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Top Portland Sightseeing Tours

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15 results | All Portland Tours

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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
537
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
$50.00
From
$50.00

Vintage Fire Truck Sightseeing Tour of Portland Maine

Vintage Fire Truck Sightseeing Tour of Portland Maine

star-5
360
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
331
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
$45.00
From
$45.00

Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

star-4.5
51
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
$74.95
From
$74.95

A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

star-5
194
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
$39.95
From
$39.95

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
$435.00
per group
From
$435.00
per group

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
25
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
$460.00
per group
From
$460.00
per group

2 Hour Private Portland, Maine Lighthouse Land Tour
Likely to Sell OutLikely to Sell Out

2 Hour Private Portland, Maine Lighthouse Land Tour

star-5
11
Combine a tour of Portland's lighthouses with a visit to the waterfront fish pier with this private tour. You'll visit Portland Head Light, the Spring Point Ledge Lighthouse, and Bug Light Park, with the chance to learn about the lobster industry at the waterfront fish pier once you are done.
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  • 2 hours
  • Free Cancellation
From
$399.00
per group
From
$399.00
per group

Small-Group 3-Hour 3 Lighthouse Bike Tour from South Portland

Small-Group 3-Hour 3 Lighthouse Bike Tour from South Portland

star-5
11
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
$70.00
From
$70.00

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-5
7
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
From
$360.00
per group
From
$360.00
per group

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
From
$60.00
From
$60.00

Audio walking tour in Eastern Promenade

Audio walking tour in Eastern Promenade

star-3
4
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

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 30 minutes
  • Free Cancellation
From
$475.00
per group
From
$475.00
per group

Salem, Mass and Kennebunkport Private VIP Day Trip From Portland

Salem, Mass and Kennebunkport Private VIP Day Trip From Portland

star-5
1
This private tour takes guest from the city of Portland, Maine to Salem, Massachusetts with a stop in Kennebunkport along the way. The main highlight is a personalized tour of Salem with all the main attractions and then some, including exterior views of several of The Hocus Pocus film locations.
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  • 8 to 10 hours
  • Free Cancellation
From
$295.00
From
$295.00

The Best of Maine Private Boutique Full Day Tour

The Best of Maine Private Boutique Full Day Tour

star-5
1
Climb aboard for a road trip through The Vacationland State’s best scenery! You will see ; lighthouses, coastal villages, and more. Limited Time Tours, this personalized private tour you will have your own driver, photographer and tour guide. Passengers from Portland will see Portland Head Lighthouse and passengers from Bangor will see Bass Harbor Light.
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  • 8 to 11 hours
  • Free Cancellation
From
$350.00
From
$350.00

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