Sunset Windjammer Cruise Along the Coast of Portland Maine

Experience a two-hour Windjammer Sail on Casco Bay, Portland, Maine. Enjoy lighthouses, seals, and seabirds. Perfect for all ages. Bring your favorite wine or beer.

Duration: 2 hours
Cancellation: 1 day learn more
Highlights
  • Casco Bay - Enjoy the beauty of the rugged coastline, complete with lighthouses and seals, as we slip through the pristine waters of Casco Bay.
  • Portland - See the gorgeous skyline of Portland, Maine’s largest city which was established in 1786. Observe Portland’s working waterfront as fishing boats depart and return to the wharves that form the heart of Portland and are home to local businesses that have been passed down for generations.
  • Fort Gorges - Notice the massive granite blocks that form the iconic military fort, Fort Gorges, which was built from 1858 to 1864. These striking stone blocks that are now interwoven with nature are quite beautiful to witness.
What's Included
  • Environmentally friendly marine composting toilet
  • Life jackets for adults and children
  • 2 Hour Cruise
What's Not Included
  • Food and drink—But feel free to bring your own!
  • Gratuities
  • Group Narration - Our captain and crew are happy to answer questions about the harbor sights!
Additional Information

Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the pristine waters of Casco Bay.

All ages are welcome, whether you are nine years old or 99, sailing aboard one of our Maine historic schooners is a unique adventure. All of our wooden windjammers were built in Maine and three are listed on the National Register of Historic Places.

Location
56 Commercial St
Commercial Street
Please check your reservation to see the meeting point for your cruise. We are at the end of the Maine State Pier. Walk past Gate 5 of the Casco Bay Ferry to the dock house on the right-hand side to receive your tickets.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.8
(34 Ratings)
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Abraham_s
Aug 16, 2024
Incredible - Incredible experience! Great staff. We enjoyed every minute of it. The views were beautiful at sunset!
Review provided by Viator
Isabelle
Aug 14, 2024
Simple and caring organization - Very good experience. When you reach the end of the platform, you are greeted by someone who has your Reservation and will give you your tickets. Depending on the letter at the back of the ticket you will be called in one of the 2 or 3 boats that are at the dock. There is just enough room to sit in the center of the boat. Take a drink and snack with you and enjoy the ride! Of course the weather plays a big role. Also consider a sweater because once the sun sets it is cooler. Return to port 2 hours later. The staff on board are friendly and give some explanations and come to chat (our English was a bit just to follow the discussions about the boat) . Remember to also have some tips for the crew on the way down.
Review provided by Tripadvisor
Megan_h
Aug 13, 2024
Sunset Cruise - My husband and I had a wonderful night on the sunset cruise. The crew was awesome- friendly and made sure all were comfortable. It was a gorgeous night!
Review provided by Viator
Shelby_r
Aug 10, 2024
Excellent excursion - We had a lot of fun on our sunset cruise. It was peaceful, beautiful and the crew were lovely and knowledgeable.
Review provided by Viator
Grandtour708203
Aug 9, 2024
Relaxing cruise on a beautiful, classic sloop. The crew was entertaining and highly-qualified. I'm sure the family would enjo - Great crew: very capable and entertaining. What a relaxing 2 hours in a beautiful 1912 classic sloop. I strongly recommend this for the whole family.
Review provided by Tripadvisor
Kate_s
Aug 8, 2024
Wonderful experience! - Wonderful experience! Definitely bring your own beverages and snacks. It was a little chilly but they had blankets if you needed.
Review provided by Viator
Andrew_c
Aug 7, 2024
Awesome - Awesome crew and views. Would definitely do again. Recommend sunset cruise. Portland Maine definitely exceeded our expectations
Review provided by Viator
Mackenzie
Aug 4, 2024
A must-do! Sail with the kindest, knowledgeable crew. Intimate sail around Portland Maine. - This was such a wonderful experience and a great way to round out our trip to Portland. Captain Kyle, supported by Noah, were excellent. We took a bottle of wine and some cheese to enjoy on the boat. We saw wildlife, lighthouses, beautiful views and were also able to enjoy a little us time. I’d absolutely recommend going out to sea with this knowledgeable and kind crew.
Review provided by Tripadvisor
Jessica_b
Aug 13, 2024
The sailing crew was... - The sailing crew was phenomenal! They were highly experienced and made us feel very safe on the boat. This tour could be elevated with some music or narration as we sailed. But overall, the sailing portion was great! An unfortunate negative experience we had- There was an extremely rude old woman who checked us in at the dock. We asked her a simple question to confirm that we were in the right location for our tour after hearing her give directions to another man about a sunset tour. She said “unless you got a text from me assume you’re in the right place. If you were paying attention, I was just giving directions.” It was wildly unnecessary. We didn’t want to “assume” we were in the correct location. I don’t understand why she was so agitated by us asking a simple question.
Review provided by Viator
Alicemv6626zw
Aug 9, 2024
More like a motorboat boat ride with the sails up - Not much of a Windjammer tour. More like a diesal boat ride with the sails up. I've done these before out of Provincetown where you are actually under sail power. They tried to say there was not enough wind but there was enough wind to do something over a 2 hour boat ride. Boring....
Review provided by Tripadvisor
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up to 15 guests
1 Adult
September 2024
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