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Top Portland Tours, Sightseeing & Cruises

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27 results | All Portland Tours

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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
540
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
  • iconEnglish
  • Free Cancellation
From
US$50.00
From
US$50.00

Portland, Maine Lighthouse Tour -2 hour Land Tour

Portland, Maine Lighthouse Tour -2 hour Land Tour

star-5
334
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
  • iconEnglish
  • Free Cancellation
From
US$45.00
From
US$45.00

Vintage Fire Truck Sightseeing Tour of Portland Maine

Vintage Fire Truck Sightseeing Tour of Portland Maine

star-5
361
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
  • iconEnglish
  • Free Cancellation
From
US$35.00
From
US$35.00

A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

star-5
201
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
  • iconEnglish
  • Free Cancellation
From
US$39.95
From
US$39.95

Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

star-4.5
52
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
  • iconEnglish
  • Free Cancellation
From
US$73.55
From
US$73.55

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

star-5
29
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
  • iconEnglish
  • Free Cancellation
From
US$435.00
per group
From
US$435.00
per group

Private Sunset Charter on a Vintage Lobster Boat

Private Sunset Charter on a Vintage Lobster Boat

star-5
26
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
  • iconEnglish
  • Free Cancellation
From
US$460.00
per group
From
US$460.00
per group

Audio walking tour in Eastern Promenade

Audio walking tour in Eastern Promenade

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
  • iconEnglish
From
US$5.20
From
US$5.20

Old Port Culinary Walking Tour from Portland

Old Port Culinary Walking Tour from Portland

star-5
164
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
  • iconEnglish
  • Free Cancellation
From
US$129.00
From
US$129.00

Old Port

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

star-5
45
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
  • iconEnglish
  • Free Cancellation
From
US$129.00
From
US$129.00

Portland, Maine City & Lighthouse Tour- 2 Hours

Portland, Maine City & Lighthouse Tour- 2 Hours

star-5
16
Explore Portland and Historic Landmarks from a Local Perspective! Experience Portland, Maine and the surrounding cities year round with our family owned and operated small group tour. Visit 3 lighthouses for epic photo stops and tour through the city of Portland. This tour is entirely on land, we will be driving to the 3 lighthouses. At the lighthouse you will see and hear about the nearby forts, ferries and the Portland Observatory. We are unable to go into the lighthouses in Maine. This tour may change slightly based on the weather and group or as the State of Maine regulations change with social distancing guidelines and safety requirements for parks and local establishments.
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  • 2 hours
  • iconEnglish
  • Free Cancellation
From
US$52.00
From
US$52.00

Columbia Gorge Waterfalls and Mt. Hood Tour - Full Day

Columbia Gorge Waterfalls and Mt. Hood Tour - Full Day

star-5
9
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
  • iconEnglish
  • Free Cancellation
From
US$129.00
From
US$129.00

Half Day Kayak Rental on Sebago Lake

Half Day Kayak Rental on Sebago Lake

star-5
8
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
  • iconEnglish
  • Free Cancellation
From
US$44.00
From
US$44.00

Sea Kayak Tour in Casco Bay

Sea Kayak Tour in Casco Bay

star-5
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
  • iconEnglish
  • Free Cancellation
From
US$60.00
From
US$60.00

Fall Foliage Private Sightseeing Cruise

Fall Foliage Private Sightseeing Cruise

star-5
4
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
  • iconEnglish
  • Free Cancellation
From
US$475.00
per group
From
US$475.00
per group

Full-Day Guided Oregon Coast Tour from Portland
Likely to Sell OutLikely to Sell Out

Full-Day Guided Oregon Coast Tour from Portland

star-5
3
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
  • iconEnglish
  • Free Cancellation
From
US$129.00
From
US$129.00

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
US$12.31
From
US$12.31

Guided Sunset Kayak Tour on Sebago Lake, Maine

Guided Sunset Kayak Tour on Sebago Lake, Maine

star-5
3
This two-hour tour explores the water carved bends and twists of a meandering stream unveiling local wildlife in a rustic backdrop. This tour will continue on to Jordan Bay of Sebago Lake as you paddle alongside lakeside cottages, boats, and man made canals. Here, you will get a panoramic view of the sun as it sets behind the tall pine tree. Along the way the Registered Maine Guide will share in stories that will make the scene come alive! This outing requires not previous experience, and will be an easy and relaxed paddle.
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  • 2 hours
  • iconEnglish
  • Free Cancellation
From
US$59.00
From
US$59.00

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
  • iconEnglish
  • Free Cancellation
From
US$50.39
From
US$50.39

The Best of Maine Private Boutique Full Day Tour

The Best of Maine Private Boutique Full Day Tour

star-5
1
Climb aboard for a road trip through The Vacationland State’s best scenery! You will see ; lighthouses, coastal villages, and more. Limited Time Tours, this personalized private tour you will have your own driver, photographer and tour guide. Passengers from Portland will see Portland Head Lighthouse and passengers from Bangor will see Bass Harbor Light.
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  • 8 to 11 hours
  • iconEnglish
  • Free Cancellation
From
US$350.00
From
US$350.00

Salem, Mass and Kennebunkport Private VIP Day Trip From Portland

Salem, Mass and Kennebunkport Private VIP Day Trip From Portland

star-5
1
Go beyond the sights of Portland, Maine and take a day trip to Salem, Massachusetts. The town of Salem is known for its famous witch trials that took place in 1692. Learn about the history of Salem on a guided tour through the town and see several landmarks including the Salem Witch Museum, the memorial, and Phillips House. On your way to Salem, stop in Kennebunkport to explore the historic village.
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  • 8 to 10 hours
  • iconEnglish
  • Free Cancellation
From
US$295.00
From
US$295.00

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
  • iconEnglish
  • Free Cancellation
From
US$10.00
From
US$10.00

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
  • iconEnglish
  • Free Cancellation
From
US$20.52
per group
From
US$20.52
per group

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!
More
  • 2 hours
  • iconEnglish
  • Free Cancellation
From
US$10.00
From
US$10.00

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