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24 results | All Portland Tours

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Vintage Fire Truck Sightseeing Tour of Portland Maine

Vintage Fire Truck Sightseeing Tour of Portland Maine

star-5
407
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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  • 50 minutes
  • Free Cancellation
From
$35.00
From
$35.00

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

star-5
667
Explore the heart of Portland and head out to see some of the area's hidden gems and less-visited spots with this guided sightseeing tour. Your guide, a born-and-raised Portlander who works as a college librarian by day, shows you off-the-beaten-path locations and shares with you all sorts of local lore along the way.
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  • 1 hour 45 minutes
  • Free Cancellation
From
$57.00
From
$57.00

A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

star-5
243
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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  • 2 hours
  • Free Cancellation
From
$49.99
From
$49.99

Portland, Maine Lighthouse Tour -2 hour Land Tour
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Portland, Maine Lighthouse Tour -2 hour Land Tour

star-5
391
Visitors to Portland can easily miss some of Maine's most stunning sights, since you really need a car to explore the scenic coastline. Avoid the headache of arranging your own transportation, or renting a car, on this guided tour of Portland's must-see sights. Stop in downtown Portland, and visit three lighthouses, including Portland Head Light—an historic lighthouse perched on the rocky coast.
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  • 2 hours
  • Free Cancellation
From
$52.00
From
$52.00

2 Hours | Portland Hidden Histories Walking Tour

2 Hours | Portland Hidden Histories Walking Tour

star-5
68
Meet Portland and the people—of all backgrounds and identities—whose wit and grit have made her who she is today. Your locally-raised tour guide will captivate you with extraordinary, exciting, and surprising stories about the hardy folks who destroyed and rebuilt Portland time and again over 400 years while you stroll historic streets past spots you’ll surely want to come back to explore. We’ll see where Indigenous Wabanaki leaders made their earliest relationships with European colonizers and walk through the centuries in the historic Old Port and working waterfront. The Portland Hidden Histories Tour includes 2 hours of entertaining and enlightening historical narration over a 1.5-mile route through downtown Congress Street, the Old Port, and working waterfront along Commercial Street. Owner and guide, Dugan Murphy, takes guests to the most intriguing landmarks and presents an inclusive collection of hidden histories not included on other tours.
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  • 2 hours
  • Free Cancellation
From
$39.00
From
$39.00

Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

star-4.5
95
See a new vantage on Portland and the Maine coast—and enjoy a relaxing excursion out on the water—on this sailing tour. Make your own way to the Maine State Pier, and hop aboard a traditional, Maine-built windjammer. Once you set sail, soak up the sea breezes, look out for seals, and even take a turn at hoisting the sails or behind the ship’s wheel.
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  • 2 hours
  • Free Cancellation
From
$66.90
From
$66.90

Private Sunset Charter on a Vintage Lobster Boat
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Private Sunset Charter on a Vintage Lobster Boat

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27
Looking for a romantic way to watch the sunset while in Maine? How about chartering a vintage lobster boat and heading out to Casco Bay, where you'll take in great views of the sea and coastline. Your captain and guide will be on board to point out lighthouses and natural feature, and you're welcome to bring food and beverages, even the adult kind, on board.
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  • 2 hours
  • Free Cancellation
From
$600.00
per group
From
$600.00
per group

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat
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Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

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32
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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  • 2 hours
  • Free Cancellation
From
$550.00
per group
From
$550.00
per group

5 Lighthouse Bike Tour with XL Lobster Roll
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5 Lighthouse Bike Tour with XL Lobster Roll

star-4.5
38
Discover the lighthouses and coastal landmarks of Portland on a small-group biking tour. Hop on a provided bicycle and follow your guide to the Bug Light, Spring Point Ledge, and Portland Head lighthouses. Along the way, learn about their storied histories. Other highlights include the Liberty Ship Memorial, Cape Elizabeth, and Willard Beach. Set at a leisurely pace, the adventure also includes a complimentary lobster roll lunch at an award-winning food truck.
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  • 5 hours
  • Free Cancellation
From
$135.00
From
$135.00

Old Port

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

star-5
57
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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  • 2 hours 30 minutes
  • Free Cancellation
From
$139.99
From
$139.99

2 Hours | Portland Black History Walking Tour
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2 Hours | Portland Black History Walking Tour

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29
Take a guided walk tracing 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 earliest settlements couldn’t have existed without Black labor, skill, and insight—and since those first moments, Black Yankees have agitated and organized to resist indignity and realize power. You'll meet the people who founded Maine communities, overturned slavery statewide, drove our maritime industries, gained political influence, founded houses of worship, crossed color boundaries, and expanded Mainers’ rights in the modern era. The Portland Black History Tour includes 2 hours of entertaining and enlightening historical narration over a 1.5-mile route through the Old Port and East End neighborhood. Owner and guide, Dugan Murphy, dug through piles of research and historic documents to present an amazing constellation of stories left out of most tours.
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  • 2 hours
  • Free Cancellation
From
$39.00
From
$39.00

Full-Day Guided Oregon Coast Tour from Portland
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Full-Day Guided Oregon Coast Tour from Portland

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29
Visit the magical Ecola State Park and gaze at stunning views of the rugged and lush Oregon coast. Revel in the misty coastal rainforests which abound with wild berries, ancient Sitka Spruce trees, dozens of species of ferns and lichens and myriad other exotic species! Stroll through the quaint coastal town of Cannon Beach, known for its long stretch of sandy beach, Haystack rock, art galleries and boutique shopping. Travel along scenic Highway 101 stopping at secluded beaches along the way and enjoy the hearty Oregon surfers who brave the mighty Pacific! Look for gray whales, sea lions, seals, rare seabirds (Tufted Puffins!), bald eagles, ospreys, majestic herds of Roosevelt Elk and countless other beautiful examples of exciting fauna (& flora) throughout the day from windswept basalt cliff perches. This tour includes snacks, beverages, luxury van transportation and a naturalist guide.
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  • 8 hours
  • Free Cancellation
From
$129.00
From
$129.00

Around The Peninsula Bike Tour

Around The Peninsula Bike Tour

star-4.5
21
Explore the Portland Peninsula by bike with this 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 Portland's prettiest old brick buildings, and you learn the significance of local food, history and culture of this area.
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  • 3 hours
  • Free Cancellation
From
$79.00
From
$79.00

Columbia Gorge Waterfalls and Mt. Hood Tour - Full Day
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Columbia Gorge Waterfalls and Mt. Hood Tour - Full Day

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11
Visit the top sights of the Columbia Gorge and Mount Hood on this guided tour. You'll stop to take in the views at the historic Vista House, spend time exploring Latourell Falls, Horsetail Falls, Wakheena Falls, and famous Multnomah Falls--and that's all before lunch. You'll also get to take a drive through the Fruit Loop apple-growing area and Mount Hood's Timberline Lodge before returning to Portland.
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  • 8 hours
  • Free Cancellation
From
$129.00
From
$129.00

The Eastern Promenade: A Self-Guided Audio Tour

The Eastern Promenade: A Self-Guided Audio Tour

star-2.5
3
This self-guided GPS audio walk brings you through one of the most beautiful vistas in Portland, Maine. It starts with a spectacular overlook of Portland Harbor, Casco Bay and the islands, and continues down by the waterfront to East End Beach. Along the way, you’ll hear stories from a local about what it was like growing up on Munjoy Hill and having access to the Eastern Prom. As you cross the railroad tracks, you’ll hear from the engineers that keep the historic steam engines running. Included are tips on what birds to look out for depending on the time of year. Put on a pair of headphones and start the tour by downloading the app. The audio plays automatically at exactly the right place using your smartphone’s GPS. This self-guided tour is narrated by Dianne Ballon - a sound artist, sound designer and an avid bird watcher. She invites you to discover through sight and sound the Eastern Promenade — a place she returns to in all seasons.
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  • 25 to 45 minutes
From
$5.20
From
$5.20

Scenic Lighthouse Harbor Tour Seen by the Water from Portland

Scenic Lighthouse Harbor Tour Seen by the Water from Portland

star-4.5
2
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 stone forts, and rocky islands that make Casco Bay a world-renowned destination. Relax with a drink as you take in the scenery!
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  • 1 hour 30 minutes
From
$90.00
From
$90.00

2 Hours | Portland Women's History Walking Tour
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2 Hours | Portland Women's History Walking Tour

star-5
22
Running the factories or running for office, Portland women boldly shaped our city’s culture while continually moving the country toward equal rights. Hear stories of women who achieved remarkable things, like the Indigenous Penobscot performer who reframed immigration policy, the Chinese immigrant and laundress who won American Mother of the Year, the white tavern keeper who went up against the British Navy, and the enslaved Black maid who abolished slavery statewide. Experience the charm and depth of a city that was almost lost were it not for the impact of women’s collective energy and passion. Stories are told with heart, humor, and humanity by locally-raised and exceedingly-excited tour guide, Dugan Murphy. See museums, stately row houses, soaring churches, regal Federal-style mansions, and other landmarks on this 2-hour guided walking tour over 1.3 miles in Portland's Arts District and West End neighborhood.
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  • 2 hours
  • Free Cancellation
From
$39.00
From
$39.00

Private Island Fort Tour
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Private Island Fort Tour

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1
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 imposing reminders of days not too far gone when the defense of our coastline required their presence. Despite their prominence, the forts are not easy to access for a variety of reasons, and most locals and visitors have never been to Fort Scammel, the only fort in the Harbor to see active combat. Fortunately, the owners of Fort Scammel have partnered with us to offer private tours of this incredible historic site. This is an experience NOT TO BE MISSED! Along the way, we’ll cruise past some of the other great sights in the bay, including the iconic lighthouses.
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  • 2 hours
From
$125.00
From
$125.00

Downtown Portland and History at Every Corner with Self-Guided Audio Tour

Downtown Portland and History at Every Corner with Self-Guided Audio Tour

star-1
1
Welcome to Portland, Maine, a seaside city known for its architecture, marine industry, art, and bustling vibes. This in-app audio tour will walk you through the memorable sights of Portland, letting you explore the area at your own pace. Fall in love with Portland with your private self-guided audio tour. Take a historical stroll and find the first house made entirely of bricks. Look at the Romanesque, Shingle, and Colonial Revival architectural styles. Feel yourself in the paradise for foodies and craft beer lovers'. Get artistic touch and dive into the spirited atmosphere of the city. The mobile app helps you explore Downtown Portland with a private audio tour (included). Download tours in advance to listen without WiFi. The audio guide on the mobile app is the best way to enjoy the tour at your own pace. WeGoTrip app is available on the App Store and Google Play and works offline. Enjoy your party only!
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  • 2 hours
  • Free Cancellation
From
$15.52
From
$15.52

2 Hour Mellow Lighthouse Guided Bicycle Tour

2 Hour Mellow Lighthouse Guided Bicycle Tour

Our Mellow two-hour tour of the coast of South Portland is designed to be accessible, low stress and friendly suited for all people, but especially those who want to take it slow and unwind on a bicycle.
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  • 2 hours
  • Free Cancellation
From
$70.00
From
$70.00

Portland Painting and Boating Adventure in Casco Bay

Portland Painting and Boating Adventure in Casco Bay

The archipelago of Casco Bay is a special place to explore the scenic beauty of a dynamic and vibrant coastal environment. Beginning in the Fore River estuary, we will observe Portland's working waterfront, pass lighthouses and encounter seals, dolphins and various shore birds in their habitat. I have a network of island docks where we can tie up and explore a special island and paint for the day.
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  • 5 hours
  • Free Cancellation
From
$300.00
From
$300.00

Maine Coastal Artists Bicycle Tour

Maine Coastal Artists Bicycle Tour

Come bicycle along the Maine cost with us, visiting lighthouses, the rocky shores and other vistas that inspired artists throughout time.We ride a 20 mile route at a leisurely 8 miles an hour, stopping for a picnic lunch and now and again to discuss the many artists that have been drawn to this area throughout history. All participants will go home with the postcard book "Maine Artists" from the Portland Museum of Art.
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  • 5 hours
  • Free Cancellation
From
$195.00
From
$195.00

Old Port Culinary Walking Tour from Portland

Old Port Culinary Walking Tour from Portland

star-5
218
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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  • 2 to 3 hours
  • Free Cancellation
From
$139.99
From
$139.99

Lighthouse Bicycle Tour from South Portland-Three Hours and Four Lighthouses!

Lighthouse Bicycle Tour from South Portland-Three Hours and Four Lighthouses!

star-5
21
Explore the lighthouses of the South Portland Greenbelt Pathway by bicycle with this guided tour. You'll visit Bug Light, Point Ledge Light, and Portland Head Light with a local guide. You'll also have the chance to stop at a local food truck for a lunch of lobster rolls before returning to your starting point.
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  • 3 hours
  • Free Cancellation
From
$95.00
From
$95.00

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