Top Maine Historical & Heritage Tours

Q: Which Maine Historical & Heritage Tours have Instant Confirmation?

Maine Historical & Heritage Tours with Instant Confirmation include: The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local Portland City and Lighthouse Tour Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour Harbor Lights and Sights Cruise Portland, Maine: Hidden Histories Guided Walking Tour View all Tours with Instant Confirmation →

Q: Got any more Maine trip ideas?

We sure do. Check out our curated lists of hand-picked Maine Tours. Top 10 Maine 2026 Senior-friendly tours Maine The best tours and activities for culture lovers in Maine Top Day Trips from Maine Things to do in Maine this summer View all Maine Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Maine?

Based on our sales data over the past year, the most popular styles of tours and activities in Maine are: Maine Luxury & Special Occasions Maine Luxury Tours Maine Tours & Sightseeing Maine Cultural & Theme Tours Maine Historical & Heritage Tours View all tour styles in Maine →

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 …More

Portland, USA

5.0 (1,714)

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...

1 hour 45 minutes Free Cancellation

5.0 (1,714)

from
$74

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 …More

Portland, USA

4.8 (1,443)

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...

1 hour 45 minutes Free Cancellation

4.8 (1,443)

from
$61

Portland Explorer | Maine History, Culture, & 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 …More

Portland, USA

4.9 (1,071)

Portland Explorer | Maine History, Culture, & 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...

2 hours Free Cancellation

4.9 (1,071)

from
$79

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 …More

Portland, USA

4.9 (821)

Harbor Lights and Sights Cruise

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...

1 hour 45 minutes Free Cancellation

4.9 (821)

from
$61

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 …More

Portland, USA

5.0 (674)

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...

2 hours Free Cancellation

5.0 (674)

from
$69

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 …More

Portland, USA

4.9 (520)

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...

2 hours Free Cancellation

4.9 (520)

from
$49

Windjammer Classic Day Sail from Camden, Maine

See the best of Camden while sailing Maine’s magnificent rocky coast on the elegant Appledore II! Feel like an adventurer from the 19th century while enjoying state-of-the-art accommodations …More

Camden, USA

4.8 (461)

Windjammer Classic Day Sail from Camden, Maine

See the best of Camden while sailing Maine’s magnificent rocky coast on the elegant Appledore II! Feel like an adventurer from the 19th century while enjoying state-of-the-art accommodations...

2 hours Free Cancellation

4.8 (461)

from
$65

Bar Harbor Premium Tour with Cadillac Mountain and Acadia Park

Our tour begins with convenient pickups from your Bar Harbor hotel. As we venture into the park, our first stop is Sieur de Monts Spring, …More

Bar Harbor, USA

4.8 (391)

Bar Harbor Premium Tour with Cadillac Mountain and Acadia Park

Our tour begins with convenient pickups from your Bar Harbor hotel. As we venture into the park, our first stop is Sieur de Monts Spring,...

4 hours Hotel pickup offered Free Cancellation

4.8 (391)

from
$159

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 …More

Portland, USA

4.8 (329)

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...

1 hour Free Cancellation

4.8 (329)

from
$43

3 Hour Private Best of Acadia Tour: Cadillac & Park Loop Road

Discover the best of Acadia National Park on a fully private tour with your own local guide. Travel the spectacular 27-mile Park Loop Road and …More

Bar Harbor, USA

5.0 (274)

3 Hour Private Best of Acadia Tour: Cadillac & Park Loop Road

Discover the best of Acadia National Park on a fully private tour with your own local guide. Travel the spectacular 27-mile Park Loop Road and...

3 hours Hotel pickup offered Free Cancellation

5.0 (274)

from
$750

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 …More

Portland, USA

4.9 (271)

Sunset Lighthouse Cruise

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...

1 hour 45 minutes Free Cancellation

4.9 (271)

from
$71

4 Hour Private Acadia Tour Cadillac Mountain & Somes Sound Fiord

Experience more of Acadia and Mount Desert Island on a fully private tour that combines the iconic beauty of Cadillac Mountain with Somes Sound, historic …More

Bar Harbor, USA

4.9 (261)

4 Hour Private Acadia Tour Cadillac Mountain & Somes Sound Fiord

Experience more of Acadia and Mount Desert Island on a fully private tour that combines the iconic beauty of Cadillac Mountain with Somes Sound, historic...

4 hours Hotel pickup offered Free Cancellation

4.9 (261)

from
$850

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 …More

Portland, USA

4.8 (242)

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...

2 hours Free Cancellation

4.8 (242)

from
$69

6 Hour Private Ultimate Acadia & Mount Desert Island Tour

Experience the ultimate Acadia and Mount Desert Island adventure on our most comprehensive private tour. Spend six hours discovering Acadia’s iconic landmarks, spectacular coastline, charming …More

Bar Harbor, USA

5.0 (215)

6 Hour Private Ultimate Acadia & Mount Desert Island Tour

Experience the ultimate Acadia and Mount Desert Island adventure on our most comprehensive private tour. Spend six hours discovering Acadia’s iconic landmarks, spectacular coastline, charming...

6 hours Hotel pickup offered Free Cancellation

5.0 (215)

from
$1,025

Portland, Maine: Black History Guided Walking Tour

Trace the steps of the Black Portlanders who moved our city, state, and country closer to the ideals of freedom, democracy, opportunity, and equality. Maine’s …More

Portland, USA

5.0 (174)

Portland, Maine: Black History Guided Walking Tour

Trace the steps of the Black Portlanders who moved our city, state, and country closer to the ideals of freedom, democracy, opportunity, and equality. Maine’s...

2 hours Free Cancellation

5.0 (174)

from
$54

Hidden Harbor E Bike Tour of Boothbay Harbor

You will enjoy stunning ocean views as we ride along historic Boothbay byways that traverse the length of historic Spruce Point, where the Wawenock once …More

5.0 (57)

Hidden Harbor E Bike Tour of Boothbay Harbor

You will enjoy stunning ocean views as we ride along historic Boothbay byways that traverse the length of historic Spruce Point, where the Wawenock once...

2 hours 30 minutes Free Cancellation

5.0 (57)

from
$110

Acadia Woody's Cadillac Loop 3 Hour Driving Tour

Bar Harbor Coastal Tours provides Private Narrated Guided Tours of Acadia National Park & Bar Harbor. Come along with Woody, one of the most experienced …More

Bar Harbor, USA

5.0 (55)

Acadia Woody's Cadillac Loop 3 Hour Driving Tour

Bar Harbor Coastal Tours provides Private Narrated Guided Tours of Acadia National Park & Bar Harbor. Come along with Woody, one of the most experienced...

3 hours Hotel pickup offered Free Cancellation

5.0 (55)

from
$600

Private Portland to Acadia & Bar Harbor Experience

Experience the beauty, history, and charm of coastal Maine on this full-day adventure from Portland. Plan for 10–12 hours, with about three hours of travel …More

Portland, USA

5.0 (34)

Private Portland to Acadia & Bar Harbor Experience

Experience the beauty, history, and charm of coastal Maine on this full-day adventure from Portland. Plan for 10–12 hours, with about three hours of travel...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$513

Mysterious Lore and More Walking History Tour of Boothbay Harbor

This walk through Boothbay Harbor's snickleways is a wonderous combination of our town's hidden history, local lore, and unsolved mysteries that will leave you ruminating …More

4.9 (28)

Mysterious Lore and More Walking History Tour of Boothbay Harbor

This walk through Boothbay Harbor's snickleways is a wonderous combination of our town's hidden history, local lore, and unsolved mysteries that will leave you ruminating...

2 hours Free Cancellation

4.9 (28)

from
$33

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 …More

Portland, USA

4.8 (26)

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...

6 hours Hotel pickup offered

4.8 (26)

from
$735

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Maine Historical & Heritage Tours?

What are the best kid-friendly options for Maine Historical & Heritage Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Maine Historical & Heritage Tours are:

View all kid-friendly Tours →

Which Maine Historical & Heritage Tours have Instant Confirmation?

Which Maine Historical & Heritage Tours have Free Cancellation?

Maine Historical & Heritage Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Maine Historical & Heritage Tours have Hotel Pickup?

No problem. These Maine Historical & Heritage Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Maine trip ideas?

What are the most popular styles of Tours and Activities in Maine?