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97 results
Likely to Sell Out
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.
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4.8
(858)
Vintage Fire Truck Sightseeing Tour of Portland Maine
50 minutes
Free Cancellation
from
$45
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 in picturesque locations with a visit to the Footbridge Brewery for craft beer and barbeque! Your local guide tells ghostly tales about the harbor’s most haunted old sea captain’s homes, Boothbay Harbor’s very own sea serpent, and the spooky legends that surround many of the harbor’s islands. We’ll wrap up our walk on the weird side at the Footbridge Brewery where you can enjoy beautiful harbor views along with a craft beer flight, brewed with all locally sourced Maine ingredients, and Bridge House barbeque.
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4.8
(15)
Boos and Brews Walking Ghost Tour of Boothbay Harbor
1 hour 30 minutes
Free Cancellation
from
$30
Join us for an exciting Private Coastal Tour from Portland to Camden, exploring the beauty and history of Maine’s coastline! Start with Bath, home to the towering USS Wyoming sculpture and rich shipbuilding heritage. In Wiscasset, stroll through “The Most Beautiful Village in Maine” and visit the world-famous Red’s Eats lobster stand. In Rockland, enjoy a walk to the lighthouse and explore its maritime charm. In Camden, wander the charming streets, enjoy lunch, and see a unique waterfall flowing through town. The highlight of the tour is **Camden Hills State Park**, where you’ll take in the most breathtaking views of Midcoast Maine from the summit of Mount Battie. We'll finish with a brief stop at the Maine State Capitol, designed by the same architect as the U.S. Capitol, offering a fascinating glimpse of Maine’s history. This fun and adventurous tour is perfect for exploring Maine’s hidden gems. Book now to experience the best of the coast!
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Camden, Rockland, Pemaquid, and Belfast Private Tour
8 to 12 hours
Free Cancellation
from
$325
Price varies by group size
Likely to Sell Out
Maine is known for its seafood, and with this tour, you'll get to learn all about the industry, with the chance to sample some local delicacies along the way. You'll take a walk along the waterfront where lobster boats dock to unload their catches before heading out to a lunch of lobster rolls served with clam or seafood chowder and craft beer or soda pop.
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(148)
Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine
3 hours
Free Cancellation
from
$160
Weird tales include the strange goings-on at Boothbay Harbor's famous Opera House, a wealth of haunted B&Bs, and several other supernatural hotspots about town. We also introduce you to the compelling mystery of the Lady of the Dusk. Who was she? And what do the numbers scribbled on a strange note found on her body mean?
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(16)
90-Minute Ghost Walking Tour in Boothbay Harbor
1 hour 30 minutes
Free Cancellation
from
$30
Embark on a boat to a private island historic fort that’s only accessible with this tour. Leave from Portland and for a boat ride on Casco Bay, landing at the privately owned Fort Scammel on House Island. There, explore the architecture and preserved ruins of the stone fort—the only fort in the Portland harbor to see battle. Discover underground passages and learn the history of this previously inaccessible site.
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Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour
2 hours
Free Cancellation
from
$109
Uncover the mysteries of Portland’s history with an innovative outdoor escape game that weaves together facts, folklore, and fishy tales. Venture through the city’s historic landmarks as you solve puzzles connected to Portland's stories, from shipwrecks to whispered legends. Guided by a user-friendly app, each clue you discover immerses you deeper into the captivating narrative of Portland, blending reality with fiction. Ideal for families, friends, or team-building, this adventure offers a unique exploration experience where curiosity reigns and puzzle solving is key.
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Folklore and Fishy Tales Portland Outdoor Escape Game
2 hours
from
$50
Per group
Maine’s lighthouses are beautiful, but they’re even more gorgeous from the water. You’ll get those epic views and more on this scenic, intimate cruise, traveling from Portland’s Old Port to the harbor’s best sights. You’ll witness the old-school lighthouses, the islands of Casco Bay, a Civil War–era fort, and so much more. With a drink in hand, it’s a great way to start—or end—your time in Portland.
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4.7
(55)
Small Group Afternoon Lighthouse Boat Cruise With Local Drinks
1 hour 30 minutes
Free Cancellation
from
$79
Step into the shadows of Portland’s past on this thrilling true crime tour, where secrets lurk behind historic facades and cobblestone streets whisper tales of corruption, violence, and vice. From ruthless mobsters and bootleggers to power-hungry bosses and shocking scandals, this tour unveils the darker side of Maine’s largest city. Walk the very streets where speakeasies thrived, deals were made in the dead of night, and blood was spilled in the name of power. Led by expert guides, this journey through Portland’s underworld will leave you with spine-tingling stories you won’t soon forget. Dare to explore the city’s past? Book now—if you’re brave enough.
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4.8
(4)
Mobsters and Lobsters -True Crime in Portland's Old Port
1 hour 30 minutes
Free Cancellation
from
$56
See some of Maine's most picturesque scenery with this private full-day tour from Portland. Your driver will pick you up at your hotel or vacation rental and take you out for a day of exploration, stopping by coastal towns, iconic lighthouses, viewpoints, and other areas of interest along the way.
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4.9
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Private Portland to Acadia & Bar Harbor Experience
6 to 8 hours
Free Cancellation
from
$400
See the best of Acadia National Park on a private driving tour that can be customized to your interests. Choose how you want to explore, by soaking up the views from your private vehicle or getting out at each stop to take photos. This tour is specially designed to provide ease of access to each highlight, from Cadillac Mountain to Thunder Hole, and beyond.
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5.0
(20)
Acadia Woody's Cadillac Loop 3 Hour Driving Tour
3 hours
Free Cancellation
from
$600
Per group
Discover top sights within Acadia National Park on this 6-hour private tour with your own guide. Cover more locations in less time in a comfortable, air-conditioned vehicle. Highlights include the Park Loop Road, panoramic views from Cadillac Mountain, a stroll through Asticou Gardens, and a lobster lunch stop in Southwest Harbor (meal not included). Hotel pickup is included for added convenience.
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4.9
(199)
6 Hour: The Ultimate Acadia Discovery & Lobster Pier Feast
6 hours
Free Cancellation
from
$950
Per group
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.
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5.0
(519)
Portland, Maine: Hidden Histories Guided Walking Tour
2 hours
Free Cancellation
from
$54
Likely to Sell Out
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.
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4.8
(424)
Old Port Culinary Walking Tour from Portland
2 to 3 hours
Free Cancellation
from
$160
Likely to Sell Out
Explore the Portland Peninsula by bike with this small-group guided tour. Start at the Eastern Promenade, making your way along the waterfront bike path until you reach the Back Cove Trail. Your guide takes you to the Old Port to see some of the City of Portland's prettiest old brick buildings, and you learn the significance of local food, history, and culture of this area.
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(43)
Around The Peninsula Bike Tour
3 hours
Free Cancellation
from
$89
Maine's Black community is small, but its history here goes back more than 400 years. On this guided tour, you’ll dive deep into Portland’s Black history, discovering how this community—national leaders, laborers, skilled workers, activists, and more—fought for freedom and equality and defined the state's path. From Frederick Douglass to lesser-known Black Yankees, there’s far more here than meets the eye, and with this tour, you’ll learn all about it.
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5.0
(144)
Portland, Maine: Black History Guided Walking Tour
2 hours
Free Cancellation
from
$54
Submit yourself to the spooky stories of Bar Harbor on a unique night walking tour that details the coastal city’s ghostly leanings. Led by a local paranormal expert, you’ll stroll the town stopping at haunted landmarks such as Agamont Park, Bar Harbor Inn, Criterion Theater, Bar Harbor Club, and along Main Street, hearing ghost stories, history, and other lore that brings the city to life.
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4.4
(162)
90-minute Ghost Walking Tour in Bar Harbor
1 hour 30 minutes
Free Cancellation
from
$33
Our White Mountains Day Tour offers more than just scenic views—it’s a thoughtfully curated journey through New Hampshire’s most charming towns, historic covered bridges, and hidden natural wonders. Unlike larger, rushed tours, we keep our groups small for a more personal experience, allowing time to explore, photograph, and connect with each stop. From the iconic Kancamagus Highway to the massive Madison Boulder, every stop has a story—and our guides bring it to life. Guests also have the option to add a ride on the historic Mount Washington Cog Railway for an unforgettable summit experience.
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5.0
(2)
New Hampshire White Mountains Day Tour
6 to 8 hours
Free Cancellation
from
$325
Price varies by group size
Acadia National Park is as big as it is beautiful, making it simple to get lost when going on your own. Instead, choose this Acadia National Park Self-Guided Driving Audio Tour and see the park’s pristine wilderness while hearing about its history from the safety of your own vehicle. You’ll follow a route through the park on an easy-to-download app that gives recommended speed limits and commentary for a unique experience.
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4.2
(521)
Ultimate Acadia National Park Self-Guided Driving Audio Tour
2 to 3 hours
Free Cancellation
from
$17
Per group
Learn about Portland's history with this walking tour, which will take you through the Old Port, downtown, and waterfront areas. You'll see all sorts of historic attractions, including the home of Hendry Wadsworth-Longfellow, the Eastern Cemetery, and the Abyssinian Church, all with a professional guide on hand to share stories about the city's past.
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A Walk Through Time Tour in Portland
2 hours
Free Cancellation
from
$49
Explore the beauty and history of Portland with this combo of a walking and driving tour. Dig deep into the city’s history as you stroll down cobblestone streets and admire old brick architecture by the waterfront. Visit bustling neighborhoods like Old Port and the Art District, stop at shops and restaurants whenever you please, and breathe in the coastal air. Then take a drive out to the east and west promenades, before swinging down to the famous Portland Head Light lighthouse. It’s the most comprehensive way to experience this unique, quirky city! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.
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4.0
(8)
Portland Maine Self-Guided Driving & Walking Audio Tour Bundle
3 to 5 hours
Free Cancellation
from
$25
Download GuideAlong’s self-guided audio tour bundle to make the most of your Eastern USA road trips. As you drive, hear stories play automatically as you explore scenic drives, national parks, lakeshores, and historic parks. This is the ultimate collection of 14 iconic destinations, including Acadia, Blue Ridge Parkway, Catskills, Florida Keys, Great Smoky Mountains, Lake Superior, Outer Banks, Shenandoah, and Vermont’s Route 100. A memorable adventure awaits on America's iconic roads. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use Buy once, use forever! No expiry, includes free updates Like having a tour guide along for the drive Purchase one bundle per vehicle.
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Discover US East Coast Self Guided Audio Tour
7 days
Free Cancellation
from
$125
Per group
Experience historic architecture, harbor views, and rich seaside culture with this driving tour of Portland, Maine! Cross the cobbled streets of Old Port, chock full of shops, restaurants, and bars, all complemented by the sparkling bay. Dive into the city’s long and embattled history at a church still sporting British cannonballs. See iconic Maine lighthouses and visit pristine beaches. Portland may be a small city, but it packs a big punch! Purchase one tour per car, not per person. Everyone listens together! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.
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4.0
(59)
Ultimate Portland Self-Guided Driving GPS Audio Tour
1 to 2 hours
Free Cancellation
from
$17
Per group
Charter a vintage lobster boat, dubbed MONHEGAN, and set sail with this two-hour tour into Casco Bay. You'll get great views of the Maine coastline, passing by four lighthouses as you go. This is a great opportunity to take photos of the coastline and waters, while learning about local nautical history from a knowledgeable captain.
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Private Sightseeing Charter on a Vintage Lobster Boat with Drinks
2 hours
Free Cancellation
from
$380
Price varies by group size
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Top Attractions in Maine
1 / 2
Attractions
Casco Bay
From $17
Attractions
Fort Gorges
From $39
Attractions
Eastern Promenade
From $17
Attractions
Cape Neddick Nubble Lighthouse
From $125
Attractions
Acadia National Park
From $16
Attractions
Portland Head Light
From $39
Attractions
Casco Bay
From $17
Attractions
Fort Gorges
From $39
Attractions
Eastern Promenade
From $17
Attractions
Cape Neddick Nubble Lighthouse
From $125
Attractions
Acadia National Park
From $16
Attractions
Portland Head Light
From $39
Attractions
Casco Bay
From $17
Attractions
Fort Gorges
From $39
Attractions
Eastern Promenade
From $17
Attractions
Cape Neddick Nubble Lighthouse
From $125
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