Private Sunset Charter on a Vintage Lobster Boat
Overview
Leave the crowds and join us aboard a vintage Maine Lobster Boat for a private 2-hour sightseeing and lighthouse viewing charter capped by a stunning Maine sunset.
We will wind our way through the islands of Casco Bay passing by Portland's best coastal sights, including historic 19th century forts, lighthouses, and the scenic Maine Coast.
This activities is perfect for families and small groups. Every charter is 100% private for you and your group!
Local Portland, ME craft beer, hard seltzer, white wine, red wine, rose, and bubbly are available to purchase aboard. We offer catering aboard every charter. Contact us at least 72 hours prior to departure to place your order!
We will wind our way through the islands of Casco Bay passing by Portland's best coastal sights, including historic 19th century forts, lighthouses, and the scenic Maine Coast.
This activities is perfect for families and small groups. Every charter is 100% private for you and your group!
Local Portland, ME craft beer, hard seltzer, white wine, red wine, rose, and bubbly are available to purchase aboard. We offer catering aboard every charter. Contact us at least 72 hours prior to departure to place your order!
Inclusions
- Licensed Captain & Local Guide
- Bottled water
- Cooler, glassware, plates, utensils for guest use. Beer and wine are sold onboard. No BYOB.
- MONHEGAN is equipped with an environmentally friendly composting toilet
- All Fees and Taxes
What to expect
Itinerary
This is a typical itinerary for this product
Pass By: Casco Bay, Portland, ME
With over 200 islands that are home to both tiny coastal fishing towns and Maine's largest city, Casco Bay is vibrant, scenic, and a great way to experience Maine's incredible beauty, world-class cuisine, and wonderful boating opportunities.
Pass By: Spring Point Ledge Lighthouse, 2 Fort Rd Southern Maine Community College Campus, South Portland, ME 04106-1611
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: Bug Light Park, South Portland Greenbelt Pathway, South Portland, ME 04106
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.
Pass By: Portland Head Light, 1000 Shore Rd, Cape Elizabeth, ME 04107-1916
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: Fort Gorges, Portland, ME 04101
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.
Pass By: Peaks Island, Peaks Island, Portland, Maine
See some of the most incredibleEnjoy 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.
This is a typical itinerary for this product
Pass By: Casco Bay, Portland, ME
With over 200 islands that are home to both tiny coastal fishing towns and Maine's largest city, Casco Bay is vibrant, scenic, and a great way to experience Maine's incredible beauty, world-class cuisine, and wonderful boating opportunities.
Pass By: Spring Point Ledge Lighthouse, 2 Fort Rd Southern Maine Community College Campus, South Portland, ME 04106-1611
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: Bug Light Park, South Portland Greenbelt Pathway, South Portland, ME 04106
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.
Pass By: Portland Head Light, 1000 Shore Rd, Cape Elizabeth, ME 04107-1916
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: Fort Gorges, Portland, ME 04101
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.
Pass By: Peaks Island, Peaks Island, Portland, Maine
See some of the most incredibleEnjoy 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.
Additional information
- Charters are priced per boat for up to 6 passengers. Select 1 adult at checkout to book for a group up to 6.
- Not wheelchair accessible
- Children are welcome, but minors must be accompanied by a responsible adult.
- Stroller accessible
- Service animals allowed
- Most travelers can participate
- This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
- This is a private tour/activity. Only your group will participate
- Confirmation will be received at time of booking
Ticket delivery
You can present either a paper or an electronic voucher for this activity.
Cancellation
For a full refund, cancel at least 24 hours in advance of the start time of the experience.
LadyVid
August 2018
My husband and I had the honor of being on the inaugural private dinner tour with Chef Paul. The tour with Matt and Nick was wonderful. Matt shared lots of interesting information about the history of the area and the Casco Bay islands. Nick went above and beyond the call of duty. Chef Paul cooke...
My husband and I had the honor of being on the inaugural private dinner tour with Chef Paul. The tour with Matt and Nick was wonderful. Matt shared lots of interesting information about the history of the area and the Casco Bay islands. Nick went above and beyond the call of duty. Chef Paul cooked us a wonderful 5 course meal including a charcuterie platter, lamb chops, a lobster salad with mango and avocado, yellow pepper soup, and duck breast with black truffle risotto. We finished the meal with vanilla bean creme brûlée.Fran F
August 2018
We celebrated our friends' 50th anniversary with the Sunset cruise and enjoyed the ride, the commentary, the seals and porpoise sightings, while we visited with a fun picnic and great wine. Our captain and guide were both great!!!
We celebrated our friends' 50th anniversary with the Sunset cruise and enjoyed the ride, the commentary, the seals and porpoise sightings, while we visited with a fun picnic and great wine. Our captain and guide were both great!!!yogangie
August 2018
Matthew and Dave were nice. It wasn't that. However, it was very no frills. We got there 15 minutes early, when I realized they just had two water bottles on board I wanted to run across the street and grab a bottle of wine to watch the sunset, but it seemed like a hassle for them so I said do...
Matthew and Dave were nice. It wasn't that. However, it was very no frills. We got there 15 minutes early, when I realized they just had two water bottles on board I wanted to run across the street and grab a bottle of wine to watch the sunset, but it seemed like a hassle for them so I said don't worry about it. As I was booking an 1 1/2 tour for $350, I guess I just envisioned a little more catering than it was. My boyfriend has a Boston Whaler back in NC that we take out to watch the sunset. thankfully it doesn't cost me near as much and is much more satisfying. Would go on this cruise again for around $100. $350 was way above the value of it.callahanch
September 2018
I booked this private sunset cruise as my husband's wedding gift for our honeymoon to Portland. While we're totally (now) obsessed with Portland, this cruise was the highlight by FAR on our honeymoon. The captain and tour guide were so friendly, knowledgeable and accommodating to anything we need...
I booked this private sunset cruise as my husband's wedding gift for our honeymoon to Portland. While we're totally (now) obsessed with Portland, this cruise was the highlight by FAR on our honeymoon. The captain and tour guide were so friendly, knowledgeable and accommodating to anything we needed. They really made it an enjoyable tour and even dropped us off back in the middle of town when they found out we had taken a Lyft to the start of the tour!! They even extended the tour a few minutes to allow us to watch the moon rise which was so memorable and romantic. This cruise was worth every penny and more!!! Book this cruise now!HotmessII
August 2018
Chef Paul, guide Matthew, and Captain Nick, Merci beaucoup! That means thank you very F’in much for those of you who don’t speak French. This evening couldn’t have been any better. The food was on point. I could taste the love that Chef Paul put in the meal. He tantalized my taste buds with over ...
Chef Paul, guide Matthew, and Captain Nick, Merci beaucoup! That means thank you very F’in much for those of you who don’t speak French. This evening couldn’t have been any better. The food was on point. I could taste the love that Chef Paul put in the meal. He tantalized my taste buds with over 100 ingredients. Fur Realz, the only down side was not seeing all of the Portland sites because my face was buried in Chef Paul’s delicious delights. A++ by all involved, 13/10 would do this again. I don’t know who gave this sunset charter less than an excellent rating but it’s safe to say they were escaped insane asylum patients or from FL, take your pick...Csscruggs
October 2023
This was our 2nd trip aboard this boat, and we loved it just as much as the previous time. A comfortable, relaxing, and informative trip around Casco Bay, with wine and a beautiful charcuterie plate. The captain and first mate were excellent - was a highlight of our weekend trip.
This was our 2nd trip aboard this boat, and we loved it just as much as the previous time. A comfortable, relaxing, and informative trip around Casco Bay, with wine and a beautiful charcuterie plate. The captain and first mate were excellent - was a highlight of our weekend trip.