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8 results | All Portland Tours

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Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

star-4.5
45
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$74.40
From
$74.40
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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* A traveler said: "This was a lot of fun, great way to see Portland harbor and surrounding area. Crew were great, would do again."


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
300
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$45.00
From
$45.00
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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* A traveler said: "Eric was very knowledgable and added a personal touch to the tour. Would highly recommend him. Comfortable van to ride in."


Private Sunset Charter on a Vintage Lobster Boat

Private Sunset Charter on a Vintage Lobster Boat

star-5
23
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$460.00
per group
From
$460.00
per group
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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* A traveler said: "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."


Vintage Fire Truck Sightseeing Tour of Portland Maine

Vintage Fire Truck Sightseeing Tour of Portland Maine

star-5
339
  • 50 minutes
  • Free Cancellation
  • Taking safety measures
From
$35.00
From
$35.00
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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* A traveler said: "Our tour guide was well versed in the local history and made the tour quite enjoyable. We hope to return to the area to continue exploring all that Portland has to offer."


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
28
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$435.00
per group
From
$435.00
per group
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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* A traveler said: "Had the best time!!! Would definitely do again!! The mate and captain were both personal and knowledgeable"


The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
Likely to Sell OutLikely to Sell Out

The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local

star-5
504
  • 1 hour 45 minutes
  • Free Cancellation
  • Taking safety measures
From
$47.00
From
$47.00
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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* A traveler said: "Derek was very knowledgeable about the history of Portland, and had a fun presentation. We enjoyed the tour."


A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

star-5
176
  • 2 hours
  • Free Cancellation
From
$39.95
From
$39.95
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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* A traveler said: "Wonderful comprehensive tour. History from start to present. Tour guide very personable and knowledgeable. Pace was good. Bought us a cookie at the end. Very worthwhile."


Fall Foliage Private Sightseeing Cruise

Fall Foliage Private Sightseeing Cruise

star-5
3
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$475.00
per group
From
$475.00
per group
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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