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Top 10 Best Portland Historical & Heritage Tours

Found 39 Historical & Heritage Tours activities in Portland. Sort by Popularity.
 

Discover Portland City and Lighthouse Tour

(4.7 of 572 reviews)

The most comprehensive tour of Portland! Hop on board a trolley and relax as we show you around. The tour covers all of our most famous sights on the Portland peninsula. Towards the end of the tour, we make a 20-30 minute stop out... More

Free Cancellation
Start From $54.00
 
Discover Portland City and Lighthouse Tour Likely to Sell Out

Discover Portland City and Lighthouse Tour

  • Portland
  • Superb572 reviews4.7

The most comprehensive tour of Portland! Hop on board a trolley and relax as we show you around. The....

    Free Cancellation
    Start From $54.00
 
 

Harbor Lights and Sights Cruise

(4.8 of 501 reviews)

Explore the bustling inner harbor, Diamond Pass, and the main shipping channel to get close up views of civil war era forts and as many as 4 lighthouses that guide mariners into Portland Harbor.... More

Free Cancellation
Start From $54.00
 
Harbor Lights and Sights Cruise Likely to Sell Out

Harbor Lights and Sights Cruise

  • Portland
  • Superb501 reviews4.8

Explore the bustling inner harbor, Diamond Pass, and the main shipping channel to get close up views....

    Free Cancellation
    Start From $54.00
 
 

Portland Explorer: Cultural/Historical & 3 Lighthouses Tour

(4.9 of 822 reviews)

Skip the city and head straight to the coast on this dedicated lighthouse tour of Maine’s best lighthouses. Explore three iconic beacons that have guided sailors for centuries, each offering a chance to delve into their rich his... More

Free Cancellation
Start From $79.00
 
Portland Explorer: Cultural/Historical & 3 Lighthouses Tour Likely to Sell Out

Portland Explorer: Cultural/Historical & 3 Lighthouses Tour

  • Portland
  • Superb822 reviews4.9

Skip the city and head straight to the coast on this dedicated lighthouse tour of Maine’s best lig....

    Free Cancellation
    Start From $79.00
 
 

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

(5 of 1,282 reviews)

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 ... More

Free Cancellation
Start From $69.00
 
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local Likely to Sell Out

The Real Portland Tour: City and 3 Lighthouses Historical Tour wi....

  • Portland
  • Superb1,282 reviews5

Welcome to my hometown! Hop aboard for an authentic 1 hour and 45 minute historical sightseeing tour....

    Free Cancellation
    Start From $69.00
 
 

Afternoon Windjammer Cruise Along the Coast of Portland Maine

(4.6 of 97 reviews)

Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine — the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. Pack a meal, bring your favorite win... More

Free Cancellation
Start From $67.00
 
Afternoon Windjammer Cruise Along the Coast of Portland Maine Likely to Sell Out

Afternoon Windjammer Cruise Along the Coast of Portland Maine

  • Portland
  • Superb97 reviews4.6

Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine — the perfect way to e....

    Free Cancellation
    Start From $67.00
 
 

Sunset Lighthouse Cruise Tour from Casco Bay

(5 of 45 reviews)

This 105 minute cruise offers guests a chance to relax and unwind as we make our way around the inner islands and lighthouses of the bay at dusk. Enjoy evening breezes and city lights on this fully narrated tour of Casco Bay. A gr... More

Free Cancellation
Start From $56.00
 
Sunset Lighthouse Cruise Tour from Casco Bay Likely to Sell Out

Sunset Lighthouse Cruise Tour from Casco Bay

  • Portland
  • Superb45 reviews5

This 105 minute cruise offers guests a chance to relax and unwind as we make our way around the inne....

    Free Cancellation
    Start From $56.00
 
 

Portland Lobster Roll Walking Food Tour – Waterfront Stories

(5 of 3 reviews)

Savor the Flavors of Portland's Legendary Lobster Rolls on This Immersive Tour - VIP Skip the Lines experience - View and learn of working lobster boats and wharves to see how the freshest lobster is caught - Sample the most mouth... More

Free Cancellation
Start From $159.00
 
Portland Lobster Roll Walking Food Tour – Waterfront Stories Likely to Sell Out

Portland Lobster Roll Walking Food Tour – Waterfront�....

  • Portland
  • Superb3 reviews5

Savor the Flavors of Portland's Legendary Lobster Rolls on This Immersive Tour - VIP Skip the Lines ....

    Free Cancellation
    Start From $159.00
 
 

Vintage Fire Truck Sightseeing Tour of Portland Maine

(4.8 of 745 reviews)

This 50-minute sightseeing tour is a fun and unique way to discover Portland, Maine. Board a Vintage Fire Engine and travel back in time as your knowledgeable guide helps relive Portland’s colorful history from a local’s persp... More

Free Cancellation
Start From $39.00
 
Vintage Fire Truck Sightseeing Tour of Portland Maine Likely to Sell Out

Vintage Fire Truck Sightseeing Tour of Portland Maine

  • Portland
  • Superb745 reviews4.8

This 50-minute sightseeing tour is a fun and unique way to discover Portland, Maine. Board a Vintage....

    Free Cancellation
    Start From $39.00
 
 

Seven Portland Lighthouses Tour

(4.2 of 9 reviews)

As we cruise the waters around Portland Harbor we will make stops at Portland Breakwater Light, Spring Point Light and Ram Island Ledge Light before stopping at Maine’s oldest and most iconic lighthouse, Portland Headlight. This... More

Free Cancellation
Start From $99.00
 
Seven Portland Lighthouses Tour Likely to Sell Out

Seven Portland Lighthouses Tour

  • Portland
  • Exellent9 reviews4.2

As we cruise the waters around Portland Harbor we will make stops at Portland Breakwater Light, Spri....

    Free Cancellation
    Start From $99.00
 
 

Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour

(4.8 of 50 reviews)

Board the Elizabeth Grace for this exclusive one-of-a-kind experience. Whether you are a local or visiting from away, the stone fortresses built in the early 19th century in Portland Harbor are always captivating. They are imposin... More

Free Cancellation
Start From $138.00
 
Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour Likely to Sell Out

Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour

  • Portland
  • Superb50 reviews4.8

Board the Elizabeth Grace for this exclusive one-of-a-kind experience. Whether you are a local or vi....

    Free Cancellation
    Start From $138.00
 
 

Portland Walking Food Tour – Warm Donuts, History & Hidden Gems

(4.8 of 136 reviews)

Portland, Maine is known for its culinary scene, including amazing donuts. With this tour, you'll get to sample from the city's best donut shops, while also learning of Maine's connection to the invention of the donut and the city... More

Free Cancellation
Start From $65.00
 
Portland Walking Food Tour – Warm Donuts, History & Hidden Gems Likely to Sell Out

Portland Walking Food Tour – Warm Donuts, History�....

  • Portland
  • Superb136 reviews4.8

Portland, Maine is known for its culinary scene, including amazing donuts. With this tour, you'll ge....

    Free Cancellation
    Start From $65.00
 
 

Port City Lights Cruise

(4.8 of 211 reviews)

A fully narrated 60-minute scenic cruise through busy Casco Bay and its innermost islands to see lighthouses, forts, lobster boats, seals, and seabirds. As many as four lighthouses can be seen including a close up view of Portland... More

Free Cancellation
Start From $39.00
 
Port City Lights Cruise Likely to Sell Out

Port City Lights Cruise

  • Portland
  • Superb211 reviews4.8

A fully narrated 60-minute scenic cruise through busy Casco Bay and its innermost islands to see lig....

    Free Cancellation
    Start From $39.00
 
 

Portland Maine City and Lighthouse EBike Tour

(5 of 4 reviews)

Embark on a journey that blends the thrill of exploration with the ease of modern technology on our City and Lighthouse E-Bike Tour in Portland, Maine! Experience the best of both worlds as you effortlessly pedal through the city'... More

Free Cancellation
Start From $245.00
 
Portland Maine City and Lighthouse EBike Tour Likely to Sell Out

Portland Maine City and Lighthouse EBike Tour

  • Portland
  • Superb4 reviews5

Embark on a journey that blends the thrill of exploration with the ease of modern technology on our ....

    Free Cancellation
    Start From $245.00
 
 

A Walk Through Time Tour in Portland

(4.8 of 454 reviews)

Curious about Portland's history with railroads, fires, wars, famous poets and Hollywood producers? Join us for a Walk Through Time! This tour begins on Commercial Street and continues for 2 hours through the historic Old Port, do... More

Free Cancellation
Start From $48.99
 
A Walk Through Time Tour in Portland Likely to Sell Out

A Walk Through Time Tour in Portland

  • Portland
  • Superb454 reviews4.8

Curious about Portland's history with railroads, fires, wars, famous poets and Hollywood producers? ....

    Free Cancellation
    Start From $48.99
 
 

Portland, Maine: Hidden Histories Guided Walking Tour

(5 of 422 reviews)

Meet Portland and the people—of all backgrounds and identities—whose wit and grit have made Maine's largest city what it is today. Your locally-raised guide will captivate you with extraordinary, exciting, and surprising stori... More

Free Cancellation
Start From $49.00
 
Portland, Maine: Hidden Histories Guided Walking Tour Likely to Sell Out

Portland, Maine: Hidden Histories Guided Walking Tour

  • Portland
  • Superb422 reviews5

Meet Portland and the people—of all backgrounds and identities—whose wit and grit have made Main....

    Free Cancellation
    Start From $49.00
 
 

Scenic Lighthouse Boat Cruise from Portland's Old Port

(4.7 of 53 reviews)

Have you seen these iconic beacons from the water? Now is your chance! Board the Elizabeth Grace to cruise around Portland Harbor on this one of a kind sightseeing cruise. It is the perfect way to see the lighthouses, historic sto... More

Free Cancellation
Start From $88.00
 
Scenic Lighthouse Boat Cruise from Portland's Old Port Likely to Sell Out

Scenic Lighthouse Boat Cruise from Portland's Old Port

  • Portland
  • Superb53 reviews4.7

Have you seen these iconic beacons from the water? Now is your chance! Board the Elizabeth Grace to ....

    Free Cancellation
    Start From $88.00
 
 

6 Hours Private Lighthouses and Kennebunkport Tour in Portland

(4.8 of 12 reviews)

All of our tours are done in a comfortable vehicle with a local driver guide and can be done at your pace. Tours can always be customized to your interests. This particular tour will show you all the main sites of Portland proper ... More

Free Cancellation
Private Tour
Start From $715.00
 
6 Hours Private Lighthouses and Kennebunkport Tour in Portland Likely to Sell Out

6 Hours Private Lighthouses and Kennebunkport Tour in Portland

  • Portland
  • Superb12 reviews4.8

All of our tours are done in a comfortable vehicle with a local driver guide and can be done at your....

    Free Cancellation
    Private Tour
    Start From $715.00
 
 

Sunset Sea Kayak Tour of Casco Bay

(4.9 of 95 reviews)

The hours just before sunset offer the best time for paddling on the waters of Casco Bay. The sky tends to explode with color and the seas often become glassy and calm. This trip involves a leisurely paddle just far enough along t... More

Free Cancellation
Private Tour
Start From $48.00
 
Sunset Sea Kayak Tour of Casco Bay Likely to Sell Out

Sunset Sea Kayak Tour of Casco Bay

  • Portland
  • Superb95 reviews4.9

The hours just before sunset offer the best time for paddling on the waters of Casco Bay. The sky te....

    Free Cancellation
    Private Tour
    Start From $48.00
 
 

New Hampshire White Mountains Exclusive Private Tour

(5 of 4 reviews)

Join us for a private exclusive tour from Portland, Maine, to the breathtaking White Mountains of New Hampshire. Experience the region’s stunning waterfalls and historic towns with charming covered bridges, immersing yourself in... More

Free Cancellation
Private Tour
Start From $375.00
 
New Hampshire White Mountains Exclusive Private Tour Likely to Sell Out

New Hampshire White Mountains Exclusive Private Tour

  • Portland
  • Superb4 reviews5

Join us for a private exclusive tour from Portland, Maine, to the breathtaking White Mountains of Ne....

    Free Cancellation
    Private Tour
    Start From $375.00
 
 

Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine

(4.7 of 131 reviews)

Learn about Maine's most famous crustacean and the men and women who make their living from trap to table. Stroll along Portland's vital working waterfront , view lobster boats often unloading their catch and visit Old Port and wa... More

Free Cancellation
Private Tour
Start From $159.99
 
Old Port Likely to Sell Out

Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine

  • Portland
  • Superb131 reviews4.7

Learn about Maine's most famous crustacean and the men and women who make their living from trap to ....

    Free Cancellation
    Private Tour
    Start From $159.99
 
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