Portland Tours, Sightseeing & Cruises
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38 results | All Portland Tours

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Full-Day Guided Oregon Coast Tour from Portland

Full-Day Guided Oregon Coast Tour from Portland

star-5
43
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

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

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

star-5
771
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

Portland, Maine Lighthouse Tour -2 hour Land Tour

Portland, Maine Lighthouse Tour -2 hour Land Tour

star-5
474
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

Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

star-4.5
155
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
$67.48
From
$67.48

A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

star-5
284
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

Old Port Culinary Walking Tour from Portland

Old Port Culinary Walking Tour from Portland

star-5
261
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

2 Hours | Portland Hidden Histories Walking Tour

2 Hours | Portland Hidden Histories Walking Tour

star-5
156
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
$49.00
From
$49.00

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

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

star-5
34
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

Columbia Gorge Waterfalls and Mt. Hood Tour - Full Day

Columbia Gorge Waterfalls and Mt. Hood Tour - Full Day

star-5
16
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

Around The Peninsula Bike Tour

Around The Peninsula Bike Tour

star-4.5
24
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

Two Hour Lighthouse Bicycle Tour from South Portland-Mellow

Two Hour Lighthouse Bicycle Tour from South Portland-Mellow

star-5
2
Our 2-Hour tour leaves at 9 am or 3 pm and follows the scenic South Portland Greenbelt Pathway to two local lighthouses. The first stop on the tour will be Portland Breakwater Light, also known as "Bug Light" and then the tour will continue to Spring Point Ledge Light, located near historic Fort Preble, before returning to the bike shop.
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  • 2 hours
  • Free Cancellation
From
$70.00
From
$70.00

Full-Day Guided Oregon Coast Tour from Portland

Full-Day Guided Oregon Coast Tour from Portland

star-5
43
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.
More
  • 8 hours
  • Free Cancellation
From
$129.00
From
$129.00

Donut Tasting Walking Tour: Portland’s Old Port

Donut Tasting Walking Tour: Portland’s Old Port

star-5
36
Portland, Maine has recently become 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 some of the cities storied history. Your tour guide will take you not only to the most famous of them all, The Holy Donut, to skip the line, but also to local favorites, that are no less delicious.
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  • 1 hour 15 minutes
  • Free Cancellation
From
$45.00
From
$45.00

2 Hours | Portland Black History Walking Tour
Likely to Sell OutLikely to Sell Out

2 Hours | Portland Black History Walking Tour

star-5
50
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
$49.00
From
$49.00

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

Acadia National Park and Camden Private Day Trip from Portland

Acadia National Park and Camden Private Day Trip from Portland

star-5
6
See some of Maine's most picturesque scenery with this private 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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  • 8 to 11 hours
  • Free Cancellation
From
$350.00
From
$350.00

5 Lighthouse Bike Tour with XL Lobster Roll

5 Lighthouse Bike Tour with XL Lobster Roll

star-5
44
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
$149.00
From
$149.00

Private Sunset Charter on a Vintage Lobster Boat

Private Sunset Charter on a Vintage Lobster Boat

star-5
30
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

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

star-5
35
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

Sea Kayak Tour in Casco Bay

Sea Kayak Tour in Casco Bay

star-5
5
Spend three hours kayaking through Casco Bay with this small-group tour led by a professional guide. You'll launch from Mere Point in Brunswick and paddle over to a couple of different islands, with the opportunity to see all sorts of marine birds, and maybe even a seal or two, along the way.
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  • 3 hours
  • Free Cancellation
From
$69.00
From
$69.00

2 Hours | Portland Women's History Walking Tour
Likely to Sell OutLikely to Sell Out

2 Hours | Portland Women's History Walking Tour

star-5
28
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

Half Day Kayak Rental on Sebago Lake

Half Day Kayak Rental on Sebago Lake

star-5
11
With our Kayak rental, you can explore the natural beauty of Sebago Lake (on your own) and adjacent streams to spot native birds, fish, turtles, ducks, and the picturesque views of this Maine lake.
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  • 1 to 4 hours
  • Free Cancellation
From
$44.00
From
$44.00

Unique Scavenger Hunt Experience in Portland by Wacky Walks

Unique Scavenger Hunt Experience in Portland by Wacky Walks

Explore Portland with Wacky Walks royal scavenger hunt. In our app-based scavenger hunt, your group will participate in competitions to become the King or Queen of your group throughout the game. The active King or Queen will lead the other players to find items around the city and complete fun tasks. For every item you find and task you complete, you will receive points. The goal of Wacky Walks is to stay the King or Queen for the longest and gain as many points as you can. Take your time playing Wacky Walks, there is no time limit and you can play in any area of the city you would like. There will be a remote host that will be chatting with you during the game in case you need anything. Come be the King or Queen in Portland for the day!
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  • 2 hours
  • Free Cancellation
From
$10.00
From
$10.00

Stand Up Paddleboard Tour in Casco Bay

Stand Up Paddleboard Tour in Casco Bay

star-5
2
Enjoy a relaxing morning paddleboarding along Portland's Casco Bay. After a brief instruction, set out for a stand-up tour of the area—searching out native wildlife such as great blue herons and osprey as you slowly explore the waters. Learn about the area's fascinating history, from ways Native Americans used the land to how lobsters play a big part in the local economy. This leisurely and informative 2-hour tour includes an on-shore snack break before making your way back to Mere Point.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$50.39
From
$50.39

Portland Scavenger Hunt: The Maine Event

Portland Scavenger Hunt: The Maine Event

star-3
4
Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new facts and create memorable experiences. Let’s Roam Scavenger Hunts are great as an everyday activity, or for bachelorette parties, birthday parties, corporate team building events and more! Each player chooses an interactive role, with challenges varying by person.
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  • 2 hours
From
$12.31
From
$12.31

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