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68 results

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Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

star-4.5
157
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
USD93.99
From
USD93.99

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

star-5
277
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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  • 3 hours
  • Free Cancellation
From
USD139.99
From
USD139.99

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
833
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
USD59.00
From
USD59.00

Vintage Fire Truck Sightseeing Tour of Portland Maine
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Vintage Fire Truck Sightseeing Tour of Portland Maine

star-5
504
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
USD38.00
From
USD38.00

Downtown Portland, Maine City and Lighthouse Tour-2.5 hour Land Tour
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Downtown Portland, Maine City and Lighthouse Tour-2.5 hour Land Tour

star-5
492
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 30 minutes
  • Free Cancellation
From
USD64.00
From
USD64.00

Scenic Lighthouse Boat Cruise from Portland's Old Port

Scenic Lighthouse Boat Cruise from Portland's Old Port

star-4.5
3
Have you seen these iconic beacons from the water? Now is your chance! Board the Elizabeth Grace to cruise around Portland Harbor on this one of a kind sightseeing cruise. It is the perfect way to see the lighthouses, historic stone forts, and rocky islands that make Casco Bay a world-renowned destination. Relax with a drink as you take in the scenery!
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  • 1 hour 30 minutes
  • Free Cancellation
From
USD90.00
From
USD90.00

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

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

star-4.5
80
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
  • Free Cancellation
From
USD150.00
From
USD150.00

Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

star-5
36
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
USD95.00
From
USD95.00

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

star-5
18
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
  • Free Cancellation
From
USD129.00
From
USD129.00

Acadia National Park and Camden Private Day Trip from Portland

Acadia National Park and Camden Private Day Trip from Portland

star-5
9
See some of Maine's most picturesque scenery with this private tour from Portland. Your driver will pick you up at your hotel or vacation rental and take you out for a day of exploration, stopping by coastal towns, iconic lighthouses, viewpoints, and other areas of interest along the way.
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  • 4 hours 25 minutes
  • Free Cancellation
From
USD350.00
From
USD350.00

Donut Tasting Walking Tour in Portland’s Old Port
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Donut Tasting Walking Tour in Portland’s Old Port

star-5
40
A taste of the Northeast like no other, this fun and flavorful tour showcases some of the best donuts in Portland, Maine. Follow your guide around the streets of Portland in search of the sweet spots that locals love the most. This walking tour takes you around the Old Port to three of downtown’s donut shops where you’ll try six unique samples.
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  • 1 hour 15 minutes
  • Free Cancellation
From
USD45.00
From
USD45.00

Harbor Lights and Sights Cruise

Harbor Lights and Sights Cruise

star-5
10
Explore the bustling inner harbor, Diamond Pass, and the main shipping channel to get close up views of civil war era forts and as many as 4 lighthouses that guide mariners into Portland Harbor.
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  • 1 hour 45 minutes
  • Free Cancellation
From
USD40.00
From
USD40.00

Central Coastal Maine Private Day Tour

Central Coastal Maine Private Day Tour

This tour is perfect for anyone with only a day to see the best of Maine's central coast and the city of Portland. It is a great shore excursion as well. All of our tours are private and all guides are local to the area. See beautiful lighthouses, gardens, villages, and so much more on this day trip.
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  • 5 hours 45 minutes
  • Free Cancellation
From
USD275.00
From
USD275.00

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

star-5
35
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
USD321.00
Price varies by group size
From
USD321.00
Price varies by group size

A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

star-5
303
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
USD48.99
From
USD48.99

2 Hours | Portland, Maine Hidden Histories Walking Tour
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2 Hours | Portland, Maine Hidden Histories Walking Tour

star-5
175
With this small-group walking tour, you'll go beyond coffee and craft beer and get a look at the true Portland—across 400 years. You’ll travel through downtown and the Old Port, learning about everyone and everything from Indigenous Wabanaki leaders to landmarks like the Wadsworth-Longfellow House, Boothby Square, and more.
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  • 2 hours
  • Free Cancellation
From
USD49.00
From
USD49.00

Sunset Harbor Cruise from Portland's Old Port

Sunset Harbor Cruise from Portland's Old Port

star-4.5
20
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
  • Free Cancellation
From
USD105.00
From
USD105.00

Oyster Farm & Tasting Sea Kayak Tour in Casco Bay

Oyster Farm & Tasting Sea Kayak Tour in Casco Bay

star-5
25
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
USD79.00
From
USD79.00

Old Port Walk, Talk, and Taste Brewery Tour

Old Port Walk, Talk, and Taste Brewery Tour

star-5
12
This leisurely walking tour allows you to visit and learn about the working waterfront that was essential for importing many goods and the exporting of alcohol during times of prohibition. As part of this historical journey, we will stop at three legendary Portland breweries for included samples: Shipyard Brewing Company, Gritty McDuff’s, and Liquid Riot Bottling Company.
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  • 3 hours
  • Free Cancellation
From
USD87.00
From
USD87.00

Salem, Kennebunkport, Kittery, and Portsmouth Private Day Tour

Salem, Kennebunkport, Kittery, and Portsmouth Private Day Tour

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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  • 4 hours 40 minutes
  • Free Cancellation
From
USD350.00
From
USD350.00

Pubs of Portland

Pubs of Portland

star-5
10
Portland, Maine is a beguiling city that’s quietly developing one of the most exciting brewery scenes in the country. On this half-day tour, you’ll visit three of the best makers in town: Fore River Brewing Company, Maine Mead Works, and Lone Pine Brewing. You’ll sample various products, meet the brewers, and tour the facilities. The small group tour includes transportation, bottled water, and a snack.
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  • 3 hours
  • Free Cancellation
From
USD87.00
From
USD87.00

Sunset Sea Kayak Tour of Casco Bay

Sunset Sea Kayak Tour of Casco Bay

star-5
35
Few things are more beautiful than a majestic sunset. However to see it from the waters of Portland's magnificent Casco Bay is a truly remarkable experience. Whether a first-time kayaker or experienced hand, this 2-hour tour offers phenomenal vistas of Portland harbor and cityscsape. Your only neighbors are your guide, your small group and the wildlife as you leisurely paddle back to shore.
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  • 2 hours
  • Free Cancellation
From
USD48.00
From
USD48.00

Portland Bicycle Tour with 5 Lighthouse Stops and XL Lobster Roll

Portland Bicycle Tour with 5 Lighthouse Stops and XL Lobster Roll

star-5
45
Discover the lighthouses and coastal landmarks of Portland on a small-group biking tour. Hop on a provided bicycle and follow your guide to the Bug Light, Spring Point Ledge, and Portland Head lighthouses. Along the way, learn about their storied histories. Other highlights include the Liberty Ship Memorial, Cape Elizabeth, and Willard Beach. Set at a leisurely pace, the adventure also includes a complimentary lobster roll lunch at an award-winning food truck.
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  • 5 hours
  • Free Cancellation
From
USD159.00
From
USD159.00

Best of Portland Brewery and Spirits Bus Tour

Best of Portland Brewery and Spirits Bus Tour

star-5
7
Taste your way through the Portland area’s craft alcohol scene with a 3.5-hour, small-group tour of two breweries and a meadery. Sample a flight of the brews on tap at Maine Beer Company, and get an insider’s perspective on the state's cutting-edge craft brewing. Enjoy a tasting at Rising Tide Brewing Co., in the heart of Portland’s East Bayside neighborhood, then try Maine Mead Works' dry brews. Kick off the evening with a fun, small group of fellow drinks lovers, and finish your tour at The Craft Beer Cellar.
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  • 3 hours
  • Free Cancellation
From
USD99.00
From
USD99.00

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What people are saying about Portland Tours

star-5
Portland Tall Ship Cruise on Casco Bay
"Very relaxing sailing around Casco Bay for a few hours. You head out towards Prak Island, passing Fort Gorges. Then around House Island making your way back past Bug Light."..."
star-5
Old Port Culinary Walking Tour from Portland
"Timothy led us on very tasty, insightful tour of the wharf area of Portland. The lobster roll was one of the best I have had in Maine"..."
star-5
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
"Our first time in Maine and it was awesome experience. Really nice and friendly, the joke were hilarious"..."
star-5
Vintage Fire Truck Sightseeing Tour of Portland Maine
"This tour was a great time. We did this for a few years back when the kids were younger and did it again because we enjoyed the tour. Tour is informative and the guide was great. He was engaging, answered questions and gave us some new suggestions to explore various areas of the city."..."
star-5
Downtown Portland, Maine City and Lighthouse Tour-2.5 hour Land Tour
"With roots in Portland, Eric provided a tour with plenty of local background and history of the area."..."
star-5
Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine
"My husband and I have done many food tours and this one was definitely one of our favorites. Everything we ate was so good and our tour guide AJ was amazing! I just loved her passion for her job as a tour guide. Her knowledge of food and things she did to go the extra mile made our tour even more wonderful."..."
star-5
Lighthouse Bicycle Tour from South Portland with 4 Lighthouses
"The lighthouse bike tour was incredible! Loved hearing about the history and being able to get great pictures and views of the lighthouses. Easy and enjoyable ride and extremely knowledgeable staff. 10/10 would recommend!"..."
star-5
Columbia Gorge Waterfalls and Mt. Hood Tour - Full Day
"Recently a friend and I took this tour with Viator Tours/Infinite Oregon Tours. The experience was exceptional and wonderful due to all the sites seen and the tour director, Adam Smith, who was very knowledgeable of the sites and history of Portland. He was also very interesting, entertaining and hospitable. Anne Hedrick"..."
star-5
Acadia National Park and Camden Private Day Trip from Portland
"My wife and I had a great day on this private tour. No cramp conditions with strangers. No set timetables or being rushed. Private is the way to go! Our guide Mimi was very accommodating, informative, and conversational. Highly recommend this tour."..."
star-5
Donut Tasting Walking Tour in Portland’s Old Port
"Fun and informational! Kris was a great tour guide and very welcoming. And the donuts were great! Would recommend to friends!"..."
star-5
Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat
"Seeing the lighthouses from the water was great and our deckhand Luke did a great job explaining the sites to us. We liked that he didn’t talk the whole tour but gave us interesting information about Casco Bay and the landmarks and answered all of our questions, and also gave us time to to spend with each other on an amazing trip through the bay."..."
star-5
A Walk Through Time Tour in Portland
"We didn’t know about the four fires that shaped Portland’s historical development and how that shaped the culture of the town."..."
star-5
2 Hours | Portland, Maine Hidden Histories Walking Tour
"Our tour guide was extremely well versed and informed about Portland and its history. He was attentive to all questions and set a lively yet leisurely pace for our group’s tour experience. Our guests from the UK were very appreciative of how he shared his knowledge."..."
star-5
Sunset Harbor Cruise from Portland's Old Port
"The sunset, the view, and having great hosts!! We met couples from all around the USA wanting the same experience!!"..."
star-5
Oyster Farm & Tasting Sea Kayak Tour in Casco Bay
"We were able to explore the beautiful calm bay on an incredible morning. Alice was an amazing host and was a wealth of knowledge about the area and industry. It was a unforgettable trip for the family"..."
star-5
Sunset Sea Kayak Tour of Casco Bay
"My daughter and I had such a nice time with this tour. Our guide was fantastic and kind and knowing she'd been doing this for 35 years was just amazing. Really great experience. - Elyse"..."
star-5
Portland Bicycle Tour with 5 Lighthouse Stops and XL Lobster Roll
"The guide was awesome.. perky.. and very animated in her story telling.. The company did go above to ensure our safety and comfort.. invest in bike pads. Left mine.. 😉"..."
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