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34 results | All Portland Tours

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A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

star-5
227
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 Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

star-4.5
65
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
$67.42
From
$67.42

Around The Peninsula Bike Tour

Around The Peninsula Bike Tour

star-5
19
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

Private Sunset Charter on a Vintage Lobster Boat
Likely to Sell OutLikely to Sell Out

Private Sunset Charter on a Vintage Lobster Boat

star-5
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
Likely to Sell OutLikely to Sell Out

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
  • Free Cancellation
From
$550.00
per group
From
$550.00
per group

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
616
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

Vintage Fire Truck Sightseeing Tour of Portland Maine

Vintage Fire Truck Sightseeing Tour of Portland Maine

star-5
383
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

Portland, Maine Lighthouse Tour -2 hour Land Tour
Likely to Sell OutLikely to Sell Out

Portland, Maine Lighthouse Tour -2 hour Land Tour

star-5
364
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

5 Lighthouse Bike Tour with XL Lobster Roll
Likely to Sell OutLikely to Sell Out

5 Lighthouse Bike Tour with XL Lobster Roll

star-4.5
35
Discover Portland Maine and the shores of Casco Bay by bicycle! Join us for the 5 lighthouse bicycle tour of Portland, Maine featuring the Maine coast, lighthouses, and Portland’s history. We have made some modifications to the 5 Lighthouse tour in response to COVID-19. We have modified the tour to allow us not to have guests in our vehicles. As a result of this change, guests will begin biking from the Ocean Gateway and return to the Ocean Gateway by bicycle.  Groups will generally see only 4 lighthouses (Bug Light, Spring Point, Portland Head Light, and Ram Island Ledge). Lunch will be provided by the award-winning "Bite into Maine" Food Truck
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  • 5 hours
  • Free Cancellation
From
$149.00
From
$149.00

Old Port Culinary Walking Tour from Portland

Old Port Culinary Walking Tour from Portland

star-5
200
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

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
25
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

Oyster Farm & Tasting Sea Kayak Tour in Casco Bay

Oyster Farm & Tasting Sea Kayak Tour in Casco Bay

star-5
17
Discover the beauty of Northwest Casco Bay on a 3-hour morning kayaking tour. No experience is necessary, as you get a crash course before the tour begins and your guide is on hand at all times. Double kayaks are available, if you prefer to paddle tandem. See Brunswick and its native wildlife from a unique vantage point. Then enjoy complimentary snacks and a brief land excursion, before your return.
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  • 3 hours
  • Free Cancellation
From
$74.00
From
$74.00

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

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

star-5
15
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

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
  • Free Cancellation
From
$44.00
From
$44.00

Sea Kayak Tour in Casco Bay
Likely to Sell OutLikely to Sell Out

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

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
  • Free Cancellation
From
$550.00
per group
From
$550.00
per group

Pedal Peaks Island Day Trip from Portland

Pedal Peaks Island Day Trip from Portland

star-5
3
Get to know Peaks Island on this cycling day trip from Portland. Traveling via bicycle means you're not trapped behind bus or car windows and you can really experienced the island air. Pedal around the island, stopping for lunch, with a small group; this group size ensures personalized attention from your guide and plenty of chances to ask questions.
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  • 5 hours
  • Free Cancellation
From
$135.00
From
$135.00

Guided Sunset Kayak Tour on Sebago Lake, Maine

Guided Sunset Kayak Tour on Sebago Lake, Maine

star-5
3
Spend two hours kayaking on Sebago Lake with this guided tour led by a professional guide, suitable for experienced kayakers and complete beginners. As you paddle along the gentle waters, your guide will tell you all about the local area. Expect to see all sorts of birds, fish, and turtles as you paddle against the backdrop of the setting sun.
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  • 2 hours
  • Free Cancellation
From
$59.00
From
$59.00

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
$12.31
From
$12.31

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

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

Two Hour Lighthouse Bicycle Tour from South Portland-Mellow

Two Hour Lighthouse Bicycle Tour from South Portland-Mellow

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

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
From
$10.00
From
$10.00

Sunset Harbor Cruise

Special Offer

Sunset Harbor Cruise

Board the Elizabeth Grace to cruise around Portland Harbor while sipping local craft beer. This 1.5-hour harbor cruise will take you out into Casco Bay. Keep your eyes open for potential seal sightings, as well as the multiple lighthouses, islands, and forts you will see while cruising around. We will turn the bow toward Portland so you can take in a Maine sunset from the water and then cruise through Portland Harbor as the city’s nighttime skyline illuminates. You won’t find a more spectacular experience in Maine!
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  • 1 hour 30 minutes
From
$94.50
$105.00
$10.50 savings
From
$94.50
$105.00
$10.50 savings

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