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Top Portland Classic Car Tours

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8 results | All Portland Tours

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Vintage Fire Truck Sightseeing Tour of Portland Maine

Vintage Fire Truck Sightseeing Tour of Portland Maine

star-5
354
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

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
526
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
$47.00
From
$47.00
Taking safety measures

A Walk Through Time Tour in Portland
Likely to Sell OutLikely to Sell Out

A Walk Through Time Tour in Portland

star-5
190
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
49
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
  • Taking safety measures
From
$74.81
From
$74.81
Taking safety measures

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
320
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

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
  • 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
Likely to Sell OutLikely to Sell Out

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.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$435.00
per group
From
$435.00
per group
Taking safety measures

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!
More
  • 50 minutes
  • Free Cancellation
  • Taking safety measures
From
$360.00
per group
From
$360.00
per group
Taking safety measures

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