Top Maine Historical & Heritage Tours

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

Maine Historical & Heritage Tours with Instant Confirmation include: Portland City and Lighthouse Tour The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local Harbor Lights and Sights Cruise Bar Harbor Premium Tour with Cadillac Mountain and Acadia Park 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 →

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

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

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

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

Boos and Brews Walking Ghost Tour of Boothbay Harbor

The Boos and Brews Walking Ghost Tour uncovers Boothbay Harbor’s unexplained past with eerie events told from a local’s perspective. We combine spine-tingling tales told …More

4.9 (22)

Boos and Brews Walking Ghost Tour of Boothbay Harbor

The Boos and Brews Walking Ghost Tour uncovers Boothbay Harbor’s unexplained past with eerie events told from a local’s perspective. We combine spine-tingling tales told...

1 hour 30 minutes Free Cancellation

4.9 (22)

from
$33

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

Spooks and Spirits Walking Ghost Tour of Boothbay Harbor

The Spooks and Spirits Walking Ghost Tour unveils Boothbay Harbor’s eerie side from a local’s perspective. We've combined some goosebump-inducing stories told in historic locations …More

5.0 (19)

Spooks and Spirits Walking Ghost Tour of Boothbay Harbor

The Spooks and Spirits Walking Ghost Tour unveils Boothbay Harbor’s eerie side from a local’s perspective. We've combined some goosebump-inducing stories told in historic locations...

1 hour 30 minutes Free Cancellation

5.0 (19)

from
$33

“Private Acadia” & Mount Desert Island Tour (full day, six hours)

Explore the beauty of Acadia National Park on this comprehensive six-hour tour. Discover breathtaking landscapes and charming local spots while enjoying a delicious lunch at …More

Bar Harbor, USA

5.0 (14)

“Private Acadia” & Mount Desert Island Tour (full day, six hours)

Explore the beauty of Acadia National Park on this comprehensive six-hour tour. Discover breathtaking landscapes and charming local spots while enjoying a delicious lunch at...

6 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$1,095

3 Hour Private with Somes Sound fiord instead of Cadillac

This tour is for groups who don't want to see Cadillac Summit but are more interested in the park loop road the harbors and towns …More

Bar Harbor, USA

5.0 (2)

3 Hour Private with Somes Sound fiord instead of Cadillac

This tour is for groups who don't want to see Cadillac Summit but are more interested in the park loop road the harbors and towns...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$625

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

Join us on a small group tour of scenic Bar Harbor, ME. The tour will start at the Village Green Park in the center of …More

Bar Harbor, USA

4.9 (25)

Bar Harbor Walking Tour

Join us on a small group tour of scenic Bar Harbor, ME. The tour will start at the Village Green Park in the center of...

1 hour 20 minutes Free Cancellation

4.9 (25)

from
$30

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

Explore the rich maritime history of Kennebunkport, Maine, on this small group walking tour. Discover how this charming seaside town evolved from a humble shipbuilding …More

Kennebunkport, USA

5.0 (14)

Kennebunkport Historic Walking Tour

Explore the rich maritime history of Kennebunkport, Maine, on this small group walking tour. Discover how this charming seaside town evolved from a humble shipbuilding...

1 hour 45 minutes Free Cancellation

5.0 (14)

from
$35

Freeport, Boothbay Harbor, and Botantical Gardens Day Tour

Experience the beauty of coastal Maine on this private guided tour featuring iconic landmarks, scenic harbors, and charming coastal villages. From Portland travel along Maine’s …More

Portland, USA

4.7 (13)

Freeport, Boothbay Harbor, and Botantical Gardens Day Tour

Experience the beauty of coastal Maine on this private guided tour featuring iconic landmarks, scenic harbors, and charming coastal villages. From Portland travel along Maine’s...

7 to 8 hours Hotel pickup offered Free Cancellation

4.7 (13)

from
$325

Private White Mountains Tour with Mount Washington Cog Railway

Experience the breathtaking beauty of New England’s White Mountains on this private guided tour from Portland, Maine. This full-day adventure combines spectacular mountain scenery, historic …More

Portland, USA

5.0 (8)

Private White Mountains Tour with Mount Washington Cog Railway

Experience the breathtaking beauty of New England’s White Mountains on this private guided tour from Portland, Maine. This full-day adventure combines spectacular mountain scenery, historic...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$395

Portland Maine Self-Guided Walking Audio Tour

Unearth the stories beneath historic downtown Portland, Maine on this self-guided walking tour! In the Old Port, colonial tales linger around the Customs House and …More

Portland, USA

4.3 (14)

Portland Maine Self-Guided Walking Audio Tour

Unearth the stories beneath historic downtown Portland, Maine on this self-guided walking tour! In the Old Port, colonial tales linger around the Customs House and...

1 to 2 hours Free Cancellation

4.3 (14)

from
$13

Paranormal Pedal E-Bike Ghost Tour of Boothbay Harbor

The Paranormal Pedal E-Bike Tour is the perfect way to get up close and personal with Boothbay’s mysterious side and discover why it’s chock full …More

5.0 (7)

Paranormal Pedal E-Bike Ghost Tour of Boothbay Harbor

The Paranormal Pedal E-Bike Tour is the perfect way to get up close and personal with Boothbay’s mysterious side and discover why it’s chock full...

2 hours 30 minutes Free Cancellation

5.0 (7)

from
$95

Woody's Best Acadia National Park Harbors & Homes Dream Tour!

Enjoy your own Private Tour of the major highlights of Acadia National Park featuring stops at Cadillac Mountain summit, Sand Beach, Thunder Hole and Otter …More

Bar Harbor, USA

5.0 (7)

Woody's Best Acadia National Park Harbors & Homes Dream Tour!

Enjoy your own Private Tour of the major highlights of Acadia National Park featuring stops at Cadillac Mountain summit, Sand Beach, Thunder Hole and Otter...

3 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$675

Southern Maine Private Tour: Kennebunkport & Nubble Lighthouse

This is a fully private Southern Maine coastal experience designed exclusively for your party (2–5 guests). No bus groups. No shared travelers — just your …More

Portland, USA

5.0 (4)

Southern Maine Private Tour: Kennebunkport & Nubble Lighthouse

This is a fully private Southern Maine coastal experience designed exclusively for your party (2–5 guests). No bus groups. No shared travelers — just your...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$325

Private Portland to Cape Ann, MA Castles & Coast

Discover coastal New England on this private day tour from Portland, Maine to Massachusetts’ North Shore and Cape Ann. This thoughtfully curated experience blends grand …More

Portland, USA

5.0 (3)

Private Portland to Cape Ann, MA Castles & Coast

Discover coastal New England on this private day tour from Portland, Maine to Massachusetts’ North Shore and Cape Ann. This thoughtfully curated experience blends grand...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$350

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?

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

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?