Historical & Heritage Tours in Portland
Top 10 Best Portland Historical & Heritage Tours
Found 39 Historical & Heritage Tours activities in Portland. Sort by Popularity.Discover Portland City and Lighthouse Tour
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

Discover Portland City and Lighthouse Tour
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Portland
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Superb572 reviews4.7
The most comprehensive tour of Portland! Hop on board a trolley and relax as we show you around. The....

Harbor Lights and Sights Cruise
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Portland
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Superb501 reviews4.8
Explore the bustling inner harbor, Diamond Pass, and the main shipping channel to get close up views....
Portland Explorer: Cultural/Historical & 3 Lighthouses Tour
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

Portland Explorer: Cultural/Historical & 3 Lighthouses Tour
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Portland
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Superb822 reviews4.9
Skip the city and head straight to the coast on this dedicated lighthouse tour of Maine’s best lig....
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
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

The Real Portland Tour: City and 3 Lighthouses Historical Tour wi....
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Portland
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Superb1,282 reviews5
Welcome to my hometown! Hop aboard for an authentic 1 hour and 45 minute historical sightseeing tour....
Afternoon Windjammer Cruise Along the Coast of Portland Maine
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

Afternoon Windjammer Cruise Along the Coast of Portland Maine
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Portland
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Superb97 reviews4.6
Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine — the perfect way to e....
Sunset Lighthouse Cruise Tour from Casco Bay
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

Sunset Lighthouse Cruise Tour from Casco Bay
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Portland
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Superb45 reviews5
This 105 minute cruise offers guests a chance to relax and unwind as we make our way around the inne....
Portland Lobster Roll Walking Food Tour – Waterfront Stories
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

Portland Lobster Roll Walking Food Tour – Waterfront�....
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Portland
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Superb3 reviews5
Savor the Flavors of Portland's Legendary Lobster Rolls on This Immersive Tour - VIP Skip the Lines ....
Vintage Fire Truck Sightseeing Tour of Portland Maine
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

Vintage Fire Truck Sightseeing Tour of Portland Maine
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Portland
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Superb745 reviews4.8
This 50-minute sightseeing tour is a fun and unique way to discover Portland, Maine. Board a Vintage....
Seven Portland Lighthouses Tour
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

Seven Portland Lighthouses Tour
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Portland
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Exellent9 reviews4.2
As we cruise the waters around Portland Harbor we will make stops at Portland Breakwater Light, Spri....
Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour
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

Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour
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Portland
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Superb50 reviews4.8
Board the Elizabeth Grace for this exclusive one-of-a-kind experience. Whether you are a local or vi....
Portland Walking Food Tour – Warm Donuts, History & Hidden Gems
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

Portland Walking Food Tour – Warm Donuts, History�....
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Portland
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Superb136 reviews4.8
Portland, Maine is known for its culinary scene, including amazing donuts. With this tour, you'll ge....
Port City Lights Cruise
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

Port City Lights Cruise
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Portland
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Superb211 reviews4.8
A fully narrated 60-minute scenic cruise through busy Casco Bay and its innermost islands to see lig....
Portland Maine City and Lighthouse EBike Tour
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

Portland Maine City and Lighthouse EBike Tour
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Portland
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Superb4 reviews5
Embark on a journey that blends the thrill of exploration with the ease of modern technology on our ....
A Walk Through Time Tour in Portland
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

A Walk Through Time Tour in Portland
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Portland
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Superb454 reviews4.8
Curious about Portland's history with railroads, fires, wars, famous poets and Hollywood producers? ....
Portland, Maine: Hidden Histories Guided Walking Tour
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

Portland, Maine: Hidden Histories Guided Walking Tour
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Portland
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Superb422 reviews5
Meet Portland and the people—of all backgrounds and identities—whose wit and grit have made Main....
Scenic Lighthouse Boat Cruise from Portland's Old Port
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

Scenic Lighthouse Boat Cruise from Portland's Old Port
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Portland
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Superb53 reviews4.7
Have you seen these iconic beacons from the water? Now is your chance! Board the Elizabeth Grace to ....
6 Hours Private Lighthouses and Kennebunkport Tour in Portland
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
Private Tour

6 Hours Private Lighthouses and Kennebunkport Tour in Portland
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Portland
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Superb12 reviews4.8
All of our tours are done in a comfortable vehicle with a local driver guide and can be done at your....
Private Tour
Sunset Sea Kayak Tour of Casco Bay
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
Private Tour

Sunset Sea Kayak Tour of Casco Bay
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Portland
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Superb95 reviews4.9
The hours just before sunset offer the best time for paddling on the waters of Casco Bay. The sky te....
Private Tour
New Hampshire White Mountains Exclusive Private Tour
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
Private Tour

New Hampshire White Mountains Exclusive Private Tour
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Portland
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Superb4 reviews5
Join us for a private exclusive tour from Portland, Maine, to the breathtaking White Mountains of Ne....
Private Tour
Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine
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
Private Tour

Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine
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Portland
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Superb131 reviews4.7
Learn about Maine's most famous crustacean and the men and women who make their living from trap to ....
Private Tour