Old Port Historic Walking Tour

Sat Oct 12 2024

11:00 AM - 1:30 PM (Doors 11:00 AM)

Monument Square

1 Monument Square Portland, ME 04041

Monument Square

1 Monument Square Portland, ME 04041

$45

All Ages

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CLICK "INFO" (TOP RIGHT OF PAGE) TO VIEW YOUR FUN IITINERARY. OVER 50 HISTORIC STOPS!

Private tours with special group rates are available year-round at OldPortHistoricTours.com. Visit for more information!

Explore the Old Port and downtown Portland's rich history and places of interest from 1632 in this 2 1/2 hour, 2 mile, exciting walking tour and historical adventure for all members of the family with over 50 historic stops including historical landmarks, architecture, and monuments. We will also discuss famous/legendary people of the area, prohibition and how it all started in the Old Port, some of the hottest restaurants and craft beer bars, the best places for craft beer tastings, waterfront history, the Old Port's biggest fires, Underground Railroad, shopping, real estate history, night life, and much more! 

Old Port Historic Tours Loves Happy Faces! Your Tour Guide, Leigh Rush Olson, is pictured in the center. Feel free to call or email Leigh for questions!

Popular Saturday tour tickets, as well as select Sundays, holidays and cruise ship dates, are available from 11AM-1:30PM year-round (weather pending January through March). Advanced tickets required. $45 per person. Kids 6 and under are no charge. Private tours, with special group rates, are also available year-round! Private tour tickets are not available via Ticketmaster or Ticketweb. Please call 646-845-9714 or email leigholson@oldporthistorictours.com to book.

Leigh Rush Olson, your Tour Guide and founder of Old Port Historic Tours, holds a BA in History from CUNY Brooklyn College and is a certified Portland History Docent with the Maine Historical Society in collaboration with Portland Landmarks. In volunteerism, Leigh is a Daughter of the American Revolution where she served two appointed terms as Maine State American History Chairwoman. Moreover, Leigh is a Portland native (born and raised), and is a resident of Kennebunk, Maine. You're in good hands!

Where to meet: Monument Square - located directly across the street from the Portland Public Library on Congress Street.

Please visit OldPortHistoricTours.com for all the information about your itinerary, restrooms, parking, etc. 

Leigh Rush Olson - Founder of Old Port Historic Tours -  Sits on the dock of the bay in Portland's Old Port. We will also make a stop at this popular Old Port location for a photo opportunity. You just might see the local fishermen pulling their traps! 

Old Port Historic Tours Presents
Old Port Historic Walking Tour

  • Event Cancelled.
  • Old Port Historic Walking Tour

    Old Port Historic Walking Tour

    Family Attractions

    Here are just some of the topics you will hear about and places you will visit outside on an Old Port Historic Walking Tour with Leigh...

    *Monument Square

    *Lobsterman's Park

    *Portland City Hall

    *Old Port real estate history

    *Numerous landmarks, monuments, and architecture on the National Registry of Historic Places

    *US Custom House

    *Boothby Square

    *Commercial Street Waterfront

    *Wharf Street

    *Fishing industry

    *Prohibition and how it all began in the Old Port

    *Tommy's Park and the history of its murals

    *Post Office Park

    *Henry Wadsworth Longfellow Home

    *Revolutionary Generation

    *Civil War history

    *Several Underground Railroad markers including Portland's first anti-slavery and pro slavery riots 

    *First Parish Church

    *Lincoln Park

    *Portland's tallest and oldest buildings

    *Exchange Street galleries and boutiques

    *Leigh's favorite places to point out for craft beer bars, breweries, and restaurants - including Leigh's favorite breakfast locations and where to get the best lobster rolls… BIG lobster rolls 🦞🦞🦞

    *History of Portland's fires including the biggest that shocked the nation

    *Famous/legendary people of the area

    *Night life - stand-up comedy, concerts, theatrical performances, etc

    *History of the Kotzschmar Organ- one of the grandest and most celebrated pipe organs in the world

    *Local Maine Artists

    *Old Port's finest Mansard roofs

    *The Old Port's most popular donut shops, bakeries, and Mained themed treats 

    *Best things to do in the Kennebunks if Portland isn't enough!

    AND Much, Much, More, but Leigh doesn't want to give it all away!

     

Old Port Historic Tours Presents

Old Port Historic Walking Tour

Sat Oct 12 2024 11:00 AM - 1:30 PM

(Doors 11:00 AM)

Monument Square Portland ME
Old Port Historic Walking Tour
  • Event Cancelled.

$45 All Ages

CLICK "INFO" (TOP RIGHT OF PAGE) TO VIEW YOUR FUN IITINERARY. OVER 50 HISTORIC STOPS!

Private tours with special group rates are available year-round at OldPortHistoricTours.com. Visit for more information!

Explore the Old Port and downtown Portland's rich history and places of interest from 1632 in this 2 1/2 hour, 2 mile, exciting walking tour and historical adventure for all members of the family with over 50 historic stops including historical landmarks, architecture, and monuments. We will also discuss famous/legendary people of the area, prohibition and how it all started in the Old Port, some of the hottest restaurants and craft beer bars, the best places for craft beer tastings, waterfront history, the Old Port's biggest fires, Underground Railroad, shopping, real estate history, night life, and much more! 

Old Port Historic Tours Loves Happy Faces! Your Tour Guide, Leigh Rush Olson, is pictured in the center. Feel free to call or email Leigh for questions!

Popular Saturday tour tickets, as well as select Sundays, holidays and cruise ship dates, are available from 11AM-1:30PM year-round (weather pending January through March). Advanced tickets required. $45 per person. Kids 6 and under are no charge. Private tours, with special group rates, are also available year-round! Private tour tickets are not available via Ticketmaster or Ticketweb. Please call 646-845-9714 or email leigholson@oldporthistorictours.com to book.

Leigh Rush Olson, your Tour Guide and founder of Old Port Historic Tours, holds a BA in History from CUNY Brooklyn College and is a certified Portland History Docent with the Maine Historical Society in collaboration with Portland Landmarks. In volunteerism, Leigh is a Daughter of the American Revolution where she served two appointed terms as Maine State American History Chairwoman. Moreover, Leigh is a Portland native (born and raised), and is a resident of Kennebunk, Maine. You're in good hands!

Where to meet: Monument Square - located directly across the street from the Portland Public Library on Congress Street.

Please visit OldPortHistoricTours.com for all the information about your itinerary, restrooms, parking, etc. 

Leigh Rush Olson - Founder of Old Port Historic Tours -  Sits on the dock of the bay in Portland's Old Port. We will also make a stop at this popular Old Port location for a photo opportunity. You just might see the local fishermen pulling their traps! 

Old Port Historic Walking Tour

Old Port Historic Walking Tour

Family Attractions

Here are just some of the topics you will hear about and places you will visit outside on an Old Port Historic Walking Tour with Leigh...

*Monument Square

*Lobsterman's Park

*Portland City Hall

*Old Port real estate history

*Numerous landmarks, monuments, and architecture on the National Registry of Historic Places

*US Custom House

*Boothby Square

*Commercial Street Waterfront

*Wharf Street

*Fishing industry

*Prohibition and how it all began in the Old Port

*Tommy's Park and the history of its murals

*Post Office Park

*Henry Wadsworth Longfellow Home

*Revolutionary Generation

*Civil War history

*Several Underground Railroad markers including Portland's first anti-slavery and pro slavery riots 

*First Parish Church

*Lincoln Park

*Portland's tallest and oldest buildings

*Exchange Street galleries and boutiques

*Leigh's favorite places to point out for craft beer bars, breweries, and restaurants - including Leigh's favorite breakfast locations and where to get the best lobster rolls… BIG lobster rolls 🦞🦞🦞

*History of Portland's fires including the biggest that shocked the nation

*Famous/legendary people of the area

*Night life - stand-up comedy, concerts, theatrical performances, etc

*History of the Kotzschmar Organ- one of the grandest and most celebrated pipe organs in the world

*Local Maine Artists

*Old Port's finest Mansard roofs

*The Old Port's most popular donut shops, bakeries, and Mained themed treats 

*Best things to do in the Kennebunks if Portland isn't enough!

AND Much, Much, More, but Leigh doesn't want to give it all away!