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23 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
489
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.
More
  • 1 hour 45 minutes
  • Free Cancellation
  • Taking safety measures
From
$47.00
From
$47.00
Taking safety measures

Vintage Fire Truck Sightseeing Tour of Portland Maine

Vintage Fire Truck Sightseeing Tour of Portland Maine

star-5
336
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.
More
  • 50 minutes
  • Free Cancellation
  • Taking safety measures
From
$35.00
From
$35.00
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
296
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

A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

star-5
173
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
44
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.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$74.46
From
$74.46
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.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$460.00
per group
From
$460.00
per group
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

star-5
28
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.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$435.00
per group
From
$435.00
per group
Taking safety measures

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

star-5
133
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.
More
  • 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
90
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

Oyster Farm & Tasting Sea Kayak Tour in Casco Bay
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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
  • Taking safety measures
From
$68.72
From
$68.72
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
6
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

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
$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.
More
  • 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.
More
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$475.00
per group
From
$475.00
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.
More
  • 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.
More
  • 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.
More
  • 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!
More
  • 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!
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$10.00
From
$10.00
Taking safety measures

Portland Maine Madness Scavenger Hunt

Special Offer

Portland Maine Madness Scavenger Hunt

We are an Austin, TX-based event design company offering city scavenger hunts in 60 cities in the US and Mexico as well as custom events worldwide. Our specially hand-crafted, interactive quests are equal parts tour, cultural experience, creative challenge, detective hunt, & social experiment! Guests get to discover hidden gems off the beaten trail while completing fun missions! Bask in the beauty of a local park that was built right after the great fires, get in touch with local culture and customs, search for hidden messages in an old indie bookstore, and much more!
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$18.00
$30.00
$12.00 savings
From
$18.00
$30.00
$12.00 savings
Taking safety measures

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!
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$10.00
From
$10.00
Taking safety measures

Filters

What people are saying about Outdoor Activities in Portland

star-5
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
"Derek, a local Mainer, was our guide. We toured three light houses, drive by beautiful ocean front parks, and downtown Portland. Derek is really funny and full of facts. Could not have been more satisfied with our tour."..."
star-5
Vintage Fire Truck Sightseeing Tour of Portland Maine
"So information. Lots of fun fact and the tour guide was funny and interesting. Portland Maine is fun of rich history, especially when the tour guide mentioned that the city was burned down 4 times. 😳"..."
star-5
Portland, Maine Lighthouse Tour -2 hour Land Tour
"Well organized tour! Eric is knowledgeable and friendly and he cares about his guests! Great way to find out about the city and what it has to offer. We always do a tour when we visit a new city and this tour won’t disappoint. Definitely would recommend!!"..."
star-5
A Walk Through Time Tour in Portland
"Ross was an excellent guide, enthusiastic, knowledgeable, encouraged questions. Clearly loves his Maine! Also great tips on food!"..."
star-5
Portland Tall Ship Cruise on Casco Bay
"This was a lot of fun, great way to see Portland harbor and surrounding area. Crew were great, would do again."..."
star-5
Private Sunset Charter on a Vintage Lobster Boat
"We had a fabulous experience during our sunset cruise. Our guides name was Matt who is a recent college grad and has lived in Portland his whole life. He had an abundance of information about every landmark, lighthouse, island, and old boats we passed. We were happy they had beverages on board so we could enjoy a beer too."..."
star-5
Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat
"Had the best time!!! Would definitely do again!! The mate and captain were both personal and knowledgeable"..."
star-5
Old Port Culinary Walking Tour from Portland
"Timothy was excellent and very professional and fun. He new his history of Portland. We had great food and met a lot of great people in our group"..."
star-5
Land and Sea Duck Tour Historic Adventure
"Very fun tour guide! And I didn’t even expect to spend that much time on the ocean! It was a beautiful day and a great way to see both the city highlights and go out on the water. You can even see seals if you are lucky!"..."
star-5
Oyster Farm & Tasting Sea Kayak Tour in Casco Bay
"Alice was a wonderful and knowledgeable guide. We had such a great time! We look forward to booking many more adventures with her."..."
star-5
Small-Group 3-Hour 3 Lighthouse Bike Tour from South Portland
"Our tour guide Ben was amazing and very knowledgeable. Amazing experience and views of the lighthouses!"..."
star-5
Audio walking tour in Eastern Promenade
"I find the audio tour enhances what I saw - really enjoyed the tour and learn some history at the same time. As a side note, it took me a while to figure out how things work - once I did, all went well.😀"..."

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
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Day Trips from Portland