Portland Coastal Fall Color Sightseeing Tour
Experience Stunning Fall Colors on a Private 2 Hour Sightseeing Cruise in Portland Maine

ME
people
1 participant
hours
- • Experience a Scenic 2-Hour Tour of Portland's Coastal Beauty
- • Enjoy an Enriching 2-Hour Sightseeing Cruise Aboard a Classic Lobster Boat
- • Explore Maine's Oldest Lighthouse from the Water on a Unique Charter
Why We Love This Unique Experience
Experience the vibrant colors of New England with a private lobster boat cruise amidst the stunning fall foliage. This two-hour adventure offers breathtaking views of Maine's beautiful coastline, combined with the chance to savor the region's freshest seafood. Perfect for families, friends, or romantic getaways, this unique experience encapsulates the essence of autumn in New England.
Step aboard the M/V MONHEGAN, a charming wooden lobster boat equipped for comfort, including rollable side canvas to shield against cooler autumn weather. Enjoy a guided tour of Portland Harbor and the picturesque Casco Bay while catching glimpses of lighthouses, coastal homes, and the brilliant fall colors painting the landscape. Guests have the option to enjoy beverages available for purchase on board and are encouraged to bring along their favorite snacks. Prepare for moments of awe as the boat glides past iconic sights like the Portland Head Light and the historic Fort Gorges, all set against a backdrop of magnificent autumn hues.
Whether looking for a memorable outing or seeking the perfect gift for a loved one, this New England fall foliage private lobster boat cruise delivers an unforgettable experience. It’s an ideal way to connect with nature and each other while creating lasting memories. Treat someone special to the gift of adventure this fall!
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Experience Overview:
Maine Fall Foliage Private Lobster Boat Cruise With Local DrinksExperience COLORFUL Maine on this 2-hour sightseeing tour, where you’ll take in the vibrant fall foliage and the best coastal sights in the Portland area. It doesn’t get any more “New England” than this!
This private charter is a flat rate for up to 6 guests—all ages welcome!
Step aboard MONHEGAN, our sturdy lobster boat, equipped with rollable side canvas for comfort even if the autumn air is crisp. Cozy up with the blankets we provide and enjoy an authentic New England experience.
To make your tour even more special, we’re including a round of drinks—choose from locally brewed Portland, Maine beer or a glass of wine as you soak in the breathtaking scenery.
Meeting Point
Gilberts Chowder House
92 Commercial St, Portland, ME 04101, USA
Meet at the back of the parking lot between Gilbert’s Chowder House and Dry Dock in Portland’s Old Port. Arrive 20 mins early to find parking. Wait at the top of the boat ramp next to Boone’s Fish House & The Porthole deck. Your deckhand will meet you at the ramp just before tour time
What's included:
- Licensed Captain
- Private Charter for up to 6 guests (cost is a flat rate)
- Local Guide
- Cooler, glassware, plates, & utensils for guest use
Not included:
- Parking in Portland's Old Port
- Gratuity for your Guide
What to expect:
Duration: 2 hours
Portland
Portland, Maine
Board M/V MONHEGAN, a beautifully restored wooden lobster boat, and make yourself at home as you cruise through Portland's Harbor, past wharves dating to the period just after the Revolutionary War. At one point, Portland was one of the busiest harbors in the early decades of the United States, a fact attested to by the incredible stone fortresses protecting the harbor.
Pass by without stopping
Bug Light Park
South Portland Greenbelt Pathway, South Portland, 04106, Maine
This is the smallest and first of four lighthouses we will encounter on our cruise through Casco Bay. On windy days, keep an eye out for gatherings of expert kite flyers and their colorful kites. Sometimes there's even a giant purple octopus floating lazily in the breeze!
Just around the corner from Bug Light is a statue of the bow of a Liberty Ship. Many ships were constructed here during WWII, including the S.S. Jeremiah O'Brien, which is a popular tourist attraction in San Francisco and one of the only surviving Liberty Ships.
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Spring Point Ledge Lighthouse
2 Fort Rd, Southern Maine Community College Campus, South Portland, 04106-1611, Maine
Get up close to Spring Point Light and nearby Fort Preble, a small gun emplacement built as a part of Portland's Harbor Defenses. In the early years, the lighthouse was not connected to the mainland by the granite breakwater that exists today, and ships that went on the wrong side of the lighthouse went aground on shallow ledge.
Pass by without stopping
Cape Elizabeth
Cape Elizabeth, Maine
See the incredible New England Fall color on the shores of Cape Elizabeth, home to some of the most amazing seaside homes in Casco Bay.
Pass by without stopping
Portland Head Light
1000 Shore Rd, , Cape Elizabeth, 04107-1916, Maine
See Portland Head Light, Maine's oldest and most iconic lighthouse, from the water. Commissioned by George Washington and constructed starting in 1791, this lighthouse has been an important navigational beacon and local landmark for more than 2 centuries.
The lighthouse has withstood hurricanes and global conflicts. German U-boats sunk a US Navy ship just 15 miles off the Head Light in the waning days of WWII.
Pass by without stopping
Ram Island Ledge Light
Portland, Maine
Marking the opposite side of the harbor channel from Portland Head Light, Ram Island Light sits atop a rocky ledge and at high tide appears to be floating and completely unattached to land. Whereas Portland Head Light has its stately keeper's house and beautiful white washed sides, Ram Island Light is weathered and gray almost inaccessible, with a now-derelict pier leading to a ladder that requires one to climb up 30 feet on the outside of the lighthouse before you get to the door.
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Peaks Island
Peaks Island, Maine
Enjoy fantastic views of the scenic cliffs on Cushing Island and the tree-lined streets and quaint cottages of Peaks Island.
Once home to several amusement parks that were served by direct steamer routes from New York, Peaks is now a quiet island neighborhood that is technically part of the City of Portland but has a small-town feel all its own.
By the time the fall colors are in full view, most seasonal residents have returned to their usual homes, and Peaks is home to just a couple hundred hearty year round souls who must take a ferry or water taxi to get to the mainland.
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Fort Scammel Point
Fort Scammel Point, Portland, ME 04109, USA
With its original construction dating to 1808, Fort Scammel is the only of the historic Forts in the Portland area to have actively participated in battle, when it fired shots in British warships in the War of 1812.
Located on House Island, the fort is incredibly well preserved and features east and west bastions that are accessible by underground tunnels. Tours of the fort are available on select charters that we provide. Contact us for more information.
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Fort Gorges
Portland, 04101, Maine
As the most conspicuous stone fortress protecting Portland Harbor, Fort Gorges is a landmark visible from much of Casco Bay, which is exactly why it was built on this rocky outcropping a short distance from Peaks and Little Diamond Islands and the mainland itself. The fort could fire more than a dozen cannons on attackers coming from any possible sea route, but was never used in active battle. Technological advancements in artillery during the Civil War rendered it too vulnerable to be useful. The fort did serve as a storage facility for the army during World War II, when underwater mines, electromagnetic sensing cables, and other systems were used to help protect Portland and Casco Bay from German attack.
Remember, Portland was home to a large shipyard during WWII and was the start of a pipeline that supplies oil to Montreal and eastern Canada, so the region was of high strategic importance even in more modern conflicts.
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Details & Important Info
Additional Experience Details & Important Information
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
Infants and children are welcome. Children under age 10 must wear a life jacket (provided).
Cancellations & Refunds
Reservation Changes, Cancellations & Refunds
Changes to reservations for tickets can be made until 3 days prior to the date scheduled. Reservations may be re-scheduled by the operator of the activity due to reasons such as weather, minimum participation requirements, mechanical issues or other interruptions beyond their control.
Organized by
Casco Bay Custom Charters, LLC
Product SKU: US-3860-0003
Google Business Profile: Casco Bay Custom Charters, LLC
Portland Colorful Coastal Sightseeing Tour
ME
people
1 participant
hours
- • Experience a Scenic 2-Hour Tour of Portland's Coastal Beauty
- • Enjoy an Enriching 2-Hour Sightseeing Cruise Aboard a Classic Lobster Boat
- • Explore Maine's Oldest Lighthouse from the Water on a Unique Charter
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