parking can be challenging, so give yourself plenty of time. The closest parking garage is the Custom House Parking Garage located at 25 Pearl St, Portland, ME 04101 (this parking garage is closed on Sundays). On Sundays, the nearest parking garage is the Fore Street Parking Garage located at 427 Fore St, Portland, ME 04101.

    Some GPS users have been confusing 96 Commercial Street in South Portland as my address. South Portland is a different town. Make sure you are selecting 96 Commercial Street in PORTLAND, ME.

    Please be advised..

  • This Tour is Provided by The Real Portland Tour.
  • Tour Timezone & Starts at America/New_York.
  • Mobile or paper ticket accepted.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • This Tour is Rated 5 Stars based on 1219 valid reviews on VIATOR.
  • Minimum 1 Travelers is required to book.
  • Maximum 13 Travelers is accepted for booking.