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Portland Tours

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A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

star-5
113
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
  • Taking safety measures
From
$39.95
From
$39.95
Taking safety measures

Oyster Farm & Tasting Sea Kayak Tour in Casco Bay

Oyster Farm & Tasting Sea Kayak Tour in Casco Bay

star-5
10
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
  • Taking safety measures
From
$68.72
From
$68.72
Taking safety measures

Pedal Peaks Island Day Trip from Portland

Pedal Peaks Island Day Trip from Portland

star-5
1
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
$128.21
From
$128.21

5 Lighthouse Bike Tour with XL Lobster Roll

5 Lighthouse Bike Tour with XL Lobster Roll

star-5
16
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 we will source all food from vendors.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$132.31
From
$132.31
Taking safety measures

Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

star-4.5
13
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
$75.37
From
$75.37
Taking safety measures

Portland, Maine Lighthouse Tour

Portland, Maine Lighthouse Tour

star-5
191
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

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
  • Free Cancellation
  • Taking safety measures
From
$55.43
From
$55.43
Taking safety measures

Vintage Fire Truck Sightseeing Tour of Portland Maine

Vintage Fire Truck Sightseeing Tour of Portland Maine

star-5
224
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

Paddleboard Lesson/ Excursion on Sebago Lake, Maine

Paddleboard Lesson/ Excursion on Sebago Lake, Maine

star-5
4
Join this fun adventure on Sebago Lake. This two-hour outing will teach you the rudimentary skills of standup paddle boarding before journeying out to Jordan Bay of Sebago Lake. Take in the picturesque views on this Maine Lake while spotting wildlife including turtles, blue herons, ducks, geese and fish, as we explore the bends and turns of a small stream Panther Run and the larger bay of Sebago Lake. This outing requires no previous experience and is a relaxed paced paddle.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$49.00
From
$49.00
Taking safety measures

The Eastern Promenade: Explore the sounds and vistas on an audio walking tour

The Eastern Promenade: Explore the sounds and vistas on an audio walking tour

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

Guided Sunset Kayak Tour on Sebago Lake, Maine

Guided Sunset Kayak Tour on Sebago Lake, Maine

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
  • Free Cancellation
  • Taking safety measures
From
$54.00
From
$54.00
Taking safety measures

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
346
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
$44.00
From
$44.00
Taking safety measures

Portland: West End Walk Through Time

Portland: West End Walk Through Time

Wend your way through the West End of Portland, an often overlooked section of town, deep in history.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$40.98
From
$40.98
Taking safety measures

Half Day Kayak Rental on Sebago Lake

Special Offer

Half Day Kayak Rental on Sebago Lake

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
  • Taking safety measures
From
$31.20
$39.00
$7.80 savings
From
$31.20
$39.00
$7.80 savings
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

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

star-5
15
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
$358.98
per group
From
$358.98
per group
Taking safety measures

Private Sunset Charter on a Vintage Lobster Boat

Private Sunset Charter on a Vintage Lobster Boat

star-5
19
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
$358.98
per group
From
$358.98
per group
Taking safety measures

Old Port Culinary Walking Tour from Portland

Old Port Culinary Walking Tour from Portland

star-5
72
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
  • Taking safety measures
From
$129.00
From
$129.00
Taking safety measures

Portland: Old Port

Portland: Old Port "Seafood Lovers" Lunch Tour

star-5
4
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
  • Taking safety measures
From
$129.00
From
$129.00
Taking safety measures

Private Full-Day Trip To Kittery Premium Outlets From Boston

Private Full-Day Trip To Kittery Premium Outlets From Boston

Find great deals on world famous brands on a private full-day shopping tour to Kittery Premium Outlets in Maine. Located only 60 miles north of Boston near the coast, the outdoor shopping center offers popular brands like Cole Haan, Old Navy, and Calvin Klein at low prices. You can stop at the mall's dining venues when needed, and store your purchases in your spacious private vehicle. Relax in your comfortable private vehicle as your own private driver takes you between your Boston hotel and the outlet mall with ease.
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  • 8 hours
  • Free Cancellation
From
$681.31
per group
From
$681.31
per group

Portland Scavenger Hunt: The Maine Event

Portland Scavenger Hunt: The Maine Event

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

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-4.5
3
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
$190.00
per group
From
$190.00
per group
Taking safety measures

Private Stand Up Paddleboard Tour in Casco Bay

Private Stand Up Paddleboard Tour in Casco Bay

star-5
3
Learn the basics of stand-up paddle boarding on land before launching at Mere Point in Brunswick for a leisurely 2 hour morning tour of Northwest Casco Bay! We paddle at the speed of our slowest paddlers and try some games. This tour is a great activity for those who have never paddled or want to have a family outing. Stand-up paddle boarding is a great, fun way to sight-see from the water. We are likely to see cormorants, sea gulls, osprey, great blue herons, snow egrets, ducks, and we might see fish jumping or a seal. You might watch lobstermen haul their catch and about the colonization of the upper islands. Paddlers of all ages will love exploring Casco Bay in this protected, scenic, historic area! There will be a break on land where we will stretch and have some snacks.
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  • 2 hours 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$55.00
From
$55.00
Taking safety measures

Paint Outdoors in Portland, Maine

Paint Outdoors in Portland, Maine

star-5
2
Immerse in and interpret the natural beauty of Maine by capturing the moment in a painting. We will hike and paint on location. No experience necessary. This is an all level class that can be enjoyed by beginner painters as well as more experienced.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$150.00
From
$150.00
Taking safety measures

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Things to do near Portland


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