Skip to main content

Top Portland activities

Top Portland landmarks

Beyond Portland

Portland trip ideas

Top Portland Architecture Tours

Architecture Tours

8 results

Best Seller

Uncover the Old Port's deeper past—where sailors, merchants, immigrants, and reformers all left their mark.

Discover the vibrant history of Portland’s Old Port on this engaging walking tour. Wander through cobblestone alleys and merchant blocks rich with stories of sailors, reformers, and immigrants. Learn about the Portland Freedom Trail, which honors the city’s fight for freedom and civil rights. The tour showcases the Old Port’s architectural charm and its transformation from a bustling shipping hub to a cultural center. Experience the tales of resilience embedded in its streets, from the Great Fire of 1866 to the revitalization efforts of the 1970s. Join fellow history enthusiasts for a memorable journey through Portland’s past and present. — Explore the historic Old Port district, a cultural and commercial hub — Walk along the Portland Freedom Trail, learning about civil rights — Discover stories of resilience, fire, and maritime life — Ideal for history lovers and those curious about Portland's heritage

Self-Guided Audio Tour of Portland’s Historic Old Port District

2 hours to 2 hours 30 minutesFree Cancellation

from USD 10

Likely to Sell Out

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

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

1 hour 45 minutesFree Cancellation

from USD 69

Portland, Maine: Hidden Histories Guided Walking Tour

With this small-group walking tour, you'll go beyond lobsters and lighthouses and get a look at the true Portland, Maine—across 400 years of history. Meander downtown and the Old Port, visiting hidden landmarks and learning about Wabanaki leaders and other people and events left out of the history books. Discover centuries of destruction, revival, underrepresented perspectives, and other elements that mainstream tours gloss over.

Portland, Maine: Hidden Histories Guided Walking Tour

2 hoursFree Cancellation

from USD 54

Likely to Sell Out

Vintage Fire Truck Sightseeing Tour of Portland Maine

Visit Portland’s scenic coast, historic sites and most vibrant neighborhoods with a sightseeing and shopping tour on a classic fire engine. Get great views of picture-perfect lighthouses and architecture from high up on the engine, and listen to live narration as you tour the city. Learn about Portland’s maritime past as you explore cobblestone streets with enjoy plenty of time to browse souvenir shops and sample the area’s most distinctive foods. Finish your tour in the heart of downtown, near historic wharves, restaurants and boutiques.

Vintage Fire Truck Sightseeing Tour of Portland Maine

50 minutesFree Cancellation

from USD 45

Likely to Sell Out

Old Port Culinary Walking Tour from Portland

Food lovers can explore Portland's historic Old Port independently, but to uncover the best places serving traditional local fare, you really need a guide to lead the way. Taste the best that Portland has to offer on this guided foodie walking tour, complete with stops at up to seven different eateries—and enough tastings to replace a meal. Along the way, your guide offers some stories about Portland's food scene, so you can get familiar with the local culinary stalwarts.

Old Port Culinary Walking Tour from Portland

2 to 3 hoursFree Cancellation

from USD 160

A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

2 hoursFree Cancellation

from USD 49

Private Portland to Cape Ann, MA Castles & Coast

Go beyond the sights of Portland, Maine and take a day trip to Salem, Massachusetts. The town of Salem is known for its famous witch trials that took place in 1692. Learn about the history of Salem on a guided tour through the town and see several landmarks including the Salem Witch Museum, the memorial, and Phillips House. On your way to Salem, stop in Kennebunkport to explore the historic village.

Private Portland to Cape Ann, MA Castles & Coast

8 to 10 hoursFree Cancellation

from USD 350

Peek at Portland Sightseeing Trolley Tour

Skip the hassles of walking or driving—instead, explore Portland via the city’s only open-air trolley. With this tour, you’ll get a 60-minute, fully narrated journey, uncovering the city's iconic landmarks and diverse neighborhoods. Witnessing the Portland Observatory, the Wadsworth-Longfellow House, and so much more, you’ll get plenty of ideas for the rest of your time in this historic city.

Peek at Portland Sightseeing Trolley Tour

1 hourFree Cancellation

from USD 43

en

5ce066ae-ca09-461c-83fc-39e9a1b9b19b

things_to_do_category

Banner for Geo Experiences

Not seeing something you are looking for?

More Tours in Portland

Attractions in Portland, USA

Things to do near Portland

Popular on Viator

Day Trips from Portland

Portland Best Experiences

Shore Excursions Sunset Cruises Water Tours How to Get Around Food Tours Port Transfers Self-guided Tours Tours, Sightseeing & Cruises Travel & Transportation Services Walking Tours Markets Wine Tastings