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Top Portland Tours, Sightseeing & Cruises

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26 results | All Portland Tours

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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
486
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
  • Taking safety measures
From
$47.00
From
$47.00
Taking safety measures

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

star-5
294
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
  • Taking safety measures
From
$45.00
From
$45.00
Taking safety measures

Vintage Fire Truck Sightseeing Tour of Portland Maine

Vintage Fire Truck Sightseeing Tour of Portland Maine

star-5
334
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
  • Taking safety measures
From
$35.00
From
$35.00
Taking safety measures

A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

star-5
172
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 Street and continues for 2 hours through the historic Old Port, downtown and waterfront areas, sharing highlights of Portland's history since 1632. Some of the locations we may feature on your tour include; the lobster statue, the home of Henry Wadsworth-Longfellow and his place of worship, the Eastern Cemetery, the Abyssinian Church, the U.S. Customs House and more. ***Tour duration is two "ish" hours, based on guest engagement and pace of the group. Planning on 2.5 hours for arriving early to check-in and make it back to your vehicle post tour is recommended.
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  • 2 hours
  • Free Cancellation
From
$39.95
From
$39.95

Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

star-4.5
43
What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the memory.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$74.74
From
$74.74
Taking safety measures

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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27
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
  • Taking safety measures
From
$435.00
per group
From
$435.00
per group
Taking safety measures

Private Sunset Charter on a Vintage Lobster Boat

Private Sunset Charter on a Vintage Lobster Boat

star-5
23
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
  • Taking safety measures
From
$460.00
per group
From
$460.00
per group
Taking safety measures

Private Vintage Fire Truck Sightseeing Tour of Portland Maine (Min-2 pax)

Private Vintage Fire Truck Sightseeing Tour of Portland Maine (Min-2 pax)

star-5
7
Hop aboard a vintage fire engine for this short sightseeing tour of Portland. You'll drive past some of the city's most beautiful sites, including its old lighthouses and pretty buildings. A knowledgeable guide will be onboard to narrate the tour, while photographs provided by the Maine Historical Society will play on a large flat-screen TV!
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  • 50 minutes
  • Free Cancellation
  • Taking safety measures
From
$360.00
per group
From
$360.00
per group
Taking safety measures

Audio walking tour in Eastern Promenade

Audio walking tour in Eastern Promenade

star-5
2
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

Old Port Culinary Walking Tour from Portland
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Old Port Culinary Walking Tour from Portland

star-5
130
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
$129.00
From
$129.00

Land and Sea Duck Tour Historic Adventure

Land and Sea Duck Tour Historic Adventure

star-4.5
89
Experience the historic city of Portland, Maine by land and by sea aboard a land-and-water vehicle, aptly named the "Duck." Familiarize yourself with the city by driving past tourist hotspots and historic old buildings, including churches, the US Custom House, and the City Hall. Then head into Casco Bay, where your vehicle goes from sea to land, changing into boat mode to continue your tour on the water.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$38.00
From
$38.00
Taking safety measures

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

star-4.5
36
Learn about Maine's most famous crustacean and the men and women who make their living from trap to table. Stroll along Portland's vital working waterfront , view lobster boats often unloading their catch and visit Old Port and waterfront district destinations for a progressive, iconic Maine lunch. - This walking tour is appx. 1 - 1.5 miles visiting local favorites with plenty of food, and food for thought - lots of time for Q/A. - There's always a whole lobster roll, a New England clam or seafood chowder, local craft beer (or soda) plus a whoopie pie or other Maine sweet, and a surprise seafood taste or two along the way. This is our most “classic heritage” Maine experience with a bit of modern flare.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$129.00
From
$129.00

2 Hour Private Portland, Maine Lighthouse Land Tour
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2 Hour Private Portland, Maine Lighthouse Land Tour

star-5
10
Combine a tour of Portland's lighthouses with a visit to the waterfront fish pier with this private tour. You'll visit Portland Head Light, the Spring Point Ledge Lighthouse, and Bug Light Park, with the chance to learn about the lobster industry at the waterfront fish pier once you are done.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$399.00
per group
From
$399.00
per group
Taking safety measures

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

star-5
8
Visit the top sites 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
  • Taking safety measures
From
$129.00
From
$129.00
Taking safety measures

Small-Group 3-Hour 3 Lighthouse Bike Tour from South Portland

Small-Group 3-Hour 3 Lighthouse Bike Tour from South Portland

star-5
5
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
  • Taking safety measures
From
$70.00
From
$70.00
Taking safety measures

Sea Kayak Tour in Casco Bay

Sea Kayak Tour in Casco Bay

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4
Learn the basics of sea kayaking on land before launching at Mere Point in Brunswick for a leisurely 3 hour morning tour of Northwest Casco Bay!  Usually we paddle south to the end of Mere Point for a photo op and then on to visiting an island for a stretch break, snacks, and shoreline exploring. Then we paddle back by another island to our launching point. Sea kayaking is an easy, fun way to sight see from the water.  We often see different kinds of sea gulls, cormorants, black ducks, mallard ducks, eider ducks, great blue herons, snowy egrets, osprey and sometimes bald eagles. If we are lucky, we will see a seal. Paddlers of all ages will love exploring Casco Bay in this protected, scenic, historic area! No experience is needed. Single and double kayaks are used on this guided tour by a Master Maine Guide.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$60.00
From
$60.00
Taking safety measures

Portland Scavenger Hunt: The Maine Event

Portland Scavenger Hunt: The Maine Event

star-2.5
3
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

Fall Foliage Private Sightseeing Cruise

Fall Foliage Private Sightseeing Cruise

star-5
3
Take in the famous autumn foliage of New England during a private 2.5-hour sightseeing cruise from Portland. With room for six people, it's an ideal intimate experience for couples, friends, or families. It’s also a great opportunity to photograph the leaves and wildlife from a unique perspective. Learn about the area from your private guide as you cruise at a gentle pace.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$475.00
per group
From
$475.00
per group
Taking safety measures

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
  • Taking safety measures
From
$50.39
From
$50.39
Taking safety measures

Adventurous Scavenger Hunt in Portland by Operation City Quest

Adventurous Scavenger Hunt in Portland by Operation City Quest

Operation City Quest of Portland is a great way to see the city! Use an app to submit photos of items you find around the city and challenges you complete for points. The items and challenges can be completed in any order you prefer! See your score on the app leaderboard to see how you compare. The scavenger hunt includes a remote host to help via chat along the way. Come discover Portland.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$10.00
From
$10.00
Taking safety measures

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

star-5
1
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 Spuce 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
  • Taking safety measures
From
$129.00
From
$129.00
Taking safety measures

Participate in a Fun Scavenger Hunt in Portland, Maine by Zombie Scavengers

Participate in a Fun Scavenger Hunt in Portland, Maine by Zombie Scavengers

Use an app to survive a zombie apocalypse in Portland . In Zombie Scavengers, explore the city however you'd like to search for items needed to survive a zombie apocalypse. You'll get points for finding these items. You can also do some zombie themed challenges for points on the app as well. Strategize in order to get the most points and survive the apocalypse. Your remote host will be there for you via chat if you need anything. Can you survive the apocalypse in Portland?
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$20.52
per group
From
$20.52
per group
Taking safety measures

Adventurous Scavenger Hunt in Portland, ME by 3Quest Challenge

Adventurous Scavenger Hunt in Portland, ME by 3Quest Challenge

Walk around Portland while completing the 3Quest Challenge scavenger hunt! Use our app to find a list of objects (provided in riddle form) around the city and participate in fun challenges for points. Collect points and take a look at your score compared to others on the app's leaderboard. All of the objects and challenges will be divided into 3 quests. Complete the 1st quest, 2nd quest, and 3rd quest, in order, to complete the game! Set a time limit of 2 hours for yourself if you'd like to make the challenge even more intense! During the game, you'll have a remote host who will follow along virtually with you and chat if you need any help! Come explore Portland with us by completing all 3 Quests!
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$10.00
From
$10.00
Taking safety measures

Scavenger Hunt Adventure in Portland by Crazy Dash

Scavenger Hunt Adventure in Portland by Crazy Dash

During Crazy Dash of Portland, you'll use an app and walk through the city to collect points by finding items around the city and performing challenges. You can find the items in any order you want. Check out the rankings in the app to see your score compared to other teams across the nation. Crazy Dash comes with a remote host to chat with you in case you need anything. Crazy Dash is our most relaxed scavenger hunt. Come explore with us in Portland!
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$10.00
From
$10.00
Taking safety measures

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